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Sample records for benzaldehyde

  1. Adsorption, mobility, and dimerization of benzaldehyde on Pt(111)

    DEFF Research Database (Denmark)

    Rasmussen, Anton Michael Havelund; Hammer, Bjørk

    2012-01-01

    Building on results for the adsorption of benzene on Pt(111), the adsorption of benzaldehyde is investigated using density functional theory. Benzaldehyde is found to chemisorb preferentially with its aromatic ring in the flat-lying bridge geometry that is also preferred for benzene. Across the...

  2. The determination of furaldehyde and benzaldehyde in plum brandy

    Directory of Open Access Journals (Sweden)

    Rajković Miloš B.

    2005-01-01

    Full Text Available Among all alcohol liqueurs, brandies from drupaceous plants are characterized with the highest level of hydro cyanic acid, benzaldehyde and ethylcarbamate. In fruit brandies ethylcarbamate mainly originates from hydro cyanic acid during the processes of alcohol fermentation of crushed fruit and its preservation, distillation and ripening of the brandy. Hydro cyanic acid and benzaldehyde arise from the hydrolysis of amygdaline that is found exist in the heart of fruit stones and seeds, as well as from the hydrolysis of prunasine from the skin and flesh of drupaceous plants. The content of amygdaline and prunazine depends on the type of fruit, which corresponds to the potential content of hydro cyanic acid and benzaldehyde in the brandy that corresponds the stoichiometric ratio 1:3.94. The content of the aldehydes: furfural and benzaldehyde in plum brandy, strong plum brandy, young brandy, of domestic production in the various regions of Serbia were analyzed in this paper.

  3. The determination of furaldehyde and benzaldehyde in plum brandy

    OpenAIRE

    Rajković Miloš B.; Perić Lazar

    2005-01-01

    Among all alcohol liqueurs, brandies from drupaceous plants are characterized with the highest level of hydro cyanic acid, benzaldehyde and ethylcarbamate. In fruit brandies ethylcarbamate mainly originates from hydro cyanic acid during the processes of alcohol fermentation of crushed fruit and its preservation, distillation and ripening of the brandy. Hydro cyanic acid and benzaldehyde arise from the hydrolysis of amygdaline that is found exist in the heart of fruit stones and seeds, as well...

  4. Biomass pyrolysis: Thermal decomposition mechanisms of furfural and benzaldehyde

    Science.gov (United States)

    Vasiliou, AnGayle K.; Kim, Jong Hyun; Ormond, Thomas K.; Piech, Krzysztof M.; Urness, Kimberly N.; Scheer, Adam M.; Robichaud, David J.; Mukarakate, Calvin; Nimlos, Mark R.; Daily, John W.; Guan, Qi; Carstensen, Hans-Heinrich; Ellison, G. Barney

    2013-09-01

    The thermal decompositions of furfural and benzaldehyde have been studied in a heated microtubular flow reactor. The pyrolysis experiments were carried out by passing a dilute mixture of the aromatic aldehydes (roughly 0.1%-1%) entrained in a stream of buffer gas (either He or Ar) through a pulsed, heated SiC reactor that is 2-3 cm long and 1 mm in diameter. Typical pressures in the reactor are 75-150 Torr with the SiC tube wall temperature in the range of 1200-1800 K. Characteristic residence times in the reactor are 100-200 μsec after which the gas mixture emerges as a skimmed molecular beam at a pressure of approximately 10 μTorr. Products were detected using matrix infrared absorption spectroscopy, 118.2 nm (10.487 eV) photoionization mass spectroscopy and resonance enhanced multiphoton ionization. The initial steps in the thermal decomposition of furfural and benzaldehyde have been identified. Furfural undergoes unimolecular decomposition to furan + CO: C4H3O-CHO (+ M) → CO + C4H4O. Sequential decomposition of furan leads to the production of HC≡CH, CH2CO, CH3C≡CH, CO, HCCCH2, and H atoms. In contrast, benzaldehyde resists decomposition until higher temperatures when it fragments to phenyl radical plus H atoms and CO: C6H5CHO (+ M) → C6H5CO + H → C6H5 + CO + H. The H atoms trigger a chain reaction by attacking C6H5CHO: H + C6H5CHO → [C6H6CHO]* → C6H6 + CO + H. The net result is the decomposition of benzaldehyde to produce benzene and CO.

  5. Explorations of Crystalline Effects on 4-(Benzyloxy)Benzaldehyde Properties

    Science.gov (United States)

    Harismah, Kun; Ozkendir, O. Murat; Mirzaei, Mahmoud

    2015-12-01

    The properties of 4-(benzyloxy)benzaldehyde (BBA), as a pharmaceutically important compound, have been investigated through the density functional theory (DFT) calculations. The properties of original crystalline and optimised gaseous structures have been evaluated to recognise the crystalline effects. In addition to the structural properties, nuclear magnetic resonance (NMR) properties have also been evaluated for both investigated systems to better detect the effects in atomic levels. The results indicated that the structural shape of BBA is significantly changed in the optimised gaseous system, showing significant crystalline effects on the geometrical positions. Moreover, the magnitudes for energies and dipole moments indicate notable effects on the electronic properties. The evaluated NMR properties also show that the atoms of aromatic systems detect significant changes more than the atoms of aliphatic systems in the investigated BBA. And finally, the oxygen bridge atom plays a dominant role in combining two benzene rings of BBA.

  6. Benzaldehyde in cherry flavour as a precursor of benzene formation in beverages.

    Science.gov (United States)

    Loch, Christine; Reusch, Helmut; Ruge, Ingrid; Godelmann, Rolf; Pflaum, Tabea; Kuballa, Thomas; Schumacher, Sandra; Lachenmeier, Dirk W

    2016-09-01

    During sampling and analysis of alcohol-free beverages for food control purposes, a comparably high contamination of benzene (up to 4.6μg/L) has been detected in cherry-flavoured products, even when they were not preserved using benzoic acid (which is a known precursor of benzene formation). There has been some speculation in the literature that formation may occur from benzaldehyde, which is contained in natural and artificial cherry flavours. In this study, model experiments were able to confirm that benzaldehyde does indeed degrade to benzene under heating conditions, and especially in the presence of ascorbic acid. Analysis of a large collective of authentic beverages from the market (n=170) further confirmed that benzene content is significantly correlated to the presence of benzaldehyde (r=0.61, pcherry flavoured beverages, industrial best practices should include monitoring for benzene. Formulations containing either benzoic acid or benzaldehyde in combination with ascorbic acid should be avoided. PMID:27041300

  7. Solubilities of benzoic acid in binary (benzyl alcohol + benzaldehyde) solvent mixtures

    International Nuclear Information System (INIS)

    Highlights: • Solubilities of benzoic acid in (benzyl alcohol + benzaldehyde) mixtures were measured at 1 atm. • The experimental temperature ranges at (298.35 to 355.65) K. • Effects of benzyl alcohol mass concentration at (0.00 to 1.00) on the solubilities of benzoic acid were studied. • The experimental data were correlated with NRTL model. • Thermodynamic functions of dissolution of benzoic acid in (benzyl alcohol + benzaldehyde) mixtures were discussed. - Abstract: The solubility of benzoic acid in binary (benzyl alcohol + benzaldehyde) solvent mixtures was measured at temperature from (298.35 to 355.65) K and atmospheric pressure. The measured solubility increases with the increasing temperature at constant solvent composition. The effects of mass fraction benzaldehyde in the solvent mixtures at (0.0 to 1.00) on the solubility were studied. The measured solubility decreases with the increasing mass fraction of benzaldehyde. The experimental results were correlated with the non-random two-liquid (NRTL) equations, and good agreement between the correlated and the experimental values was obtained. Thermodynamic functions for the solution of benzoic acid in binary (benzyl alcohol + benzaldehyde) solvent mixtures were calculated with the van’t Hoff plot. The apparent dissolution Gibbs free energy change was also calculated

  8. A kinetic model for toluene oxidation comprising benzylperoxy benzoate ester as reactive intermediate in the formation of benzaldehyde

    NARCIS (Netherlands)

    Hoorn, J.A.A.; Alsters, P. L.; Versteeg, G. F.

    2005-01-01

    During the oxidation of toluene under semibatch conditions, the formation of benzyl alcohol is initially equal to the rate of formation of benzaldehyde. As the overall conversion increases the benzyl alcohol concentration at first decreases much faster than benzaldehyde, but this decrease slows down

  9. GRAFTED STYRENE-DIVINYLBENZENE COPOLYMERS CONTAINING BENZALDEHYDES AND THEIR WITTIG REACTIONS WITH VARIOUS PHOSPHONIUM SALTS

    Institute of Scientific and Technical Information of China (English)

    Adriana Popa; Gheorghe Ilia; Aurelia Pascariu; Smaranda Iliescu; Nicoleta Plesu

    2005-01-01

    A chloromethylated styrene-divinylbenzene copolymer support system functionalized with 4-benzaldehyde and 2-benzaldehyde was prepared. The degree of functionalization with aldehyde groups is well suited for the subsequent use of the products as Wittig reagents. The polymer bound aldehyde was reacted with Wittig reagents to give olefin groups grafted on styrene-divinylbenzene copolymers. The reactions were carried out in phase transfer catalysis conditions. A simple procedure for the calculation of the degree of functionalization and the statistical modeling of the structural repetitive unit of the copolymer are reported.

  10. Antifungal activity of redox-active benzaldehydes that target cellular antioxidation

    Directory of Open Access Journals (Sweden)

    Mahoney Noreen

    2011-05-01

    Full Text Available Abstract Background Disruption of cellular antioxidation systems should be an effective method for control of fungal pathogens. Such disruption can be achieved with redox-active compounds. Natural phenolic compounds can serve as potent redox cyclers that inhibit microbial growth through destabilization of cellular redox homeostasis and/or antioxidation systems. The aim of this study was to identify benzaldehydes that disrupt the fungal antioxidation system. These compounds could then function as chemosensitizing agents in concert with conventional drugs or fungicides to improve antifungal efficacy. Methods Benzaldehydes were tested as natural antifungal agents against strains of Aspergillus fumigatus, A. flavus, A. terreus and Penicillium expansum, fungi that are causative agents of human invasive aspergillosis and/or are mycotoxigenic. The yeast Saccharomyces cerevisiae was also used as a model system for identifying gene targets of benzaldehydes. The efficacy of screened compounds as effective chemosensitizers or as antifungal agents in formulations was tested with methods outlined by the Clinical Laboratory Standards Institute (CLSI. Results Several benzaldehydes are identified having potent antifungal activity. Structure-activity analysis reveals that antifungal activity increases by the presence of an ortho-hydroxyl group in the aromatic ring. Use of deletion mutants in the oxidative stress-response pathway of S. cerevisiae (sod1Δ, sod2Δ, glr1Δ and two mitogen-activated protein kinase (MAPK mutants of A. fumigatus (sakAΔ, mpkCΔ, indicates antifungal activity of the benzaldehydes is through disruption of cellular antioxidation. Certain benzaldehydes, in combination with phenylpyrroles, overcome tolerance of A. fumigatus MAPK mutants to this agent and/or increase sensitivity of fungal pathogens to mitochondrial respiration inhibitory agents. Synergistic chemosensitization greatly lowers minimum inhibitory (MIC or fungicidal (MFC

  11. Serotonin Mediates a Learned Increase in Attraction to High Concentrations of Benzaldehyde in Aged "C. elegans"

    Science.gov (United States)

    Tsui, David; van der Kooy, Derek

    2008-01-01

    We utilized olfactory-mediated chemotaxis in "Caenorhabditis elegans" to examine the effect of aging on information processing and animal behavior. Wild-type (N2) young adults (day 4) initially approach and eventually avoid a point source of benzaldehyde. Aged adult animals (day 7) showed a stronger initial approach and a delayed avoidance to…

  12. Preparation of 6,6'-Bisperfluoroalkylated BINOLs and Their Application in Asymmetric Alkylation of Benzaldehyde

    Institute of Scientific and Technical Information of China (English)

    YIN,Yue-Yan(尹月燕); ZHAO,Gang(赵刚); YANG,Gao-Sheng(杨高升); YIN,Wei-Xing(殷卫星)

    2002-01-01

    6,6'-Bis(1H,1H,2H,2H-perfluorooctyl)-BINOL and 6,6'-bis(1H ,1H , 2 H , 2 H- perfluorodecyl ) -BINOL were synthesized through Suzuki coupling reaction and used in fluorous biphase asymmetric alkylation of benzaldehyde. Good enantioselectivity was obtained and the catalysts could be recovered by liquid-liquid extraction.

  13. 4-Methyl­benzaldehyde thio­semi­carbazone

    OpenAIRE

    Zhang, Jian; Geng, Hao; Zhuang, Ling-hua; Wang, Guo-wei

    2009-01-01

    The title compound, C9H11N3S, was prepared by reacting 4-methyl­benzaldehyde with thio­semicarbazide. An intra­molecular N—H⋯N hydrogen bond helps to establish the observed mol­ecular conformation. The crystal packing is realized by inter­molecular N—H⋯S hydrogen bonds.

  14. A theoretical study of benzaldehyde derivatives as tyrosinase inhibitors using Ab initio calculated NQCC parameters

    Directory of Open Access Journals (Sweden)

    Marjan Rafiee

    2015-09-01

    Full Text Available Tyrosinase is a multifunctional copper-containing enzyme. It can catalyze two distinct reactions of melanin synthesis and benzaldehyde derivatives, which are potential tyrosinase inhibitors. To find the relationships between charge distributions of benzaldehyde and their pharmaceutical behavior, the present study aimed at investigating nuclear quadrupole coupling constants of quadrupolare nuclei in the functional benzaldehyde group and calculating some its derivatives. In addition, the differences between the electronic structures of various derivatives of this depigmenting drug were examined. All ab initio calculations were carried out using Gaussian 03. The results predicted benzaldehyde derivatives to be bicentral inhibitors; nevertheless, the oxygen or hydrogen contents of the aldehyde group were not found to be the only active sites. Furthermore with the presence of the aldehyde group, the terminal methoxy group in C4 was found to contribute to tyrosinase inhibitory activities. In addition, an oxygen atom with high charge density in the side chain was found to play an important role in its inhibitory effect.

  15. Lignin-derived oxygenate reforming on a bimetallic surface: The reaction of benzaldehyde on Zn/Pt(111)

    Science.gov (United States)

    Shi, Daming; Vohs, John M.

    2016-08-01

    Temperature programmed desorption (TPD) and high-resolution electron energy loss spectroscopy (HREELS) were used to characterize the adsorption and reaction of benzaldehyde (C6H5CHO) on hydrogen-covered Pt(111) and Zn-modified Pt(111) surfaces. Benzaldehyde was found to interact with Pt(111) via both the phenyl ring and carbonyl of the aldehyde group. This bonding configuration facilitates unselective decomposition of the benzaldehyde to produce CO, H2, and small hydrocarbon fragments at relatively low temperatures. On the other hand, benzaldehyde was found to bond to Zn-decorated Pt(111) surface exclusively via the carbonyl group in an η2(C, O) configuration, with the phenyl ring tilted away from the surface. This configuration weakens Csbnd O bond in the carbonyl facilitating its cleavage and helps prevent hydrogenation of the phenyl ring.

  16. Effect of Triethanolamine and Benzaldehyde on the Storage Stability of Polystyrene- Ammonium Perchlorate Propellant

    Directory of Open Access Journals (Sweden)

    K. Kishore

    1986-10-01

    Full Text Available The effect of triethanolamine and benzaldehyde on the stability of polystyrene has been studied by dynamic thermogravimetry (TG. Slower decomposition of polymer in the presence of these compounds indicates their inhibiting ability on the oxidation of the polymer. The burning rate measurements of polystyrene (PS/ammonium perchlorate (AP propellants at ambient temperature and pressure shows an increase with the storage time. The percentage change in the burning rate of the propellants containing aldehyde and amine is less during the ageing which indicates the increased stability of the propellants. The safe-life time of the propellants for the ballistic stability has been calculated from the activation energy for the ageing process using an Arrhenius type equation. The safe-life of the propellants containing triethanolamine and benzaldehyde is more than the neat propellant.

  17. Kinetics of the Benzaldehyde-Inhibited Oxidation of Sulfite by Chlorine Dioxide.

    Science.gov (United States)

    Pan, Changwei; Gao, Qingyu; Stanbury, David M

    2016-01-01

    There has been steady interest in the aqueous reaction of ClO2• with sulfur(IV) since the 1950s, and a wide variety of rate laws and mechanisms have been proposed. In neutral-to-alkaline media, the reaction is challenging to study because of its great rate. Here it is shown that benzaldehyde can be used as an additive to slow the reaction and make its rates more amenable to study. The rates can be quantitatively modeled by a mechanism that includes reversible binding of sulfur(IV) by benzaldehyde and a rate-limiting mixed second-order reaction of ClO2• with SO3(2-). The latter reaction occurs through parallel electron transfer from SO3(2-) to ClO2• and oxygen-atom transfer from ClO2• to SO3(2-). PMID:26678913

  18. Oxidation of benzaldehydes to benzoic acid derivatives by three Desulfovibrio strains.

    OpenAIRE

    Zellner, G; Kneifel, H; De Winter, J.

    1990-01-01

    Desulfovibrio vulgaris Marburg, "Desulfovibrio simplex" XVI, and Desulfovibrio sp. strain MP47 used benzaldehydes such as vanillin, 3,4,5-trimethoxybenzaldehyde, protocatechualdehyde, syringaldehyde, p-anisaldehyde, p-hydroxybenzaldehyde, and 2-methoxybenzaldehyde as electron donors for sulfate reduction and carbon dioxide and/or components of yeast extract as carbon sources for cell synthesis. The aldehydes were oxidized to their corresponding benzoic acids. The three sulfate reducers oxidiz...

  19. Benzaldehyde Thiosemicarbazone Derived from Limonene Complexed with Copper Induced Mitochondrial Dysfunction in Leishmania amazonensis

    OpenAIRE

    Britta, Elizandra Aparecida; Barbosa Silva, Ana Paula; Ueda-Nakamura, Tânia; Dias-Filho, Benedito Prado; Silva, Cleuza Conceição; Sernaglia, Rosana Lázara; Nakamura, Celso Vataru

    2012-01-01

    Background Leishmaniasis is a major health problem that affects more than 12 million people. Treatment presents several problems, including high toxicity and many adverse effects, leading to the discontinuation of treatment and emergence of resistant strains. Methodology/Principal Findings We evaluated the in vitro antileishmanial activity of benzaldehyde thiosemicarbazone derived from limonene complexed with copper, termed BenzCo, against Leishmania amazonensis. BenzCo inhibited the growth o...

  20. Antitrypanosomal Activity of Novel Benzaldehyde-Thiosemicarbazone Derivatives from Kaurenoic Acid †

    OpenAIRE

    2011-01-01

    A series of new thiosemicarbazones derived from natural diterpene kaurenoic acid were synthesized and tested against the epimastigote forms of Trypanosoma cruzi to evaluate their antitrypanosomal potential. Seven of the synthesized thiosemicarbazones were more active than kaurenoic acid with IC50 values between 2-24.0 mM. The o-nitro-benzaldehyde-thiosemicarbazone derivative was the most active compound with IC50 of 2.0 mM. The results show that the structural modifications accomplished enhan...

  1. STRUCTURE CHARACTERIZATION AND APPLICATION OF NI HYDROTALCITE AS ENVIRONMENTALLY FRIENDLY CATALYSTS FOR REDUCTIVE AMINATION OF BENZALDEHYDE

    OpenAIRE

    Ateeq Rahman

    2013-01-01

    Ni/hydrotalcite catalysts with ratios 2:1, 2.5 and 3:1 exhibit catalytic activity for reductive amination of benzaldehyde to amine. Ni HTLC is prepared by co-precipitation method, which is characterized by XRD, IR and TPR instruments. Carbonate present in the brucite layer of hydrotalcite and calcined hydrotalcite produce mixed oxides, exhibits catalytic activity for variety of organic transformations ex: selective aldol, nitro aldol, wittig, knoevenegal oxidation, reduction reactions. Hydrot...

  2. Coordination compounds of titanium (4), zirconium (4) and hafnium (4) with thiosemicarbazone of benzaldehyde

    International Nuclear Information System (INIS)

    Adducts of titanium (4), zirconium (4) and hafnium (4) tetrachlorides with thiosemicarbazone of benzaldehyde of the MCl4xLig and MCl4x2Lig composition are extracted from solutions in nonaqueous ethylacetate. On the basis of infrared spectra in the range of 250-4000 cm-1 a conclusion is drawn about participation of azomethine nitrogen and sulfur atoms in coordination with metal. Studied is the behaviour of synthetized adducts and their components in absolute methanol with the help of paper chromatography, measurement of electric conductivity and pH. It is established that adduct decomposition and simultaneous metal tetrachloride solvolysis take place at dissolving in the alcohol

  3. 3-Methoxy­benzaldehyde thio­semi­carbazone

    OpenAIRE

    Zhang, Jian; Wu, Lin-Ping; Zhuang, Ling-hua; Wang, Guo-wei

    2009-01-01

    The title compound, C9H11N3OS, was prepared by the reaction of 3-methoxy­benzaldehyde and thio­semicarbazide. The benzyl­idene ring and the thio­semicarbazone fragment are slightly twisted, making a dihedral angle of 14.1 (1)°. A weak intra­molecular N—H⋯N hydrogen bond may influence the conformation of the mol­ecule. Inter­molecular N—H⋯S hydrogen bonds build up a three-dimensional network.

  4. The effect of solvent on the kinetics of the oxidation of benzaldehydes by quinolinium chlorochromate in aqueous organic solvent media

    Directory of Open Access Journals (Sweden)

    G. FATIMA JEYANTHI

    2002-12-01

    Full Text Available The kinetics of the oxidation of benzaldehyde and para-substituted benzaldehydes by quinolinium chlorochromate in water-dimethylformamide mixtures has been studied under pseudo-first-order conditions at 25±0.2°C. The operation of non-specific and specific solvent-solute interactions was explored by correlating the rate data with solvent parameters through a correlation analysis technique. Both electron-releasing and electron-withdrawing substitutents enhance the rate of oxidation and the Hammett plot shows a break in the reactivity order indicating the applicability of a dual mechanism.

  5. Two photon dissociation of benzene, phenylacetylene, and benzaldehyde at 243 nm: translational energy releases in the H atom channel

    International Nuclear Information System (INIS)

    Hydrogen atom production channels from photodissociation of benzene, phenylacetylene, and benzaldehyde at 243 nm have been investigated by detecting H atoms using two photon absorption at 243.2 nm and induced fluorescence at 121.6 nm. Translational energies of the H atoms were measured by Doppler broadened H atom spectra. By absorption of two photons at 243 nm, the H atoms are statistically produced from benzene and phenylacetylene whereas the H atoms from the aldehyde group in benzaldehyde are produced from different pathways. The possible dissociation mechanisms are discussed from the measured translational energy releases

  6. Enhancement of reaction rates for catalytic benzaldehyde hydrogenation and sorbitol dehydration in water solvent by addition of carbon dioxide

    Indian Academy of Sciences (India)

    Masayuki Shirai; Osamu Sato; Norihito Hiyoshi; Aritomo Yamaguchi

    2014-03-01

    The effect of pressured carbon dioxide on heterogeneous hydrogenation of benzaldehyde and homogeneous dehydration of sorbitol in water solvent was studied. Initial hydrogenation rates of benzaldehyde over a charcoal-supported palladium catalyst in water at 313 K were enhanced by the addition of carbon dioxide. The initial rate increased with an increase in carbon dioxide pressure and became a maximum at 5 MPa. Dehydration of sorbitol proceeded in water phase at 500 K and initial dehydration rates were enhanced by addition of 30 MPa of carbon dioxide.

  7. Aldol condensation of acyclic ketones with benzaldehyde and subsequent cyclodehydration to form indenes over halide cluster catalysts

    OpenAIRE

    黒川, 秀樹; 千原, 貞次

    2006-01-01

    When a molecular halide cluster [(Ta6Cl12)C-12(H2O)(4)]-4H(2)O (1)/SiO2 was treated in a helium stream above 200 degrees C, it catalyzed the aldol condensation of acetone with benzaldehyde to yield E-4-phenyl-3-buten-2-one. The bromide cluster of Ta and chloride clusters of Nb, Mo, and W of the same octahedral metal framework also catalyzed the reaction. 3,3-Dimethyl-2-butanone combined with benzaldehyde similarly yielded the corresponding aldol condensation product over 1/SiO2 at 400 degrees...

  8. Effect of benzaldehyde on the electrodeposition and corrosion properties of Ni–W alloys

    Institute of Scientific and Technical Information of China (English)

    U. Pramod Kumar; C. Joseph Kennady

    2015-01-01

    The effect of different concentrations of benzaldehyde on the electrodeposition of Ni–W alloy coatings on a mild steel substrate from a citrate electrolyte was investigated in this study. The electrolytic alkaline bath (pH 8.0) contained stoichiometric amounts of nickel sulfate, sodium tungstate, and trisodium citrate as precursors. The corrosion resistance of the Ni–W-alloy-coated specimens in 0.2 mol/L H2SO4 was studied using various electrochemical techniques. Tafel polarization studies reveal that the alloy coatings obtained from the bath containing 50 ppm benzaldehyde exhibit a protection efficiency of 95.33%. The corrosion rate also decreases by 21.5 times compared with that of the blank. A higher charge-transfer resistance of 1159.40?·cm2 and a lower double-layer capacitance of 29.4 μF·cm?2 further confirm the better corrosion resistance of the alloy coating. X-ray diffraction studies reveal that the deposits on the mild steel surface are consisted of nanocrystals. A lower surface roughness value (Rmax) of the deposits is confirmed by atomic force microscopy.

  9. Effect of benzaldehyde on the electrodeposition and corrosion properties of Ni-W alloys

    Science.gov (United States)

    Pramod Kumar, U.; Kennady, C. Joseph

    2015-10-01

    The effect of different concentrations of benzaldehyde on the electrodeposition of Ni-W alloy coatings on a mild steel substrate from a citrate electrolyte was investigated in this study. The electrolytic alkaline bath (pH 8.0) contained stoichiometric amounts of nickel sulfate, sodium tungstate, and trisodium citrate as precursors. The corrosion resistance of the Ni-W-alloy-coated specimens in 0.2 mol/L H2SO4 was studied using various electrochemical techniques. Tafel polarization studies reveal that the alloy coatings obtained from the bath containing 50 ppm benzaldehyde exhibit a protection efficiency of 95.33%. The corrosion rate also decreases by 21.5 times compared with that of the blank. A higher charge-transfer resistance of 1159.40 Ω·cm2 and a lower double-layer capacitance of 29.4 μF·cm-2 further confirm the better corrosion resistance of the alloy coating. X-ray diffraction studies reveal that the deposits on the mild steel surface are consisted of nanocrystals. A lower surface roughness value ( R max) of the deposits is confirmed by atomic force microscopy.

  10. Benzaldehyde thiosemicarbazone

    Directory of Open Access Journals (Sweden)

    Xiu-Ping Ju

    2008-12-01

    Full Text Available The title compound, C8H9N3S, contains two molecules in the asymmetric unit. One molecule is close to being planar (r.m.s. deviation from the mean plane = 0.06 Å for the non-H atoms, while the other exhibits a dihedral angle of 21.7 (1° between the benzene ring and the mean plane of the thiosemicarbazone unit. Intermolecular N—H...S hydrogen bonds link the molecules into layers parallel to the (010 plane.

  11. Quantification of brown dog tick repellents, 2-hexanone and benzaldehyde, and release from tick-resistant beagles, Canis lupus familiaris

    Science.gov (United States)

    We have recently shown that repellency of the tick Rhipicephalus sanguineus sensu lato by the tick resistant dog breed Beagle is mediated by volatile organic compounds 2-hexanone and benzaldehyde present in Beagle dog odour. Ectoparasite location on animal hosts is affected by variation in odour com...

  12. Quantification of brown dog tick repellent, 2-hexanone and benzaldehyde, release from tick-resistant Beagle dogs, Canis lupus familiaris

    Science.gov (United States)

    We have recently shown that repellency of the tick Rhipicephalus sanguineus sensu lato by the tick resistant dog breed Beagle is mediated by volatile organic compounds 2-hexanone and benzaldehyde present in Beagle dog odour. Ectoparasite location on animal hosts is affected by variation in odour com...

  13. Enzymatic reduction of 4-(dimethylamino)benzaldehyde with carrot bits (Daucus carota): a simple experiment for understanding biocatalysis

    International Nuclear Information System (INIS)

    The present paper describes a simple, low-costly and environmentally friendly procedure for reduction of 4-(dimethylamino)benzaldehyde using carrot bits in water. This interdisciplinary experiment can be used to introduce the concepts of biocatalysis and green chemistry to undergraduate students. (author)

  14. Heterocyclyl linked anilines and benzaldehydes as precursors for biologically significant new chemical entities

    Indian Academy of Sciences (India)

    Raman K Verma; Vijay Kumar; Prithwish Ghosh; Lalit K Wadhwa

    2012-09-01

    Benzylidene and benzyl thiazolidinediones, oxazolidinediones, isoxazolidinediones and their acyclic analogs like alpha alkylthio/alkoxy phenylpropanoic acids, beta-keto esters and tyrosine-based compounds possess broad therapeutic potential in general and as Peroxisome Proliferator Activated Receptors (PPARs) agonists in particular in the management of hyperglycemia and hyperlipidaemia for the treatment of Type 2 Diabetes (T2D). We have synthesised and characterized some novel and suitably substituted heterocyclyl linked benzaldehydes and anilines, which can be easily and very readily derivatized to all the above mentioned classes to generate new chemical entities of broader biological significance. Synthesis of their benzylidene thiazolidinedione and diethyl malonate and also benzyl diethyl malonate and alpha-bromoesters derivatives is reported in some of the cases in the present work.

  15. Antitrypanosomal Activity of Novel Benzaldehyde-Thiosemicarbazone Derivatives from Kaurenoic Acid †

    Directory of Open Access Journals (Sweden)

    Cecília M. A. de Oliveira

    2011-01-01

    Full Text Available A series of new thiosemicarbazones derived from natural diterpene kaurenoic acid were synthesized and tested against the epimastigote forms of Trypanosoma cruzi to evaluate their antitrypanosomal potential. Seven of the synthesized thiosemicarbazones were more active than kaurenoic acid with IC50 values between 2-24.0 mM. The o-nitro-benzaldehyde-thiosemicarbazone derivative was the most active compound with IC50 of 2.0 mM. The results show that the structural modifications accomplished enhanced the antitrypanosomal activity of these compounds. Besides, the thiocyanate, thiosemicarbazide and the p- methyl, p-methoxy, p-dimethylamine, m-nitro and o-chlorobenzaldehyde-thiosemicarbazone derivatives displayed lower toxicity for LLMCK2 cells than kaurenoic acid, exhibing an IC50 of 59.5 mM.

  16. (E)-4-(Benz­yloxy)benzaldehyde thio­semicarbazone

    OpenAIRE

    Tarafder, M. T. H.; Islam, M. A. A. A. A.; Crouse, K. A.; Chantrapromma, Suchada; Fun, Hoong-Kun

    2008-01-01

    In the title compound, C15H15N3OS, the thio­semicarbazone group adopts an E configuration with respect to the C=N bond. The benzaldehyde thio­semicarbazone fragment is almost planar [maximum deviation = 0.012 (1) Å], while the dihedral angle between the benz­yloxy and phenyl rings is 72.48 (5)°. In the crystal structure, mol­ecules are inter­connected by N—H⋯N and N—H⋯S hydrogen bonds, forming a two-dimensional network parallel to the bc plane and are further stacked along the a axis by π–π i...

  17. Quantification of brown dog tick repellents, 2-hexanone and benzaldehyde, and release from tick-resistant beagles, Canis lupus familiaris.

    Science.gov (United States)

    de Oliveira Filho, Jaires Gomes; Sarria, André Lucio Franceschini; Ferreira, Lorena Lopes; Caulfield, John C; Powers, Stephen J; Pickett, John A; de León, Adalberto A Pérez; Birkett, Michael A; Borges, Lígia Miranda Ferreira

    2016-06-01

    We have recently shown that repellency of the tick Rhipicephalus sanguineus sensu lato by the tick resistant dog breed, the beagle, is mediated by volatile organic compounds (VOCs) 2-hexanone and benzaldehyde present in beagle odour. Ectoparasite location of animal hosts is affected by variation in these odour components and their ratios. The aim of this study was to quantify the release rate, and the ratio, of 2-hexanone and benzaldehyde from beagles. The odour of three beagles was collected, for four days, over one week (day 0, day 1, day 4 and day 7). The compounds were identified using coupled high-resolution gas chromatography-mass spectrometry (GC-MS), and authentic standards of compounds were used to generate external calibration curves for quantification. Both compounds were found in all dogs on all days. The amount of benzaldehyde was always higher than that of 2-hexanone and so their ratio varied from unity, on average (over time) being 3.128±0.365, 1.902±0.390, 1.670±0.671ngmL(-1) for beagle 1, 2 and 3, respectively. There was no significant (p<0.05, F-test) effect of time. The overall mean was 2.233±0.387ngmL(-1). These results further previous findings by documenting the presence of 2-hexanone and benzaldehyde in beagle odour samples covering a 7-day period. This knowledge enables development of repellents to protect dogs from R. sanguineus s. l. infestation. PMID:27085013

  18. Benzaldehyde is a precursor of phenylpropylamino alkaloids as revealed by targeted metabolic profiling and comparative biochemical analyses in Ephedra spp.

    Science.gov (United States)

    Krizevski, Raz; Bar, Einat; Shalit, O R; Levy, Asaf; Hagel, Jillian M; Kilpatrick, Korey; Marsolais, Frédéric; Facchini, Peter J; Ben-Shabat, Shimon; Sitrit, Yaron; Lewinsohn, Efraim

    2012-09-01

    Ephedrine and pseudoephedrine are phenylpropylamino alkaloids widely used in modern medicine. Some Ephedra species such as E. sinica Stapf (Ephedraceae), a widely used Chinese medicinal plant (Chinese name: Ma Huang), accumulate ephedrine alkaloids as active constituents. Other Ephedra species, such as E. foeminea Forssk. (syn. E. campylopoda C.A. Mey) lack ephedrine alkaloids and their postulated metabolic precursors 1-phenylpropane-1,2-dione and (S)-cathinone. Solid-phase microextraction analysis of freshly picked young E. sinica and E. foeminea stems revealed the presence of increased benzaldehyde levels in E. foeminea, whereas 1-phenylpropane-1,2-dione was detected only in E. sinica. Soluble protein preparations from E. sinica and E. foeminea stems catalyzed the conversion of benzaldehyde and pyruvate to (R)-phenylacetylcarbinol, (S)-phenylacetylcarbinol, (R)-2-hydroxypropiophenone (S)-2-hydroxypropiophenone and 1-phenylpropane-1,2-dione. The activity, termed benzaldehyde carboxyligase (BCL) required the presence of magnesium and thiamine pyrophosphate and was 40 times higher in E. sinica as compared to E. foeminea. The distribution patterns of BCL activity in E. sinica tissues correlates well with the distribution pattern of the ephedrine alkaloids. (S)-Cathinone reductase enzymatic activities generating (1R,2S)-norephedrine and (1S,1R)-norephedrine were significantly higher in E. sinica relative to the levels displayed by E. foeminea. Surprisingly, (1R,2S)-norephedrine N-methyltransferase activity which is a downstream enzyme in ephedrine biosynthesis was significantly higher in E. foeminea than in E. sinica. Our studies further support that benzaldehyde is the metabolic precursor to phenylpropylamino alkaloids in E. sinica. PMID:22727117

  19. Synthesis, characterization and antibacterial studies of some metal complexes of a schiff base derived from benzaldehyde and sulfonamide

    International Nuclear Information System (INIS)

    Neutral complexes of Cu(II), Ni(II), and Co(II) with a schiff base derived from benzaldehyde and sulfonamide have been synthesized and characterized the basis of on FTIR, UV-VIS, molar conductance and atomic absorption spectroscopic data. These metal complexes were also screened for their antibacterial activity against two bacterial species E.coli and Salmonella typhae. The metal complexes showed enhanced antibacterial activity as compared to uncomplexed ligand. (author)

  20. Highly selective luminescence sensing of nitrite and benzaldehyde based on 3d-4f heterometallic metal-organic frameworks.

    Science.gov (United States)

    Du, Pei-Yao; Gu, Wen; Liu, Xin

    2016-06-01

    Framework-isomeric three-dimensional (3D) Zn-Ln heterometallic metal-organic frameworks, {[Ln2Zn(abtc)2(H2O)4]·2H2O}∞ {Ln = Sm(1), Tb(2)}, were synthesized using a convenient solvothermal reaction. They can serve as excellent sensors for the specific identification of benzaldehyde and NO2(-) through a fluorescence quenching process. PMID:27117937

  1. The Production of Benzaldehyde by Rhizopus oligosporus USM R1 in a Solid State Fermentation (SSF System of Soy Bean Meal: Rice Husks

    Directory of Open Access Journals (Sweden)

    Norliza, A. W.

    2005-01-01

    Full Text Available The cultivation of Rhizopus oligosporus USM R1 for the production of benzaldehyde, a bitter cherry almond flavour was performed using soya bean meal and rice husks as the substrates. The identification of R. oligosporus USM R1 was performed based on the observation made under light microscope and scanning electron microscope (SEM. The optimum conditions for the SSF in a 250-ml Erlenmeyer flask system were 40% (v/w water content, substrate particle size of 0.7 mm; inoculum size of 1 x 10^5 spores/g substrate; incubation temperature of 30C; substrate amount of 7 g and the ratio of soy bean meal: rice husks of 50:50%. A maximum benzaldehyde production was obtained when the substrate was agitated after 48 hour for a 96 hour fermentation time. The highest benzaldehyde production obtained after 96 hour cultivation was 5.47 mg g-1 substrate. The supplementation of carbon and nitrogen sources in the substrate mixture revealed an enhancement in the growth and benzyldehyde production. A maximum production of benzaldehyde was obtained with the supplementation of L-phenylalanine, a precursor for benzaldehyde biosynthesis which gave 38.69 mg benzaldehyde/g substrate. This is approximately 6-folds higher compared to the substrates without the supplementation of L-phenylalanine.

  2. Large-scale synthesis of ultrathin tungsten oxide nanowire networks: an efficient catalyst for aerobic oxidation of toluene to benzaldehyde under visible light

    Science.gov (United States)

    Bai, Hua; Yi, Wencai; Liu, Jingyao; Lv, Qing; Zhang, Qing; Ma, Qiang; Yang, Haifeng; Xi, Guangcheng

    2016-07-01

    As a very important chemical raw material, the selective formation of benzaldehyde from toluene at preparative or industrial levels requires the use of highly corrosive chlorine and high reaction temperatures, which severely corrodes equipment, pollutes the environment, and consumes a lot of energy. Herein, we report a robust and highly active catalyst for the benzaldehyde evolution reaction that is constructed by the surfactant-free growth of oxygen vacancy-rich W18O49 ultrathin nanowire networks. Under atmospheric pressure and visible-light irradiation, the new catalyst can selectively (92% selectivity) catalyze the aerobic oxidation of toluene to benzaldehyde with yields of above 95%.As a very important chemical raw material, the selective formation of benzaldehyde from toluene at preparative or industrial levels requires the use of highly corrosive chlorine and high reaction temperatures, which severely corrodes equipment, pollutes the environment, and consumes a lot of energy. Herein, we report a robust and highly active catalyst for the benzaldehyde evolution reaction that is constructed by the surfactant-free growth of oxygen vacancy-rich W18O49 ultrathin nanowire networks. Under atmospheric pressure and visible-light irradiation, the new catalyst can selectively (92% selectivity) catalyze the aerobic oxidation of toluene to benzaldehyde with yields of above 95%. Electronic supplementary information (ESI) available: Experimental procedure, XRD patterns, TEM and HRTEM images, energy-dispersive X-ray spectra, UV-vis spectra, X-ray photoelectron spectroscopy (XPS), and EDS. See DOI: 10.1039/c6nr02949c

  3. Inhibitory Kinetics of p-Substituted Benzaldehydes on Polyphenol Oxidase from the Fifth Instar of Pieris Rapae L.

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    Polyphenol oxidase (PPO) is the enzyme responsible for enzymatic browning during the growth of insects. It is also involved in defense reactions and is related with immunities in insects. PPO,a metalloenzyme oxidase, catalyzes the oxidation of o-diphenol to o-quinone. The present paper describes the effects of benzaldehyde and its p-substituted derivatives on the activity of PPO from the fifth instar of Pieris rapae L. PPO from the fifth instar of Pieris rapae L. was purified using ammonium sulfate fractionation and chromatography on Sephadex G-100. The enzyme kinetics was characterized using L-3,4-dihydroxyphenylalanine (L-DOPA) as substrate. The results show that benzaldehyde, p-hydroxybenzaldehyde, p-chlorobenzaldehyde, and p-cyanobenzaldehyde can inhibit the PPO activity for the oxidation of L-DOPA. The inhibitor concentration leading to 50% activity lost, IC50, was estimated to be 5.90, 5.62, 2.83, and 2.91 mmol/L for the four tested inhibitors, respectively. Kinetic analyses show that the inhibitory effects of these compounds are reversible. Benzaldehyde, p-hydroxybenzaldehyde, and p-chlorobenzaldehyde are noncompetitive inhibitors while p-cyanobenzaldehyde is a mixed-type inhibitor. The inhibition constants were determined for all four inhibitors.p-chlorobenzaldehyde and p-cyanobenzaldehyde were more potent inhibitors than the other compounds. These results provide a basis for developing PPO inhibition-based pesticides.

  4. A nanoporous 3D zinc(II) metal–organic framework for selective absorption of benzaldehyde and formaldehyde

    International Nuclear Information System (INIS)

    A new 3D nanoporous metal–organic framework (MOF), [[Zn4O(C24H15N6O6)2(H2O)2]·6H2O·DMF]n (1) based on 4,4′,4″-s-triazine-1,3,5-triyltri-p-aminobenzoate (TATAB) ligand was solvothermally synthesized and characterized by single–crystal X-ray diffraction, Powder X-ray diffraction (PXRD), infrared spectroscopy (IR) and Brunauer–Emmett–Teller (BET) analyses. X-ray single crystal diffraction analysis reveals that 1 exhibits a 3D network with new kvh1 topology. Semi-empirical (AM1) calculations were carried out to obtain stable conformers for TATAB ligand. In addition, the absorption of two typical aldehydes (benzaldehyde and formaldehyde) in the presence of 1 was investigated and the effect of the aldehyde concentration, exposure time and temperature was studied. It was found that compound 1 has a potential for the absorption of aldehydes under mild conditions. - Graphical abstract: Absorption of two typical aldehydes (formaldehyde and benzaldehyde) by solvothermally synthesized of a 3D nano-porous MOF based on TATAB tricarboxylate ligand and Zn (NO3)2·6H2O. - Highlights: • We present a 3D Zn(II)-MOF with TATAB linker by solvothermal method. • The framework possesses a new kvh1 topology. • The framework displays formaldehyde and benzaldehyde absorption property. • Conformational analysis was performed to determine the stable linker geometry

  5. Amorphous metal-aluminophosphate catalysts for aldol condensation of n-heptanal and benzaldehyde to jasminaldehyde

    Institute of Scientific and Technical Information of China (English)

    A. Hamza; N. Nagaraju

    2015-01-01

    Amorphous aluminophosphate (AlP) and metal‐aluminophosphates (MAlPs, where M=2.5 mol%Cu, Zn, Cr, Fe, Ce, or Zr) were prepared by coprecipitation method. Their surface properties and catalytic activity for the synthesis of jasminaldehyde through the aldol condensation of n‐heptanal and benzaldehyde were investigated. The nitrogen adsorption‐desorption isotherms showed that the microporosity exhibited by the aluminophosphate was changed to a mesoporous and macroporous structure which depended on the metal incorporated, with a concomitant change in the surface area. Temperature‐programmed desorption of NH3 and CO2 revealed that the materials possessed both acidic and basic sites. The acidic strength of the material was either increased or decreased depending on the nature of the metal. The basicity was increased compared to AlP. All the materials were X‐ray amorphous and powder X‐ray diffraction studies indicated the absence of metal oxide phases. The Fourier transform infrared analysis confirmed the presence of phosphate groups and also the absence of any M‐O moieties in the materials. The selected organic reaction occurred only in the presence of the AlP and MAlPs. The selectivity for the jasminaldehyde product was up to 75%with a yield of 65%. The best conversion of n‐heptanal with a high selectivity to jasminaldehyde was obtained with FeAlP as the catalyst, and this material was characterized to have less weak acid sites and more basic sites.

  6. Simultaneous second derivative spectrophotometric determination of cobalt and vanadium using 2-hydroxy-3-methoxy benzaldehyde thiosemicarbazone

    International Nuclear Information System (INIS)

    2-Hydroxy-3-methoxy benzaldehyde thiosemicarbazone reacts with cobalt(II) and vanadium(V) at pH 6.0 forming respectively brown and green coloured complexes in aqueous dimethyl formamide. The second derivative spectrum of Co(II) complex shows zero amplitude at 434.5 nm and considerably large amplitude at 409.5 nm, while V(V) complex shows sufficient amplitude at 434.5 nm and zero amplitude at 409.5 nm. Further, the derivative amplitudes obey Beer's law at 409.5 and 434.5 nm for Co(II) and V(V) in the range 0.059-3.535 and 0.051-4.074 μg/ml, respectively. This enables the simultaneous determination of Co(II) and V(V) without separation. A large number of foreign ions do not interfere in the present method. The method is applied to the simultaneous determination of Co(II) and V(V) in synthetic mixtures and alloy steel samples

  7. Structural, thermal and optical characterization of an organic NLO material—Benzaldehyde thiosemicarbazone monohydrate single crystals

    Science.gov (United States)

    Santhakumari, R.; Ramamurthi, K.

    2011-02-01

    Single crystals of the organic NLO material, benzaldehyde thiosemicarbazone (BTSC) monohydrate, were grown by slow evaporation method. Solubility of BTSC monohydrate was determined in ethanol at different temperatures. The grown crystals were characterized by single crystal X-ray diffraction analysis to determine the cell parameters and by FT-IR technique to study the presence of the functional groups. Thermogravimetric and differential thermal analyses reveal the thermal stability of the crystal. UV-vis-NIR spectrum shows excellent transmission in the region of 200-1100 nm. Theoretical calculations were carried out to determine the linear optical constants such as extinction coefficient and refractive index. Further the optical nonlinearities of BTSC have been investigated by Z-scan technique with He-Ne laser radiation of wavelength 632.8 nm. Mechanical properties of the grown crystal were studied using Vickers microhardness tester. Second harmonic generation efficiency of the powdered BTSC monohydrate was tested using Nd:YAG laser and it is found to be ˜5.3 times that of potassium dihydrogen orthophosphate.

  8. Benzaldehyde Thiosemicarbazone Derived from Limonene Complexed with Copper Induced Mitochondrial Dysfunction in Leishmania amazonensis

    Science.gov (United States)

    Britta, Elizandra Aparecida; Barbosa Silva, Ana Paula; Ueda-Nakamura, Tânia; Dias-Filho, Benedito Prado; Silva, Cleuza Conceição; Sernaglia, Rosana Lázara; Nakamura, Celso Vataru

    2012-01-01

    Background Leishmaniasis is a major health problem that affects more than 12 million people. Treatment presents several problems, including high toxicity and many adverse effects, leading to the discontinuation of treatment and emergence of resistant strains. Methodology/Principal Findings We evaluated the in vitro antileishmanial activity of benzaldehyde thiosemicarbazone derived from limonene complexed with copper, termed BenzCo, against Leishmania amazonensis. BenzCo inhibited the growth of the promastigote and axenic amastigote forms, with IC50 concentrations of 3.8 and 9.5 µM, respectively, with 72 h of incubation. Intracellular amastigotes were inhibited by the compound, with an IC50 of 10.7 µM. BenzCo altered the shape, size, and ultrastructure of the parasites. Mitochondrial membrane depolarization was observed in protozoa treated with BenzCo but caused no alterations in the plasma membrane. Additionally, BenzCo induced lipoperoxidation and the production of mitochondrial superoxide anion radicals in promastigotes and axenic amastigotes of Leishmania amazonensis. Conclusion/Significance Our studies indicated that the antileishmania activity of BenzCo might be associated with mitochondrial dysfunction and oxidative damage, leading to parasite death. PMID:22870222

  9. Polyoxometalate coordinated transition metal complexes as catalysts: Oxidation of styrene to benzaldehyde/benzoic acid

    Indian Academy of Sciences (India)

    Srinivasa Rao Amanchi; Anjali Patel; Samar K Das

    2014-11-01

    Oxidation of styrene is carried out by using heptamolybdate coordinated transition metal (Co2+, Zn2+) complexes, [2-ampH]4[{Co(H2O)5}Mo7O24]·9H2O (1), [3-ampH]4[{Co(H2O)5}Mo7O24]·9H2O (2), [2-ampH]4[{Zn(H2O)5}Mo7O24]·4H2O (3) and [3-ampH]4[{Zn(3-ampy)(H2O)4}Mo7O24]·4H2O (4) as catalysts and H2O2 as an oxidant at 80°C. The leaching study has been carried out to check the quality of catalyst and it has been reused for three times with good percentage of conversion. For the first two catalysts (compounds 1 and 2), the major product obtained is benzaldehyde, and benzoic acid is the major product for next two catalysts (compounds 3 and 4). Stability of the catalysts has been analyzed by IR, UV-spectroscopy and powder X-ray crystallography.

  10. Benzaldehyde thiosemicarbazone derived from limonene complexed with copper induced mitochondrial dysfunction in Leishmania amazonensis.

    Directory of Open Access Journals (Sweden)

    Elizandra Aparecida Britta

    Full Text Available BACKGROUND: Leishmaniasis is a major health problem that affects more than 12 million people. Treatment presents several problems, including high toxicity and many adverse effects, leading to the discontinuation of treatment and emergence of resistant strains. METHODOLOGY/PRINCIPAL FINDINGS: We evaluated the in vitro antileishmanial activity of benzaldehyde thiosemicarbazone derived from limonene complexed with copper, termed BenzCo, against Leishmania amazonensis. BenzCo inhibited the growth of the promastigote and axenic amastigote forms, with IC(50 concentrations of 3.8 and 9.5 µM, respectively, with 72 h of incubation. Intracellular amastigotes were inhibited by the compound, with an IC(50 of 10.7 µM. BenzCo altered the shape, size, and ultrastructure of the parasites. Mitochondrial membrane depolarization was observed in protozoa treated with BenzCo but caused no alterations in the plasma membrane. Additionally, BenzCo induced lipoperoxidation and the production of mitochondrial superoxide anion radicals in promastigotes and axenic amastigotes of Leishmania amazonensis. CONCLUSION/SIGNIFICANCE: Our studies indicated that the antileishmania activity of BenzCo might be associated with mitochondrial dysfunction and oxidative damage, leading to parasite death.

  11. A nanoporous 3D zinc(II) metal–organic framework for selective absorption of benzaldehyde and formaldehyde

    Energy Technology Data Exchange (ETDEWEB)

    Moradpour, Tahereh [School of Chemistry, College of Science, University of Tehran, Tehran (Iran, Islamic Republic of); Abbasi, Alireza, E-mail: aabbassi@khayam.ut.ac.ir [School of Chemistry, College of Science, University of Tehran, Tehran (Iran, Islamic Republic of); Van Hecke, Kristof [XStruct, Department of Inorganic and Physical Chemistry, Ghent University, Krigslaan 281-S3, Ghent B-9000 (Belgium)

    2015-08-15

    A new 3D nanoporous metal–organic framework (MOF), [[Zn{sub 4}O(C{sub 24}H{sub 15}N{sub 6}O{sub 6}){sub 2}(H{sub 2}O){sub 2}]·6H{sub 2}O·DMF]{sub n} (1) based on 4,4′,4″-s-triazine-1,3,5-triyltri-p-aminobenzoate (TATAB) ligand was solvothermally synthesized and characterized by single–crystal X-ray diffraction, Powder X-ray diffraction (PXRD), infrared spectroscopy (IR) and Brunauer–Emmett–Teller (BET) analyses. X-ray single crystal diffraction analysis reveals that 1 exhibits a 3D network with new kvh1 topology. Semi-empirical (AM1) calculations were carried out to obtain stable conformers for TATAB ligand. In addition, the absorption of two typical aldehydes (benzaldehyde and formaldehyde) in the presence of 1 was investigated and the effect of the aldehyde concentration, exposure time and temperature was studied. It was found that compound 1 has a potential for the absorption of aldehydes under mild conditions. - Graphical abstract: Absorption of two typical aldehydes (formaldehyde and benzaldehyde) by solvothermally synthesized of a 3D nano-porous MOF based on TATAB tricarboxylate ligand and Zn (NO{sub 3}){sub 2}·6H{sub 2}O. - Highlights: • We present a 3D Zn(II)-MOF with TATAB linker by solvothermal method. • The framework possesses a new kvh1 topology. • The framework displays formaldehyde and benzaldehyde absorption property. • Conformational analysis was performed to determine the stable linker geometry.

  12. Synthesis of diverse dihydropyrimidine-related scaffolds by fluorous benzaldehyde-based Biginelli reaction and post-condensation modifications

    Directory of Open Access Journals (Sweden)

    Bruno Piqani

    2011-09-01

    Full Text Available Dihydropyrimidinones and dihydropyrimidinethiones generated from the Biginelli reactions of perfluorooctanesulfonyl-attached benzaldehydes are used as common intermediates for post-condensation modifications such as cycloaddition, Liebeskind–Srogl reaction and Suzuki coupling to form biaryl-substituted dihydropyrimidinone, dihydropyrimidine, and thiazolopyrimidine compounds. The high efficiency of the diversity-oriented synthesis is achieved by conducting a multicomponent reaction for improved atom economy, under microwave heating for fast reaction, and with fluorous solid-phase extractions (F-SPE for ease of purification.

  13. Isolation of liver aldehyde oxidase containing fractions from different animals and determination of kinetic parameters for benzaldehyde

    Directory of Open Access Journals (Sweden)

    Kadam R

    2008-01-01

    Full Text Available Aldehyde oxidase activity containing fractions from rabbit, guinea pig, rat and mouse livers were obtained by heat treatment and ammonium sulfate precipitation. Aldehyde oxidase activity was observed in rabbit and guinea pig livers, while aldehyde oxidase activity was absent in rat and mouse liver fractions. Enzyme kinetic parameters, K m and V max , were determined for the oxidation of benzaldehyde to benzoic acid by rabbit and guinea pig liver fractions, by spectrophotometric method, with potassium ferricyanide as the electron acceptor. The K m values obtained for both animal liver fractions were in the range of 10.3-19.1 µM.

  14. Electrical Wiring of the Aldehyde Oxidoreductase PaoABC with a Polymer Containing Osmium Redox Centers: Biosensors for Benzaldehyde and GABA

    Directory of Open Access Journals (Sweden)

    Artavazd Badalyan

    2014-11-01

    Full Text Available Biosensors for the detection of benzaldehyde and g-aminobutyric acid (GABA are reported using aldehyde oxidoreductase PaoABC from Escherichia coli immobilized in a polymer containing bound low potential osmium redox complexes. The electrically connected enzyme already electrooxidizes benzaldehyde at potentials below −0.15 V (vs. Ag|AgCl, 1 M KCl. The pH-dependence of benzaldehyde oxidation can be strongly influenced by the ionic strength. The effect is similar with the soluble osmium redox complex and therefore indicates a clear electrostatic effect on the bioelectrocatalytic efficiency of PaoABC in the osmium containing redox polymer. At lower ionic strength, the pH-optimum is high and can be switched to low pH-values at high ionic strength. This offers biosensing at high and low pH-values. A “reagentless” biosensor has been formed with enzyme wired onto a screen-printed electrode in a flow cell device. The response time to addition of benzaldehyde is 30 s, and the measuring range is between 10–150 µM and the detection limit of 5 µM (signal to noise ratio 3:1 of benzaldehyde. The relative standard deviation in a series (n = 13 for 200 µM benzaldehyde is 1.9%. For the biosensor, a response to succinic semialdehyde was also identified. Based on this response and the ability to work at high pH a biosensor for GABA is proposed by coimmobilizing GABA-aminotransferase (GABA-T and PaoABC in the osmium containing redox polymer.

  15. 2-Phenyl-tetrahydropyrimidine-4(1H-ones – cyclic benzaldehyde aminals as precursors for functionalised β2-amino acids

    Directory of Open Access Journals (Sweden)

    Markus Nahrwold

    2009-09-01

    Full Text Available Novel procedures have been developed to condense benzaldehyde effectively with β-amino acid amides to cyclic benzyl aminals. Double carbamate protection of the heterocycle resulted in fully protected chiral β-alanine derivatives. These serve as universal precursors for the asymmetric synthesis of functionalised β2-amino acids containing acid-labile protected side chains. Diastereoselective alkylation of the tetrahydropyrimidinone is followed by a chemoselective two step degradation of the heterocycle to release the free β2-amino acid. In the course of this study, an L-asparagine derivative was condensed with benzaldehyde and subsequently converted to orthogonally protected (R-β2-homoaspartate.

  16. Vibrational, NMR and UV-visible spectroscopic investigation and NLO studies on benzaldehyde thiosemicarbazone using computational calculations

    Science.gov (United States)

    Moorthy, N.; Prabakar, P. C. Jobe; Ramalingam, S.; Pandian, G. V.; Anbusrinivasan, P.

    2016-04-01

    In order to investigate the vibrational, electronic and NLO characteristics of the compound; benzaldehyde thiosemicarbazone (BTSC), the XRD, FT-IR, FT-Raman, NMR and UV-visible spectra were recorded and were analysed with the calculated spectra by using HF and B3LYP methods with 6-311++G(d,p) basis set. The XRD results revealed that the stabilized molecular systems were confined in orthorhombic unit cell system. The cause for the change of chemical and physical properties behind the compound has been discussed makes use of Mulliken charge levels and NBO in detail. The shift of molecular vibrational pattern by the fusing of ligand; thiosemicarbazone group with benzaldehyde has been keenly observed. The occurrence of in phase and out of phase molecular interaction over the frontier molecular orbitals was determined to evaluate the degeneracy of the electronic energy levels. The thermodynamical studies of the temperature region 100-1000 K to detect the thermal stabilization of the crystal phase of the compound were investigated. The NLO properties were evaluated by the determination of the polarizability and hyperpolarizability of the compound in crystal phase. The physical stabilization of the geometry of the compound has been explained by geometry deformation analysis.

  17. Novel 3,4-methylenedioxyde-6-X-benzaldehyde-thiosemicarbazones: Synthesis and antileishmanial effects against Leishmania amazonensis.

    Science.gov (United States)

    de Melos, Jorge Luiz R; Torres-Santos, Eduardo Caio; Faiões, Viviane dos S; Del Cistia, Catarina de Nigris; Sant'Anna, Carlos Maurício R; Rodrigues-Santos, Cláudio Eduardo; Echevarria, Aurea

    2015-10-20

    A series of eleven 3,4-methylenedioxyde-6-X-benzaldehyde-thiosemicarbazones (16-27) was synthesised as part of a study to search for potential new drugs with a leishmanicidal effect. The thiosemicarbazones, ten of which are new compounds, were prepared in good yields (85-98%) by the reaction of 3,4-methylenedioxyde-6-benzaldehydes (6-X-piperonal), previously synthesised for this work by several methodologies, and thiosemicarbazide in ethanol with a few drops of H2SO4. These compounds were evaluated against Leishmania amazonensis promastigotes, and derivatives where X = I (22) and X = CN (23) moieties showed impressive results, having IC₅₀ = 20.74 μM and 16.40 μM, respectively. The intracellular amastigotes assays showed IC₅₀ = 22.00 μM (22) and 17.00 μM (23), and selectivity index >5.7 and >7.4, respectively, with a lower toxicity compared to pentamidine (positive control, SI = 4.5). The results obtained from the preliminary QSAR study indicated the hydrophobicity (log P) as a fundamental parameter for the 2D-QSAR linear model. A molecular docking study demonstrated that both compounds interact with flavin mononucleotide (FMN), important binding site of NO synthase. PMID:26375353

  18. Single-crystal growth of 4-hydroxy-3-methoxy benzaldehyde by the Bridgman technique and its characterization

    Science.gov (United States)

    Kannan, V.; Jayaprakasan, M.; Bairava Ganesh, R.; Ramasamy, P.

    2006-08-01

    Single-crystal growth of 4-hydroxy-3-methoxy benzaldehyde (vanillin), an excellent molecular nonlinear optical (NLO) material, from the melt using the Bridgman technique is reported for the first time. Differential thermal analysis experiments indicated that the substance melts congruently at 81 °C. A precise temperature profile plot of the resistive furnace used was measured using a simple PC-based time-temperature data logging system. Powder X-ray diffraction analysis of the grown crystal revealed the crystal belongs to the monoclinic system. Fourier transform infrared spectra were used to assign various modes and identify the functional groups. The crystal exhibited a wide window of transmission unlike other organic NLO crystals. The optical second harmonic generation conversion efficiency of vanillin was determined using the Kurtz powder technique.

  19. Synthesis, Characterization, and In Vitro Cytotoxic Activities of Benzaldehyde Thiosemicarbazone Derivatives and Their Palladium (II) and Platinum (II) Complexes against Various Human Tumor Cell Lines

    Science.gov (United States)

    Hernándeza, Wilfredo; Paz, Juan; Vaisberg, Abraham; Spodine, Evgenia; Richter, Rainer; Beyer, Lothar

    2008-01-01

    The palladium (II) bis-chelate Pd (L1−3)2 and platinum (II) tetranuclear Pt4(L4)4 complexes of benzaldehyde thiosemicarbazone derivatives have been synthesized, and characterized by elemental analysis and IR, FAB(+)-mass and NMR (1H, 13C) spectroscopy. The complex Pd(L2)2 [HL2 = m-CN-benzaldehyde thiosemicarbazone] shows a square-planar geometry with two deprotonated ligands (L) coordinated to PdII through the nitrogen and sulphur atoms in a transarrangement, while the complex Pt4(L4)4 [HL4 = 4-phenyl-1-benzaldehyde thiosemicarbazone] has a tetranuclear geometry with four tridentate ligands coordinated to four PtII ions through the carbon (aromatic ring), nitrogen, and sulphur atoms where the ligands are deprotonated at the NH group. The in vitro antitumor activity of the ligands and their complexes was determined against different human tumor cell lines, which revealed that the palladium (II) and platinum (II) complexes are more cytotoxic than their ligands with IC50 values at the range of 0.07–3.67 μM. The tetranuclear complex Pt4(L4)4, with the phenyl group in the terminal amine of the ligand, showed higher antiproliferative activity (CI50 = 0.07–0.12 μM) than the other tested palladium (II) complexes. PMID:19148285

  20. Gas Phase Selective Catalytic Oxidation of Toluene to Benzaldehyde on V2O5-Ag2O/η-Al2O3 Catalyst

    Institute of Scientific and Technical Information of China (English)

    Tonglai Zhang; Liqiu Mao; Weihua Liu

    2004-01-01

    Gas phase selective catalytic oxidation of toluene to benzaldehyde was studied on V2O5-Ag2O/η-Al2O3 catalyst prepared by impregnation. The catalyst was characterized by XRD, XPS, TEM,and FT-IR. The catalytic results showed that toluene conversion and selectivity for benzaldehyde on catalyst sample No.4 (V/(V+Ag)=0.68) was higher than other catalysts with different V/Ag ratios. This was attributed to the higher surface area, larger pore volume and pore diameter of the catalyst sample No.4 than the other catalysts. The XRD patterns recorded from the catalyst before and after the oxidation reaction revealed that the new phases were developed, and this suggested that silver had entered the vanadium lattice. XPS results showed that the vanadium on the surface of No.4 and No.5 sample was more than that in the bulk, thus forming a vanadium rich layer on the surface. It was noted that when the catalyst was doped by potassium promoter, the toluene conversion and selectivity for benzaldehyde were higher than those on the undoped catalyst. This was attributed to the disordered structure of V2O5 lattice of the K-doped catalyst and a better interfacial contact between the particles.

  1. A nanoporous 3D zinc(II) metal-organic framework for selective absorption of benzaldehyde and formaldehyde

    Science.gov (United States)

    Moradpour, Tahereh; Abbasi, Alireza; Van Hecke, Kristof

    2015-08-01

    A new 3D nanoporous metal-organic framework (MOF), [[Zn4O(C24H15N6O6)2(H2O)2]·6H2O·DMF]n (1) based on 4,4‧,4″-s-triazine-1,3,5-triyltri-p-aminobenzoate (TATAB) ligand was solvothermally synthesized and characterized by single-crystal X-ray diffraction, Powder X-ray diffraction (PXRD), infrared spectroscopy (IR) and Brunauer-Emmett-Teller (BET) analyses. X-ray single crystal diffraction analysis reveals that 1 exhibits a 3D network with new kvh1 topology. Semi-empirical (AM1) calculations were carried out to obtain stable conformers for TATAB ligand. In addition, the absorption of two typical aldehydes (benzaldehyde and formaldehyde) in the presence of 1 was investigated and the effect of the aldehyde concentration, exposure time and temperature was studied. It was found that compound 1 has a potential for the absorption of aldehydes under mild conditions.

  2. Growth and characterization of benzaldehyde 4-nitro phenyl hydrazone (BPH) single crystal: A proficient second order nonlinear optical material

    Science.gov (United States)

    Saravanan, M.; Abraham Rajasekar, S.

    2016-04-01

    The crystals (benzaldehyde 4-nitro phenyl hydrazone (BPH)) appropriate for NLO appliance were grown by the slow cooling method. The solubility and metastable zone width measurement of BPH specimen was studied. The material crystallizes in the monoclinic crystal system with noncentrosymmetric space group of Cc. The optical precision in the whole visible region was found to be excellent for non-linear optical claim. Excellence of the grown crystal is ascertained by the HRXRD and etching studies. Laser Damage Threshold and Photoluminescence studies designate that the grown crystal contains less imperfection. The mechanical behaviour of BPH sample at different temperatures was investigated to determine the hardness stability of the grown specimen. The piezoelectric temperament and the relative Second Harmonic Generation (for diverse particle sizes) of the material were also studied. The dielectric studies were executed at varied temperatures and frequencies to investigate the electrical properties. Photoconductivity measurement enumerates consummate of inducing dipoles due to strong incident radiation and also divulge the nonlinear behaviour of the material. The third order nonlinear optical properties of BPH crystals were deliberate by Z-scan method.

  3. Synthesis, Characterization, and In Vitro Cytotoxic Activities of Benzaldehyde Thiosemicarbazone Derivatives and Their Palladium (II and Platinum (II Complexes against Various Human Tumor Cell Lines

    Directory of Open Access Journals (Sweden)

    Lothar Beyer

    2009-01-01

    Full Text Available The palladium (II bis-chelate Pd (L1−32 and platinum (II tetranuclear Pt4(L44 complexes of benzaldehyde thiosemicarbazone derivatives have been synthesized, and characterized by elemental analysis and IR, FAB(+-mass and NMR (1H,13C spectroscopy. The complex Pd(L22 [HL2=m-CN-benzaldehyde thiosemicarbazone] shows a square-planar geometry with two deprotonated ligands (L coordinated to PdII through the nitrogen and sulphur atoms in a transarrangement, while the complex Pt4(L44 [HL4=4-phenyl-1-benzaldehyde thiosemicarbazone] has a tetranuclear geometry with four tridentate ligands coordinated to four PtII ions through the carbon (aromatic ring, nitrogen, and sulphur atoms where the ligands are deprotonated at the NH group. The in vitro antitumor activity of the ligands and their complexes was determined against different human tumor cell lines, which revealed that the palladium (II and platinum (II complexes are more cytotoxic than their ligands with IC50 values at the range of 0.07–3.67 μM. The tetranuclear complex Pt4(L44, with the phenyl group in the terminal amine of the ligand, showed higher antiproliferative activity (CI50 = 0.07–0.12 μM than the other tested palladium (II complexes.

  4. Synthesis and Conformational Assignment of N-(E-Stilbenyloxymethylenecarbonyl-Substituted Hydrazones of Acetone and o-(m- and p- Chloro- (nitro- benzaldehydes by Means of and NMR Spectroscopy

    Directory of Open Access Journals (Sweden)

    Przemysław Patorski

    2013-01-01

    Full Text Available Eighteen new N-(E-stilbenyloxyalkylcarbonyl-substituted hydrazones of ortho- (meta- and para- chloro- (nitro- benzaldehydes 1–18 and two analogous hydrazones of acetone 19-20 were prepared. The stereochemical behavior of 1–18 in dimethyl-d6 sulfoxide solution has been studied by NMR and NMR techniques, using spectral data of 19 and 20 as supporting material. The E-geometrical isomers and cis-/trans-amide conformers have been found for these hydrazones. Energy barriers of isomers are reported.

  5. Density, Viscosity, Sound Speed, and Thermoacoustical Parameters of Benzaldehyde with Chlorobenzene or Nitrobenzene at 303.15 K, 308.15 K, and 313.15 K

    Science.gov (United States)

    Lavanya, T. G.; Saravanakumar, K.; Baskaran, R.; Kubendran, T. R.

    2013-07-01

    The values of the density, viscosity, and speed of sound for binary liquid mixtures of benzaldehyde with chlorobenzene or nitrobenzene have been measured over the entire range of composition at (303.15, 308.15, and 313.15) K. These values have been used to calculate the excess molar volume (), and excess free volume (). McAllister's three-body interaction model is used for correlating the kinematic viscosity of binary mixtures. The thermophysical properties (density, viscosity, and ultrasonic velocity) under study were fit to the Jouyban-Acree model.

  6. Simultaneous quantitation of trace level hydrazine and acetohydrazide in pharmaceuticals by benzaldehyde derivatization with sample 'matrix matching' followed by liquid chromatography-mass spectrometry.

    Science.gov (United States)

    Cui, Li; Jiang, Kaina; Liu, David Q; Facchine, Kevin L

    2016-09-01

    Hydrazine and acetohydrazide are potential genotoxins and therefore need to be controlled in APIs and drug products to ppm levels for patient safety in cases where there is a reasonable probability of either of them being present. They are structurally related and could both be formed in the same chemical process under certain circumstances. However, no previous studies have reported simultaneous trace level quantification of these two compounds. Herein, a chemical derivatization scheme using benzaldehyde followed by LC-MS analysis is presented to address that need. During method development, unexpectedly high recoveries were encountered and presented a major challenge. A systematic investigation was undertaken to understand the benzaldehyde derivatization reaction and determine the underlying causes of the unacceptable recovery. It was found that this was due to the presence of the counter ion of the API in the sample matrix. Employing a 'matrix matching' sample preparation strategy, which involved acidifying the derivatization reaction medium with benzoic acid, gave similar reaction rates for the chemical derivatization in the presence and absence of the API salt and accordingly more consistent recoveries. Resultantly, a robust method for simultaneous quantification of hydrazine and acetohydrazide (1-100ppm) was successfully developed and validated. PMID:27495371

  7. Benzaldehyde thiosemicarbazone monohydrate

    Directory of Open Access Journals (Sweden)

    Sheng-Jiu Gu

    2008-08-01

    Full Text Available In the title compound, C8H9N3S·H2O, intramolecular N—H...N hydrogen bonding contributes to the molecular conformation. Water molecules are involved in intermolecular N—H...O and O—H...S hydrogen bonds, which link the molecules into ribbons extended along the a axis. Weak intermolecular N—H...S hydrogen bonds link these ribbons into layers parallel to the ab plane with the phenyl rings pointing up and down.

  8. Enzymatic reduction of 4-(dimethylamino)benzaldehyde with carrot bits (Daucus carota): a simple experiment for understanding biocatalysis; Reducao enzimatica do 4-(dimetilamino)benzaldeido com pedacos de cenoura (Daucus carota): um experimento simples na compreensao da biocatalise

    Energy Technology Data Exchange (ETDEWEB)

    Omori, Alvaro Takeo; Portas, Viviane Barbosa; Oliveira, Camila de Souza de, E-mail: alvaro.omori@ufabc.edu.br [Centro de Ciencias Naturais e Humanas, Universidade Federal do ABC, SP (Brazil)

    2012-07-01

    The present paper describes a simple, low-costly and environmentally friendly procedure for reduction of 4-(dimethylamino)benzaldehyde using carrot bits in water. This interdisciplinary experiment can be used to introduce the concepts of biocatalysis and green chemistry to undergraduate students. (author)

  9. Promoting the Hydrosilylation of Benzaldehyde by Using a Dicationic Antimony-Based Lewis Acid: Evidence for the Double Electrophilic Activation of the Carbonyl Substrate.

    Science.gov (United States)

    Hirai, Masato; Cho, Junsang; Gabbaï, François P

    2016-05-01

    The concomitant activation of carbonyl substrates by two Lewis acids has been investigated by using [1,2-(Ph2 MeSb)2 C6 H4 ](2+) ([1](2+) ), an antimony-based bidentate Lewis acid obtained by methylation of the corresponding distibine. Unlike the simple stibonium cation [Ph3 MeSb](+) , dication [1](2+) efficiently catalyzes the hydrosilylation of benzaldehyde under mild conditions. The catalytic activity of this dication is correlated to its ability to doubly activate the carbonyl functionality of the organic substrate. This view is supported by the isolation of [1-μ2 -DMF][OTf]2 , an adduct, in which the DMF oxygen atom bridges the two antimony centers. PMID:26934491

  10. The synthesis and investigation of impurities found in Clandestine Laboratories: Baeyer-Villiger Route Part I; Synthesis of P2P from benzaldehyde and methyl ethyl ketone.

    Science.gov (United States)

    Doughty, David; Painter, Ben; Pigou, Paul E; Johnston, Martin R

    2016-06-01

    The synthesis of impurities detected in clandestinely manufactured Amphetamine Type Stimulants (ATS) has emerged as more desirable than simple "fingerprint" profiling. We have been investigating the impurities formed when phenyl-2-propanone (P2P) 5, a key ATS precursor, is synthesised in three steps; an aldol condensation of benzaldehyde and methyl ethyl ketone (MEK); a Baeyer-Villiger reaction; and ester hydrolysis. We have identified and selectively synthesised several impurities that may be used as route specific markers for this series of synthetic steps. Specifically these impurities are 3-methyl-4-phenyl-3-buten-2-one 3, 2-methyl-1,5-diphenylpenta-1,4-diene-3-one 9, 2-(methylamino)-3-methyl-4-phenyl-3-butene 16, 2-(Methylamino)-3-methyl-4-phenylbutane 17, and 1-(methylamino)-2-methyl-1,5-diphenylpenta-4-ene-3-one 22. PMID:27081790

  11. Effect of 4-(N,N-diethylamino)benzaldehyde thiosemicarbazone on the corrosion of aged 18 Ni 250 grade maraging steel in phosphoric acid solution

    International Nuclear Information System (INIS)

    Highlights: → DEABT as corrosion inhibitor for maraging steel in phosphoric acid. → Inhibition efficiency increases with increase in inhibitor concentration. → Inhibition efficiency decreases with increase in temperature. → Adsorption obeys Langmuir adsorption isotherm. - Abstract: 4-(N,N-diethylamino)benzaldehyde thiosemicarbazone (DEABT) was studied for its corrosion inhibition property on the corrosion of aged 18 Ni 250 grade maraging steel in 0.67 M phosphoric acid at 30-50 deg. C by potentiodynamic polarization, EIS and weight loss techniques. Inhibition efficiency of DEABT was found to increase with the increase in DEABT concentration and decrease with the increase in temperature. The activation energy Ea and other thermodynamic parameters (ΔGads0, ΔHads0, ΔSads0) have been evaluated and discussed. The adsorption of DEABT on aged maraging steel surface obeys the Langmuir adsorption isotherm model and the inhibitor showed mixed type inhibition behavior.

  12. MCM-41 supported 12-tungstophosphoric acid mesoporous materials: Preparation, characterization, and catalytic activities for benzaldehyde oxidation with H2O2

    Science.gov (United States)

    Chen, Ya; Zhang, Xiao-Li; Chen, Xi; Dong, Bei-Bei; Zheng, Xiu-Cheng

    2013-10-01

    Mesoporous molecular sieves MCM-41 and bulk 12-tungstophosphoric acid (HPW) were synthesized and employed to prepare 5-45 wt.% HPW/MCM-41 mesoporous materials. Characterization results suggested the good dispersion of HPW within MCM-41 when the loading of HPW was less than 35 wt.% and HPW/MCM-41 retained the typical mesopore structure of the supports. The results of the catalytic oxidation of benzaldehyde to benzoic acid with 30% H2O2, in the absence of any organic solvent and co-catalysts, indicated that HPW/MCM-41 was an efficient catalyst and 30 wt.% HPW/MCM-41 sample exhibited the highest catalytic activity among these materials.

  13. High efficient photocatalytic selective oxidation of benzyl alcohol to benzaldehyde by solvothermal-synthesized ZnIn{sub 2}S{sub 4} microspheres under visible light irradiation

    Energy Technology Data Exchange (ETDEWEB)

    Chen, Zhixin, E-mail: czx@fzu.edu.cn [State Key Laboratory Breeding Base of Photocatalysis, College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350002 (China); Instrumental Measurement and Analysis Center, Fuzhou University, Fuzhou 350002 (China); Xu, Jingjing; Ren, Zhuyun [State Key Laboratory Breeding Base of Photocatalysis, College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350002 (China); He, Yunhui; Xiao, Guangcan [State Key Laboratory Breeding Base of Photocatalysis, College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350002 (China); Instrumental Measurement and Analysis Center, Fuzhou University, Fuzhou 350002 (China)

    2013-09-15

    Hexagonal ZnIn{sub 2}S{sub 4} samples have been synthesized by a solvothermal method. Their properties have been determined by X-ray diffraction, ultraviolet–visible-light diffuse reflectance spectra, field emission scanning electron microscopy, nitrogen adsorption–desorption and X-ray photoelectron spectra. These results demonstrate that ethanol solvent has significant influence on the morphology, optical and electronic nature for such marigold-like ZnIn{sub 2}S{sub 4} microspheres. The visible light photocatalytic activities of the ZnIn{sub 2}S{sub 4} have been evaluated by selective oxidation of benzyl alcohol to benzaldehyde using molecular oxygen as oxidant. The results show that 100% conversion along with >99% selectivity are reached over ZnIn{sub 2}S{sub 4} prepared in ethanol solvent under visible light irradiation (λ>420 nm) of 2 h, but only 58% conversion and 57% yield are reached over ZnIn{sub 2}S{sub 4} prepared in aqueous solvent. A possible mechanism of the high photocatalytic activity for selective oxidation of benzyl alcohol over ZnIn{sub 2}S{sub 4} is proposed and discussed. - Graphical abstract: Marigold-like ZnIn{sub 2}S{sub 4} microspheres were synthesized by a solvothermal method. The high visible photocatalytic activities of ZnIn{sub 2}S{sub 4} were evaluated by selective oxidation of benzyl alcohol to benzaldehyde under mild conditions. Display Omitted - Highlights: • Marigold-like ZnIn{sub 2}S{sub 4} microspheres were synthesized by a solvothermal method. • The solvents have a remarkably influence on the morphology and properties of samples. • It is the first time to apply ZnIn{sub 2}S{sub 4} for selective oxidation of benzyl alcohol. • ZnIn{sub 2}S{sub 4} shows high photocatalytic activity for selective oxidation of benzyl alcohol.

  14. High efficient photocatalytic selective oxidation of benzyl alcohol to benzaldehyde by solvothermal-synthesized ZnIn2S4 microspheres under visible light irradiation

    International Nuclear Information System (INIS)

    Hexagonal ZnIn2S4 samples have been synthesized by a solvothermal method. Their properties have been determined by X-ray diffraction, ultraviolet–visible-light diffuse reflectance spectra, field emission scanning electron microscopy, nitrogen adsorption–desorption and X-ray photoelectron spectra. These results demonstrate that ethanol solvent has significant influence on the morphology, optical and electronic nature for such marigold-like ZnIn2S4 microspheres. The visible light photocatalytic activities of the ZnIn2S4 have been evaluated by selective oxidation of benzyl alcohol to benzaldehyde using molecular oxygen as oxidant. The results show that 100% conversion along with >99% selectivity are reached over ZnIn2S4 prepared in ethanol solvent under visible light irradiation (λ>420 nm) of 2 h, but only 58% conversion and 57% yield are reached over ZnIn2S4 prepared in aqueous solvent. A possible mechanism of the high photocatalytic activity for selective oxidation of benzyl alcohol over ZnIn2S4 is proposed and discussed. - Graphical abstract: Marigold-like ZnIn2S4 microspheres were synthesized by a solvothermal method. The high visible photocatalytic activities of ZnIn2S4 were evaluated by selective oxidation of benzyl alcohol to benzaldehyde under mild conditions. Display Omitted - Highlights: • Marigold-like ZnIn2S4 microspheres were synthesized by a solvothermal method. • The solvents have a remarkably influence on the morphology and properties of samples. • It is the first time to apply ZnIn2S4 for selective oxidation of benzyl alcohol. • ZnIn2S4 shows high photocatalytic activity for selective oxidation of benzyl alcohol

  15. One-step Synthesis of Benzaldehyde from Styrene by Ozonolysis Reaction%苯乙烯臭氧化一步法合成苯甲醛

    Institute of Scientific and Technical Information of China (English)

    刘慧; 梁政勇; 章亚东

    2012-01-01

    Carbonyl oxides ( zwitterions) are the most reactive intermediates in ozonolysis reaction. This paper describes the trapping of carbonyl oxides by amines or H2 O, and the subsequent direct ozonolytic conversion of styrene into benzaldehyde without the intermediacy of 1,2,4-trioxolanes( ozonides) and the traditional reduction decomposition. The effects of the type of solvent, amount of solvent, reaction temperature, the flow of ozone and the kind of additive were investigated. The results show that H2O gives better reactivity than amines, and that the reactivity of different amines descends in the order; Et3N > Bu3N > ( C8H17 )3N, tertiary amine > secondary amine. The appropriate reaction conditions are as follows(based on 0. 05 mol styrene) :25. 0 mL acetone as solvent,reaction temperature 0~5℃ ,the flow of ozone 200 mL/min, n ( H2O ) /n ( styrene) = 3. Under the above conditions, the average yield of benzaldehyde is about 96. 5% .%采用水或有机胺捕获苯乙烯臭氧化生成的两性离子,不经臭氧化物中间体及传统的还原分解反应一步法合成苯甲醛.考察了溶剂种类、溶剂用量、反应温度、臭氧流量和添加剂种类对反应的影响.结果表明,水捕获两性离子的活性大于有机胺,不同有机胺的反应活性不同,其活性大小顺序为:三乙胺>三正丁胺>三正辛胺,叔胺>仲胺.较佳的反应条件(以0.05 mol苯乙烯计)为:溶剂丙酮25.0 mL,反应温度0~5℃,臭氧流量200mL/min,n(水)/n(苯乙烯)=3.在该条件下,重复实验3次,所得苯甲醛的平均收率为96.5%.

  16. Gas chromatography-flame ionization determination of benzaldehyde in non-steroidal anti-inflammatory drug injectable formulations using new ultrasound-assisted dispersive liquid-liquid micro extraction

    International Nuclear Information System (INIS)

    Summary: In this study, simple and efficient ultrasound-assisted dispersive liquid-liquid micro extraction combined with gas chromatography (GC) was developed for the preconcentration and determination of benzaldehyde in injectable formulations of the non-steroidal anti-inflammatory drugs, diclofenac, Vitamin B-complex and Voltaren injection solutions. Fourteen microliters of toluene was injected slowly into 10 mL home-designed centrifuge glass vial containing an aqueous sample without salt addition that was located inside the ultrasonic water bath. The formed emulsion was centrifuged and 2 macro L of separated toluene was injected into a gas chromatographic system equipped with a flame ionization detector (GC-FID) for analysis. Several factors influencing the extraction efficiency as the nature and volume of organic solvent, extraction temperature, ionic strength and centrifugation time were investigated and optimized. Using optimum extraction conditions a detection limit of 0.3 macro g L/sup -1/ and a good linearity in a calibration range of 2.0-1000 macro g L/sup -1/ were achieved for analyte. This proposed method was successfully applied to the analysis of benzaldehyde in three injection formulations and relative standard deviation (RSD) of analysis (n=3), before spiking with standard benzaldehyde were 3.3, 2.0 and 1.3% for Na-diclofenac, vitamin B-complex and voltaren, respectively and after spiking of standard benzaldehyde (0.3 mg L/sup -1/), the RSD were 6.5, 3.6 and 2.8% for Na-diclofenac, vitamin B-complex and voltaren, respectively. (author)

  17. Crystal Structures of Two Calix[4]arene Isomers with Benzaldehyde Moiety and Their Photophysical Properties with Terbium(Ⅲ) Ions

    Institute of Scientific and Technical Information of China (English)

    王浩; 张衡益; 刘育

    2005-01-01

    Two calix[4]arene isomers with benzaldehyde moieties, i.e., 5,11,17,23-tetra-tert-butyl-25,27-bis[2-(o-formyl-phenoxy)ethoxy]-26,28-dihydroxycalix[4]arene (3) and 5,11,17,23-tetra-tert-butyl-25,27-bis[2-(p-formylphenoxy)-ethoxy]-26,28-dihydroxycalix[4]arene (4), were synthesized according to a newly designed route in high yields, and their crystal structures have been determined by X-ray crystallographic study. The photophysical behavior on complexation of calix[4]arene derivatives 3 and 4 with terbium(Ⅲ) nitrate was investigated in anhydrous acetonitrile at 25℃ by UV-Vis and fluorescence spectroscopies. The crystallographic structure of 3 indicated that the eight oxygen atoms formed a preorganized ionophoric cavity due to intramolecular π-π stacking, which could encapsulate lanthanide ions tightly. In sharp contrast, the compound 4 formed a linear array by intermolecular π-π stacking, hence the oxygen atoms of pendant arms could not coordinate with metal ions, giving a poor binding ability to Tb3+. The absorption spectra of 3 with Tb3+ showed clearly a new broad intense absorption at 385nm. Interestingly, the narrow emission line spectrum has also been observed for compound 3 with Tb3+, and the results obtained were discussed from the viewpoint of energy transfer mechanism between host structures and the properties of lanthanide ions.

  18. Theoretical Investigation on The Reaction Mechanism of 2-methyl-1, 3-cis-butadiene with benzaldehyde Catalyzed by Rh(Ⅰ)

    International Nuclear Information System (INIS)

    The reaction mechanism of 2-methyl-1, 3-cis-butadiene with benzaldehyde catalyzed by Rh(Ⅰ) has been calculated by DFT, The LanL2DZ basis set has been adopted for Rh. For the other atoms, the 6-31+G* basis set has been used. In this paper, all the intermediates and transition states have been fully optimized to obtain their molecular geometries and electronic structures. Ground or transition state properties have been established by full-frequency calculations. The energies given below have been corrected for zero point vibrational energy (ZPVE). To further insight into the nature of bonding interaction, AIM analysis has been performed by using AIM2000. The analyses of the charge distribution and charge-transfer processes have been carried out with the NBO theory. Feasible reaction pathways were investigated, which are IA : Re→IMA1→TSA1→IMA2→IMA3→TSA2→IMA4→IMA5→TSA3→IMA6→PA and IB: Re→IMB1→TSB1→IMB2→IMB3→TSB2→IMB4→IMB5T→SB3→IMB6→PB. Computation results indicate that reaction pathway IB is the main pathway, the activation energy of which is smaller, which is in good agreement with experimental results. (authors)

  19. Continuous irradiation induced luminescence from benzophenone, 4,4{prime}-dichlorobenzophenone, and 4-(dimethylamino)benzaldehyde in solid environments and its pressure dependence

    Energy Technology Data Exchange (ETDEWEB)

    Dreger, Z.A.; Drickamer, H.G. [Univ. of Illinois, Urbana, IL (United States)

    1997-02-20

    We report a strong emission change induced by continuous light irradiation in two ketones, benzophenone and 4,4{prime}-dichlorobenzophenone, and an aldehyde, 4-(dimethylamino)benzaldehyde, in their crystalline state as well as dissolved in solid polymers. With prolonged laser irradiation, a time evolution of the emission intensity shows complex features, but two clear competing trends can be distinguished: an increase and/or decrease of the emission intensity. It is shown that these trends may be a result of creation of either an emissive or a nonemissive species. The relative importance of these two pathways is significantly dependent on the type of medium and external pressure. The most characteristic feature of these dependencies is the fact that in crystalline environments, in contrast to polymers, the emission intensity at all pressures only decreases. A kinetic model is developed that assumes the lowest triplet state as the origin of the high photoreactivity of these molecules, causing their emission intensity change. This model embraces the observations either in crystalline or polymeric environments and is solved for two limiting cases: a predominance of the hydrogen abstraction reaction from the polymer or a predominance of the ionization due to biphotonic excitation of the triplet state. These processes are assumed responsible, respectively, for the creation of emissive and nonemissive photoproducts. 29 refs., 19 figs., 2 tabs.

  20. Effect of environment on pressure-induced emission of benzophenone, 4,4{prime}-dichlorobenzophenone, and 4-(dimethylamino)benzaldehyde in solid media

    Energy Technology Data Exchange (ETDEWEB)

    Dreger, Z.A.; Drickamer, H.G. [Univ. of Illinois, Urbana, IL (United States)

    1997-02-20

    The pressure-induced emission of three aromatic carbonyls - benzophenone (BP), 4,4{prime}-dichlorobenzophenone (DCBP), and 4-(dimethylamino)benzaldehyde (DMABA) - dissolved in solid polymers and also in their crystalline state has been studied. Under pressure all compounds dissolved in polymers reveal a significant enhancement of the luminescence emission in the low-pressure region. The degree of increase is strongly dependent on the type of polymer. DMABA exhibits both fluorescence and phosphorescence, whereas BP and DCBP molecules show only phosphorescence. For all these molecules a model based on the increase with increasing pressure of the amount of {pi},{pi}{sup *} character in the initially predominately n,{pi}{sup *} triplet state is proposed to account for the observed increase of the emission intensity. In the case of DMABA it is proposed that the increase of the {pi},{pi}{sup *} character in the triplet state increases the emission intensity in two concurrent steps: by an increase of the radiative rate from the triplet state and by a decrease of the intersystem crossing rate between singlet and triplet states. The first factor increases phosphorescence intensity, and the second one effects the fluorescence. In the case of BP and DCBP, where the intersystem crossing process is very fast, the increase of pressure increases mainly the radiative rate of the lowest triplet state. 22 refs., 8 figs.

  1. A combined experimental and quantum chemical studies on molecular structure, spectral properties, intra and intermolecular interactions and first hyperpolarizability of 4-(benzyloxy)benzaldehyde thiosemicarbazone and its dimer

    Science.gov (United States)

    Kumar, Amit; Rawat, Poonam; Baboo, Vikas; Verma, Divya; Singh, R. N.; Saxena, Deepti; Gauniyal, H. M.; Pandey, Anoop Kumar; Pal, Harish

    2013-02-01

    In the present work, a detailed spectroscopic analysis of 4-(benzyloxy)benzaldehyde thiosemicarbazone (3) has been carried out using 1H NMR, 13C NMR, UV-Visible and FT-IR spectroscopic techniques. The quantum chemical calculations have been carried out using DFT level of theory, B3LYP functional and 6-31G(d,p) basis set. The calculated thermodynamic parameters show that the formation of 3 is an exothermic and spontaneous reaction at 25 °C. The vibrational analysis indicates the formation of dimer in the solid state by intermolecular hydrogen bonding (Nsbnd H⋯Sdbnd C) and the binding energy of dimer is calculated to be 11.2 kcal/mol, using DFT calculation. NBO analysis is carried out to investigate the charge transfer in various intra and intermolecular interactions involved in dimer. Topological parameters at bond critical points (BCPs) are calculated to analyze the strength and nature of various intra and intermolecular interactions in dimer by Bader's 'Atoms in molecules' AIM theory in detail. The local reactivity descriptors such as Fukui functions (fk+, fk-), local softnesses (sk+, sk-) and electrophilicity indices (ωk+, ωk-) analysis are performed to determine the reactive sites within molecule. Non linear optical (NLO) behavior of title compound is investigated by the computed value of first hyperpolarizability (β0).

  2. Comparative study of Palladium (II using 4-Hydroxy 3, 5 dimethoxy benzaldehyde 4-hydroxy benzoyl hydrazone and Cinnamaldehyde 4-hydroxy benzoylhydrazone in presence of micellar medium by Spectrophotometry

    Directory of Open Access Journals (Sweden)

    D.Gopala Krishna,

    2010-09-01

    Full Text Available Two simple, sensitive, rapid and selective spectrophotometric methods have been developed for the determination of Palladium (II using newly synthesized reagents 4-Hdroxy3,5dimethoxy benzaldehyde-4-hydroxybenzoylhydrazone (HDMBHBH and Cinnamaldehyde 4-hydroxy benzoylhydrazone (CMHBH in presence of neutral surfactant TritonX-100-5% (micellar medium. Palladium (II forms a brown coluored water-soluble complex with HDMBHBH and CMHBH-in the pH range 1.0-6.0. The Pd (II-HDMBHBH complex shows maximum absorbance at max 373 nm in the pH range 3.0-4.0 and Pd (II-CMHBH shows at max 375 nm in thepH range 4.0-5.0. At these wavelengths (max, the complex shows maximum absorbance while the reagent blanks shows negligible absorbance. Hence, analytical studies were carried out at max 373 nm at pH 3.0 for HDMBHBH and 375 nm at pH 4.0 for CMHBH against reagent blanks. Beer's law is obeyed in the range 0.106-1.064 μg ml-1 and the optimum concentration range from ringbom plot is 0.212-0.957 g/ml of Palladium (II for both reagents. The molar absorptivity and Sandell's sensitivity for the coloured solution were found to be 7.5 x 104 L mol-1 cm-1 and 0.0015-μg. cm-2 for HDMBHBH, 6.0x104L mol-1 cm-1 , and 0.0017 -μg. cm-2 for CMHBH respectively. The interference effects of various diverse ions have been studied. Palladium (II forms 1:1 complex with HDMBHBH and CMHBH stoichiometry with stability constant 7.29 x 106 for HDMBHBH and 3.55 x 106 for CMHBH. The standard deviation in the determination of 0.638-μg ml-1 of Palladium (II is 0.003 for HDMBHBH and 0.008 for CMHBH. The Relative standard deviation is 0.71% for HDMBHBH and 2.5% for CMHBH. First and second order derivative spectroscopic methods were developed at max 422 nm and 444 nm for HDMBHBH and at 402 nm and438 nm for CMHBH respectively, for the determination of Palladium (II, which is more sensitive than the zero order method. The developed method has been employed for the determination of

  3. Synthesis, characterization, and thermal stability of novel poly(azomethine-urethane)s and polyphenol derivatives derived from 2,4-dihydroxy benzaldehyde and toluene-2,4-diisocyanate

    Energy Technology Data Exchange (ETDEWEB)

    Kaya, Ismet, E-mail: kayaismet@hotmail.com [Canakkale Onsekiz Mart University, Faculty of Sciences and Arts, Department of Chemistry, 17020, Canakkale (Turkey); Avc Latin-Small-Letter-Dotless-I , Ali [Celal Bayar University, Faculty of Sciences and Arts, Department of Chemistry, 45040, Manisa (Turkey)

    2012-03-15

    Graphical abstract: Black-Right-Pointing-Triangle Synthesis, characterization, and thermal stability of novel poly(azomethine-urethane)s and polyphenol derivatives derived from 2,4-dihydroxy benzaldehyde and toluene-2,4-diisocyanate. Highlights: Black-Right-Pointing-Pointer New pol(azomethine-urethane)s were synthesized. Black-Right-Pointing-Pointer PAMUs were converted to their polyphenol species by oxidative polymerization reaction with NaOCl. Black-Right-Pointing-Pointer The synthesized compounds were characterized by solubility tests, TGA and DSC. Black-Right-Pointing-Pointer T{sub g} values of PAMUs were between 137 and 178 Degree-Sign C and thermal stabilities of them were very good. Black-Right-Pointing-Pointer Obtained compounds can be promising candidates for aerospace applications. - Abstract: Up to date, only a few kinds of poly(azomethine-urethane)s (PAMUs) were synthesized and studied with thermal degradation steps. However, polyphenol based PAMUs including azomethine linkages have not been investigated yet. The polyurethanes were prepared by condensation reaction of 2,4-dihydroxybenzaldehyde (2,4-DHBA) with toluene-2,4-diisocyanate (TDI) under argon atmosphere. Synthesized polyurethane was converted to its poly(azomethine urethane) species (TP-2AP, TP-3AP, and TP-4AP) by graft copolymerization reactions with amino phenols (2-amino phenol, 3-amino phenol, and 4-amino phenol). Obtained poly(azomethine urethane)s were converted to their polyphenol species (P-TP-2AP, P-TP-3AP, and P-TP-4AP) by oxidative polymerization reaction (OP) using NaOCl as the oxidant. The structures of the obtained compounds were confirmed by FT-IR, UV-vis, {sup 1}H NMR, and {sup 13}C NMR techniques. The molecular weight distribution parameters of the synthesized compounds were determined by the size exclusion chromatography (SEC). The synthesized compounds were also characterized by solubility tests, TG-DTA, and DSC. Fluorescence measurements were carried out in various

  4. Syntheses, Crystal Structures and Properties of Two Cd(Ⅱ) Coordination Polymers with Mixed Ligands of 2,5-Di(pyridin-4-yl)benzaldehyde and Carboxylates

    Institute of Scientific and Technical Information of China (English)

    GONG Teng-Fei; ZHU Cheng-Feng; YE Cheng-Cheng; SHENG En-Hong; LIU Bai-Zhan; CUI Yong

    2013-01-01

    A new ligand 2,5-di(pyridin-4-yl)benzaldehyde (L) was synthesized by the reaction of pyridin-4-yl-boronic acid with 2,5-dibromobenzaldehyde.Two novel CdⅡ coordination polymers,[CdL(BDC)]·DMF (1) and [CdL(BPDC)]·4H2O (2) (BDC =1,4-benzenedicarboxylate,BPDC =4,4'-biphenyldicarboxylate),have been constructed based on the mixed ligands of L and dicaboxylic acid via solvothermal synthesis,and characterized by IR,microanalysis,TGA,single and power X-ray diffraction,and their fluorescence properties were also investigated.1 crystallizes in orthorhombic space group Pcca with a =15.8236(3),b =16.0038(3),c =20.2207(3) (A),V =5120.64(16) (A)3,Z =8,Mr =633.83,Dc =1.644 g/cm3,F(000) =2528,GOOF =1.130,the final R =0.0568 and wR =0.1513 for 4108 observed reflections with I > 2σ(Ⅰ).2 crystallizes in orthorhombic space group Pbcn with a =29.1148(1),b =16.0120(6),c =16.7097(7) (A),V =7789.8(5) (A)3,Z =8,Mr =675.88,Dc =1.153 g/cm3,F(000) =2712,GOOF =1.088,the final R =0.0670 and wR =0.1805 for 6047 observed reflections with I > 2σ(Ⅰ).The dinuclear Cd2(CO2)4 unit is linked by BDC in 1 to form a 2D sheet that is further pillared by L to create a 3D metal-organic framework,which possesses a parallelogram channel with diagonal distances of~13.3 × 17.6 (A)along the b direction.2 is structurally similar to 1,but has larger diagonal distances of~14.0 × 26.7 (A) due to the elongated auxiliary ligand BPDC compared with the BDC ligand in 1.They are both thermally stable and exhibit strong photoluminescence in the visible region.

  5. Benzaldehyde thio­semicarbazone

    OpenAIRE

    Xiu-Ping Ju; Ji-Dong Zhang; Yan Qiao; Lingqian Kong

    2008-01-01

    The title compound, C8H9N3S, contains two molecules in the asymmetric unit. One molecule is close to being planar (r.m.s. deviation from the mean plane = 0.06 Å for the non-H atoms), while the other exhibits a dihedral angle of 21.7 (1)° between the benzene ring and the mean plane of the thiosemicarbazone unit. Intermolecular N—H...S hydrogen bonds link the molecules into layers parallel to the (010) plane.

  6. Corrosion inhibition of 6061 Al-15 vol. pct. SiC(p) composite and its base alloy in a mixture of sulphuric acid and hydrochloric acid by 4-(N,N-dimethyl amino) benzaldehyde thiosemicarbazone

    Energy Technology Data Exchange (ETDEWEB)

    Pinto, Geetha Mable [Department of Chemistry, National Institute of Technology Karnataka, Surathkal, Srinivasnagar 575 025, Mangalore, Karnataka (India); Nayak, Jagannath [Department of Metallurgical and Materials Engineering, National Institute of Technology Karnataka, Surathkal, Srinivasnagar 575 025, Karnataka (India); Shetty, A. Nityananda, E-mail: nityashreya@gmail.com [Department of Chemistry, National Institute of Technology Karnataka, Surathkal, Srinivasnagar 575 025, Mangalore, Karnataka (India)

    2011-02-15

    Research highlights: {yields} Corrosion inhibition of Al-SiC composite. {yields} DMABT as corrosion inhibitor. {yields} Inhibition through physisorption of DMABT. - Abstract: The corrosion inhibition characteristics of 4-(N,N-dimethylamino) benzaldehyde thiosemicarbazone (DMABT) on the corrosion behavior of 6061 Al-15 vol. pct. SiC(p) composite and its base alloy were studied at different temperatures in acid mixture medium containing varying concentrations of hydrochloric acid and sulphuric acid using Tafel extrapolation technique and ac impedance spectroscopy (EIS). The effect of inhibitor concentration, temperature and concentration of the acid mixture media on the inhibitor action was investigated. It was found that inhibition efficiencies increase with the increase in inhibitor concentration, but decrease with the increase in temperature and with the increase in concentration of the acid media. Thermodynamic parameters for dissolution process were determined. The adsorption of DMABT on both the composite and base alloy was found to be through physisorption obeying Freundlich adsorption isotherm.

  7. Inhibitory Effects of Benzaldehyde Derivatives from the Marine Fungus Eurotium sp. SF-5989 on Inflammatory Mediators via the Induction of Heme Oxygenase-1 in Lipopolysaccharide-Stimulated RAW264.7 Macrophages

    Directory of Open Access Journals (Sweden)

    Kyoung-Su Kim

    2014-12-01

    Full Text Available Two benzaldehyde derivatives, flavoglaucin (1 and isotetrahydro-auroglaucin (2, were isolated from the marine fungus Eurotium sp. SF-5989 through bioassay- and 1H NMR-guided investigation. In this study, we evaluated the anti-inflammatory effects of these compounds in lipopolysaccharide (LPS-stimulated RAW264.7 macrophages. We demonstrated that compounds 1 and 2 markedly inhibited LPS-induced nitric oxide (NO and prostaglandin E2 (PGE2 production by suppressing inducible nitric oxide synthase (iNOS and cyclooxygenase-2 (COX-2 protein expression without affecting cell viability. We also demonstrated that the compounds reduced the secretion of pro-inflammatory cytokines such as tumor necrosis factor-α (TNF-α, interleukin-1β (IL-1β and interleukin-6 (IL-6. Furthermore, compounds 1 and 2 inhibited LPS-induced nuclear factor-κB (NF-κB activation by suppressing phosphorylation of IkappaB (IκB. These results indicated that the anti-inflammatory effects of these benzaldehyde derivatives in LPS-stimulated RAW264.7 macrophages were due to the inactivation of the NF-κB pathway. In addition, compounds 1 and 2 induced heme oxygenase-1 (HO-1 expression through the nuclear transcription factor-E2–related factor 2 (Nrf2 translocation. The inhibitory effects of compounds 1 and 2 on the production of pro-inflammatory mediators and on NF-κB binding activity were reversed by HO-1 inhibitor tin protoporphyrin (SnPP. Thus, the anti-inflammatory effects of compounds 1 and 2 also correlated with their ability of inducing HO-1 expression.

  8. Preparation, characterization and catalytic activity of CoFe2O4 nanoparticles as a magnetically recoverable catalyst for selective oxidation of benzyl alcohol to benzaldehyde and reduction of organic dyes.

    Science.gov (United States)

    Nasrollahzadeh, Mahmoud; Bagherzadeh, Mojtaba; Karimi, Hirbod

    2016-03-01

    The CoFe2O4 nanoparticles (NPs) performance was studied in the oxidation of benzyl alcohol (BzOH) to benzaldehyde (BzH) with hydrogen peroxide as an oxidant under solvent-free conditions. The influences of reaction conditions like the amount of catalyst, the molar ratio of H2O2:BzOH, reaction temperature and times on the oxidation of BzOH by using CoFe2O4 NPs were investigated in details. Under optimum conditions, excellent result, >99% conversation of BzOH to BzH as the only product, was obtained. The nanocatalyst was also used for the reduction of 4-nitrophenol (4-NP), Congo red (CR), Methylene blue (MB) in water at room temperature. The magnetic properties of the catalyst provided a convenient and easy route for the separation of the catalyst from the reaction mixture by an external bar magnet. No obvious loss of activity was observed when the spent catalyst reused in three consecutive runs. PMID:26674244

  9. In situ inhibitor synthesis from admixture of benzaldehyde and benzene-1,2-diamine along with FeCl3 catalyst as a new corrosion inhibitor for mild steel in 0.5 M sulphuric acid

    International Nuclear Information System (INIS)

    Highlights: ► Excellent inhibitive efficiency (97%) was obtained by in situ synthesis. ► Results from electrochemical and weight loss measurements are quite comparable. ► By increasing temperature the inhibition efficiency has not changed noticeably. ► FTIR results proved that 2-phenyl-1H-benzo[d]imidazole synthesized on the surface. ► Quantum chemical reveals benzene ring and N atoms are proper adsorption sites. -- Abstract: Corrosion protection of mild steel in 0.5 M H2SO4 solution was studied using combination of benzene-1,2-diamine and benzaldehyde with FeCl3 to in situ synthesis of new inhibitor at different temperatures employing electrochemical, weight loss, quantum chemical studies and optical microscopy. The electrochemical results represent the combination of these components in the solution shows equal efficiency to the compound which was synthesized in the laboratory which is 2-phenyl-1H-benzo[d]imidazole. To indicate this compound was created on the metal surface, deposited layer was investigated by Fourier transform infrared spectroscopy (FTIR). Optical microscopy examinations demonstrate a decrease in corrosion attacks in presence of inhibitors

  10. The mechanism of the formation of the hemiaminal and Schiff base from the benzaldehyde and triazole studied by means of the topological analysis of electron localisation function and catastrophe theory

    Science.gov (United States)

    Berski, Slawomir; Zbigniew Ciunik, Leszek

    2015-04-01

    The mechanisms of reaction of benzaldehyde (ald) with 4-amine-4H-1,2,4-triazole (4at), leading to Schiff base (Sch) and water, were investigated using topological analysis of the electron localisation function and catastrophe theory. Two reactions (synthesis of hemiaminal and synthesis of Schiff base) are represented by one catastrophe sequence: ald+4at: 1-14-[FF†F†FFTS1FF†F†FF†F†CF†]-2-9-[C†FFTS3F†F†FFF]-0:Sch+H2O with only fold (F) and cusp (C) catastrophes. The first reaction, in which a molecule of the hemiaminal is formed, consists of 14 steps separated by 13 catastrophes. The mechanism is non-concerted. The covalent bond C-N is formed after the formation of the O-H bond is terminated. The Schiff base formation through the water molecule elimination in the second reaction requires nine steps with eight catastrophes. The mechanism is non-concerted because first the C-O bond is broken and then the proton transfer occurs that results in the O-H bond creation.

  11. Electronic and vibrational spectra of protonated benzaldehyde-water clusters, [BZ-(H{sub 2}O){sub n≤5}]H{sup +}: Evidence for ground-state proton transfer to solvent for n ≥ 3

    Energy Technology Data Exchange (ETDEWEB)

    Dopfer, Otto, E-mail: dopfer@physik.tu-berlin.de; Patzer, Alexander; Chakraborty, Shamik [Institut für Optik und Atomare Physik, Technische Universität Berlin, Hardenbergstrasse 36, 10623 Berlin (Germany); Alata, Ivan; Omidyan, Reza; Broquier, Michel [Institut des Sciences Moleculaires d’Orsay, UMR-CNRS 8214, and Centre Laser de l’Université Paris Sud/LUMAT FR 2764, Batiment 106, l’Université Paris Sud 11, 91405 Orsay Cedex (France); Dedonder, Claude; Jouvet, Christophe [Physique des Interactions Ioniques et Moléculaires, UMR-CNRS 7345 Aix Marseille Université, Avenue Escadrille Normandie-Niémen, 13397 Marseille Cedex 20 (France)

    2014-03-28

    Vibrational and electronic photodissociation spectra of mass-selected protonated benzaldehyde-(water){sub n} clusters, [BZ-(H{sub 2}O){sub n}]H{sup +} with n ≤ 5, are analyzed by quantum chemical calculations to determine the protonation site in the ground electronic state (S{sub 0}) and ππ{sup *} excited state (S{sub 1}) as a function of microhydration. IR spectra of [BZ-(H{sub 2}O){sub n}]H{sup +} with n ≤ 2 are consistent with BZH{sup +}-(H{sub 2}O){sub n} type structures, in which the excess proton is localized on benzaldehyde. IR spectra of clusters with n ≥ 3 are assigned to structures, in which the excess proton is located on the (H{sub 2}O){sub n} solvent moiety, BZ-(H{sub 2}O){sub n}H{sup +}. Quantum chemical calculations at the B3LYP, MP2, and ri-CC2 levels support the conclusion of proton transfer from BZH{sup +} to the solvent moiety in the S{sub 0} state for hydration sizes larger than the critical value n{sub c} = 3. The vibronic spectrum of the S{sub 1} ← S{sub 0} transition (ππ{sup *}) of the n = 1 cluster is consistent with a cis-BZH{sup +}-H{sub 2}O structure in both electronic states. The large blueshift of the S{sub 1} origin by 2106 cm{sup −1} upon hydration with a single H{sub 2}O ligand indicates that the proton affinity of BZ is substantially increased upon S{sub 1} excitation, thus strongly destabilizing the hydrogen bond to the solvent. The adiabatic S{sub 1} excitation energy and vibronic structure calculated at the ri-CC2/aug-cc-pVDZ level agrees well with the measured spectrum, supporting the notion of a cis-BZH{sup +}-H{sub 2}O geometry. The doubly hydrated species, cis-BZH{sup +}-(H{sub 2}O){sub 2}, does not absorb in the spectral range of 23 000–27 400 cm{sup −1}, because of the additional large blueshift of the ππ{sup *} transition upon attachment of the second H{sub 2}O molecule. Calculations predict roughly linear and large incremental blueshifts for the ππ{sup *} transition in [BZ-(H{sub 2}O){sub n

  12. STUDY ON THE PERFORMANCE OF Co-SBA-15 CATALYST FOR CATALYTIC OXIDATION OF STYRENE TO BENZALDEHYDE%Co-SBA-15催化苯乙烯氧化制苯甲醛反应性能的研究

    Institute of Scientific and Technical Information of China (English)

    白向向; 沈健

    2011-01-01

    以Co(NO3)2·6H2O为钴源制备Co-SBA-15介孔分子筛,并用XRD、BET方法对Co-SBA-15结构进行表征.结果表明,负载钴的SBA-15具有介孔分子筛的结构特征.以质量分数为30%的H2O2为氧化剂,丙酮为溶剂,对Co-SBA-15催化氧化苯乙烯反应进行研究.在苯乙烯用量5 mL、n(H2O2)∶n(苯乙烯)=2、催化剂焙烧温度500℃、Co(15 %)-SBA-15用量100mg、丙酮用量10mL、反应温度100℃、反应时间4h的条件下,苯乙烯转化率为99.12%,苯甲醛选择性为77.62%,苯甲醛收率为76.94%.%Cobalt-containing mesoporous molecular sieves Co-SBA-15 were prepared using Co(NO3) · 6H2O as cobalt source and the obtained molecular sieves were characterized by XRD and BET. Test results showed that Co-SBA-15 possessed the characteristic structural features of mesoporous molecular sieve. The performance of Co-SBA-15 for catalytic oxidation of styrene was investigated using 30% H2O2 as oxidant and acetone as solvent. Under the conditions of using 5 mL of styrene, 10 mL of acetone, 100 mg Co(15%)-SBA-15 catalyst calcined at 500 ℃ ,H2O2/styrene molar ratio of 2,a reaction temperature of 100 ℃ and a reaction time of 4 h,the conversion of styrene reached 99. 12% ,the selectivity and yield of benzaldehyde was 77. 62% and 76. 94% ,respectively.

  13. Overtone spectroscopy of some benzaldehyde derivatives

    Indian Academy of Sciences (India)

    P K Srivastava; D K Rai; S B Rai

    2001-06-01

    Overtone spectrum of , and -nitrobenzaldehydes and -chlorobenzaldehyde has been studied in 2000–12000 cm-1 region. Vibrational frequencies and anharmonicity constants for aryl as well as alkyl CH stretch vibrations have been determined. We have also determined the internuclear distances for the aryl CH bond in the different molecules. The small variation observed in these distances is an indication of the substitution effect. It is observed that in the case of -disubstituted benzenes, the shift in aryl CH bond is proportional to sum of the Hammet of the substituents. However in the case of -disubstituted benzenes it is only 80% of the para-substituted shift.

  14. Benzaldehyde thio­semicarbazone monohydrate

    OpenAIRE

    Sheng-Jiu Gu; Kai-Mei Zhu

    2008-01-01

    In the title compound, C8H9N3S·H2O, intramolecular N—H...N hydrogen bonding contributes to the molecular conformation. Water molecules are involved in intermolecular N—H...O and O—H...S hydrogen bonds, which link the molecules into ribbons extended along the a axis. Weak intermolecular N—H...S hydrogen bonds link these ribbons into layers parallel to the ab plane with the phenyl rings pointing up and down.

  15. 3-Nitro­benzaldehyde thio­semicarbazone

    OpenAIRE

    Wu, De-Hong; Li, Zhu-Feng; Zhang, You-Hong

    2008-01-01

    The mol­ecule of the title compound, C8H8N4O2S, adopts an E configuration about both the C—N bonds. In the crystal structure, adjacent mol­ecules are linked by inter­molecular N—H⋯S hydrogen-bonding inter­actions, forming chains running parallel to the b axis.

  16. 新型功能化Brφsted酸性离子液体1,4-二(4-磺酸基丁基)哌嗪硫酸氢盐磺酸的合成及其对酮醛交叉Aldol缩合反应的催化作用%Synthesis of a Novel Functionalized Brφsted Acidic Ionic Liquid 1,4-Bis (4-sulfobutyl) piperazinum-bis ( hydrogen sulfte)and Its Catalytic Activity in Cross-Aldol Condensation Reaction of Cyclohexanone with Substituted-benzaldehyde

    Institute of Scientific and Technical Information of China (English)

    崔文辉; 吴磊; 贾如琰; 王都留; 王昱

    2013-01-01

    以哌嗪和1,4-丁基磺酸内酯为原料合成了新型功能化Brφsted酸性离子液体——1,4-二(4-磺酸基丁基)哌嗪硫酸氢盐磺酸{[( HSO3-b)2pi]2+·2[HSO4]-)SO3H(Ⅱ)},其结构经1H NMR和IR表征.在无溶剂(或无水乙醇)条件下,以Ⅱ催化环己酮与取代苯甲醛的交叉Aldol缩合反应,成功地合成了十个α,α’-二(苯基亚甲基)环己酮类化合物(3a ~3j),收率77.5%~85.7%,其结构经1H NMR,13C NMR和IR表征,其中3e ~ 3i为新化合物.%A novel functionalized Brested acidic ionic liquid, l,4-bis(4-sulfobutyl)piperazinum-bis (hydrogen sulfte) { [ (HSO3-b)2pi]2+· 2[HSO4] -}SO3H( Ⅱ ) } , was prepared from piperazine and 1,4-butane sultone. The structure was characterized by 1H NMR and IR. Using Ⅱ as the catalyst, ten α,α'-bis(substituted benzylidene)cyclohexanones(3a ~3j) were synthesized by cross-Aldol condensation reaction of cyclohexanone with substituted-benzaldehyde in solvent-free or anhydrous etha-nol. The structures were characterized by 1H NMR, 13C NMR and IR. 3e ~3i were new compounds.

  17. 4-[4-(1H-Tetrazol-5-ylphenoxy]benzaldehyde

    Directory of Open Access Journals (Sweden)

    Jing Lu

    2011-11-01

    Full Text Available The asymmetric unit of the title compound, C14H10N4O2, contains two independent molecules with similar structures. In one molecule, the tetrazole ring is oriented at dihedral angles of 17.71 (16 and 57.13 (17°, respectively, to the central benzene ring and the terminal benzene ring; in the other molecule, the corresponding dihedral angles are 16.46 (18 and 75.87 (18°. Intermolecular N—H...N hydrogen bonds and weak C—H...O and C—H...N hydrogen bonds occur in the crystal structure.

  18. 2-Hy­droxy-3-meth­oxy­benzaldehyde (o-vanillin) revisited

    OpenAIRE

    David Shin; Peter Müller

    2012-01-01

    The structure of ortho-vanillin, C8H8O3, has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976). Acta Cryst. B32, 1264–1266] is confirmed, but geometric precision is improved by an order of magnitude. The C atom of the methoxy group lies close to the benzene ring plane, which is the most common geometry for –OMe groups lying ortho to –OH groups on an aromatic ring. The crystal structure displ...

  19. Amino acid-catalysed retroaldol condensation: the production of natural benzaldehyde and other flavour compounds

    NARCIS (Netherlands)

    Wolken, W.A.M.; Tramper, J.; Werf, van der M.J.

    2004-01-01

    The amino acid-catalysed retroaldol condensation previously described for citral has been extended to other alpha,beta-unsaturated aldehydes. In the presence of glycine and an elevated pH, six other alpha,beta-unsaturated aldehydes also underwent retroaldol condensation. Crotonaldehyde, as well as i

  20. Amino acid-catalysed retroaldol condensation: The production of natural benzaldehyde and other flavour compounds

    NARCIS (Netherlands)

    Wolken, W.A.M.; Tramper, J.; Werf, M.J. van der

    2004-01-01

    The amino acid-catalysed retroaldol condensation previously described for citral has been extended to other α,β -unsaturated aldehydes. In the presence of glycine and an elevated pH, six other α,β-unsaturated aldehydes also underwent retroaldol condensation. Crotonaldehyde, as well as its proposed i

  1. Amino acid-catalysed retroaldol condensation : the production of natural benzaldehyde and other flavour compounds

    NARCIS (Netherlands)

    Wolken, WAM; Tramper, J; van der Werf, MJ

    2004-01-01

    The amino acid-catalysed retroaldol condensation previously described for citral has been extended to other alpha,beta-unsaturated aldehydes. In the presence of glycine and an elevated pH, six other alpha,beta-unsaturated aldehydes also underwent retroaldol condensation. Crotonaldehyde, as well as i

  2. 2,5-Dimethoxy­benzaldehyde thio­semicarbazone

    OpenAIRE

    Fun, Hoong-Kun; Jebas, Samuel Robinson; D’Silva, E. Deepak; Patil, P. S.; S. M. Dharmaprakash

    2008-01-01

    In the title mol­ecule, C10H13N3O2S, the dihedral angle between benzene and –N—C(=S)—N—N=C– planes is 9.20 (6)°. The two meth­oxy groups are coplanar with the benzene ring [C—O—C—C torsion angles of −2.31 (18) and −6.45 (17)°]. In the crystal structure, mol­ecules are linked by inter­molecular N—H⋯S, N—H⋯O and C—H⋯O hydrogen bonds, forming a three-dimensional network.

  3. 5-Hy­droxy-2-nitro­benzaldehyde thio­semicarbazone (HNBATSC)

    OpenAIRE

    M. Sivasankar Reddy; Sarala, Y.; Jagadeesh, M.; Das, Samar K.; Varada Reddy Ammireddy

    2014-01-01

    The asymmetric unit of the title compound, C8H8N4O3S, consists of two independent molecules. Each molecule is approximately planar with dihedral angles of 8.71 (3) and 1.50 (2)° between the aromatic ring and the thiosemicarbazide moiety while the NO2 group makes dihedral angles of 29.27 (3) and 17.78 (3)° with the benzene ring. In the crystal, the molecules are linked by N—H...S, O—H...O and N—H...O hydrogen bonds, forming two-dimensional networks parallel to (100).

  4. 5-Chloro-2-hy­droxy­benzaldehyde thio­semicarbazone

    OpenAIRE

    Kargar, Hadi; Kia, Reza; Akkurt, Mehmet; Büyükgüngör, Orhan

    2010-01-01

    In the title compound, C8H8ClN3OS, the whole mol­ecule assumes a planar structure, with an r.m.s. deviation of 0.108 (2) Å, and an intra­molecular O—H⋯N hydrogen bond generates and S(6) and ring motif. In the crystal structure, each of two pairs of inter­molecular N—H⋯S hydrogen bonds connects two mol­ecules, forming inversion dimers with R 2 2(8) motifs.

  5. 4-Hy­droxy-3-meth­oxy­benzaldehyde thio­semicarbazone

    OpenAIRE

    Inke Jess; Christian Näther; Bárbara Regina Santos Feitosa; Adriano Bof de Oliveira

    2013-01-01

    In the title compound, C9H11N3S, there is an intramolecular O—H...O hydrogen bond involving the OH group and the adjacent methoxy O atom. The molecule is essentially planar, with the maximum deviation from the mean plane of the non-H atoms being 0.1127 (14) Å for the methyl C atom. In the crystal, molecules are connected via centrosymmetric pairs of N—H...S and O—H...O hydrogen bonds into a two-dimensional network parallel to (10-3).

  6. 2-Hy­droxy-4-meth­oxy­benzaldehyde thio­semicarbazone

    OpenAIRE

    Yu-Mei Hao

    2010-01-01

    The title Schiff base compound, C9H11N3O2S, was prepared by the reaction of equimolar quantities of 2-hydroxy-4-methoxybenzaldehyde with thiosemicarbazide in methanol. The molecule adopts a trans configuration with respect to the azomethine group and an intramolecular O—H...N hydrogen bond generates an S(6) ring. In the crystal structure, molecules are linked through intermolecular N—H...O and N—H...S hydrogen bonds, forming a three-dimensional network.

  7. 5-Bromo-2-hy­droxy­benzaldehyde thio­semicarbazone

    OpenAIRE

    Kargar, Hadi; Kia, Reza; Akkurt, Mehmet; Büyükgüngör, Orhan

    2010-01-01

    The mol­ecule of the title compound, C8H8BrN3OS, is close to being planar, with maximum deviations of −0.127 (3) and 0.135 (5) Å for the N atoms of the –NH– and NH2– groups, respectively. Intra­molecular N—H⋯N and O—H⋯N hydrogen bonds to the same acceptor N atom generate S(5) and S(6) ring motifs. In the crystal structure, mol­ecules are connected into [010] chains by pairs of N—H⋯S hydrogen bonds with R 2 2(8) graph-set motifs. The crystal used for data collection was found to be an inversio...

  8. 3-Hydr­oxy-4-methoxy­benzaldehyde thio­semicarbazone hemihydrate

    OpenAIRE

    Fun, Hoong-Kun; Kia, Reza; D’Silva, E. Deepak; Patil, P. S.; S. M. Dharmaprakash

    2008-01-01

    The asymmetric unit of the title compound, C9H11N3O2S·0.5H2O, comprises two crystallograpically independent thio­semicarbazone mol­ecules (A and B) and a water mol­ecule of crystallization. In each of the thio­semicarbazone mol­ecules, intra­molecular O—H⋯O and N—H⋯N hydrogen bonds form five-membered rings, producing S(5) ring motifs. Inter­molecular O—H⋯S and N—H⋯O inter­actions between mol­ecule B and the water mol­ecule form a six-membered ring, producing an R 2 2(6) ring motif. Inter­mole...

  9. 2-Chloro-5-nitro­benzaldehyde thio­semicarbazone

    OpenAIRE

    Yu-Mei Hao

    2010-01-01

    The title Schiff base compound, C8H7ClN4O2S, was prepared by the reaction of equimolar quantities of 2-chloro-5-nitrobenzaldehyde with thiosemicarbazide in methanol. The molecule adopts a trans configuration with respect to the azomethine group and the dihedral angle between the benzene ring and the thiosemicarbazide group is 6.8 (3)°. In the crystal, molecules are linked through intermolecular N—H...S hydrogen bonds, forming chains propagating in [010].

  10. 4-Cyano­benzaldehyde thio­semi­carbazone

    OpenAIRE

    Wu, De-Hong; Zhang, You-Hong; Li, Zhu-Feng; Li, Yong-Hua

    2008-01-01

    The mol­ecule of the title compound, C9H8N4S, adopts an E configuration about both the C=N and C—NH bonds. In the crystal structure, adjacent mol­ecules are linked by inter­molecular N—H⋯S hydrogen-bonding inter­actions, forming chains running parallel to the b axis.

  11. 3,4-Dihydroxy­benzaldehyde thio­semi­carbazone

    OpenAIRE

    Tan, Kong Wai; Farina, Yang; Ng, Chew Hee; Maah, Mohd Jamil; Ng, Seik Weng

    2008-01-01

    The asymmetric unit of the title compound, C8H9N3O2S, contains three independent mol­ecules which are stacked approximately over each other. In the crystal structure, centrosymmetric pairs of mol­ecules are formed through inter­molecular hydr­oxy–hydr­oxy O—H⋯O and hydr­oxy–sulfur O—H⋯S hydrogen bonds which are, in turn, linked into a two-dimensional network by N—H⋯O(hydr­oxy) hydrogen bonds.

  12. (E)-2-Hydr­oxy-3-methoxy­benzaldehyde thio­semicarbazone

    OpenAIRE

    Zhao, Ren-Gao; Zhang, Wei; Li, Ji-Kun; Zhang, Li-ya

    2008-01-01

    In the title compound, C9H11N3O2S, intra­molecular O—H⋯O and N—H⋯N hydrogen bonds contribute to the planarity of the mol­ecular skeleton. Inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into zigzag chains along the b axis; these mol­ecules are futher paired by π–π inter­actions [centroid–centroid distance 4.495 (5) Å]. The crystal structure also exhibits weak inter­molecular N—H⋯S and O—H⋯S hydrogen bonds.

  13. Flow Injection Analysis of Mercury Using 4-(Dimethylamino Benzaldehyde-4-Ethylthiosemicarbazone as the Ionophore of a Coated Wire Electrode

    Directory of Open Access Journals (Sweden)

    Sulaiman Ab Ghani

    2012-11-01

    Full Text Available A flow injection analysis (FIA incorporating a thiosemicarbazone-based coated wire electrode (CWE was developed method for the determination of mercury(II. A 0.1 M KNO3 carrier stream with pH between 1 and 5 and flow rate of 1 mL·min−1 were used as optimum parameters. A linear plot within the concentration range of 5 × 10−6–0.1 M Hg(II, slope of 27.8 ± 1 mV per decade and correlation coefficient (R2 of 0.984 were obtained. The system was successfully applied for the determination of mercury(II in dental amalgam solutions and spiked environmental water samples. Highly reproducible measurements with relative standard deviation (RSD < 1% (n = 3 were obtained, giving a typical throughput of 30 samples·h−1.

  14. Preparation of 6,6′—Bisperfluoroalkylated BINOLs and Their Application in Asymmetric Alkylation of Benzaldehyde

    Institute of Scientific and Technical Information of China (English)

    尹月燕; 赵刚; 等

    2002-01-01

    6,6′-Bis(1H,1H,2H,2H-perfluorooctyl)-BINOL and 6,6′-bis(1H,1H,2H,2H-perfluorodecyl)-BINOL were synthesized through Suzuki coupling reaction and used in fluorous biphase asymmetric alkylation of benzldehyde,Good enantioselectivity was obtained and the catalysts could be recovered by liquid-liq-uid extraction.

  15. Synthesis, structural, antibacterial and spectral studies of Co (II) complexes with salicylaldehyde and p-chloro-benzaldehyde 4-phenyl thiosemicarbazone

    International Nuclear Information System (INIS)

    The Co(II) complexes derived from salicylaldehyde 4-phenyl thiosemicarbazone; SaOHtsc, p-chlorobenzaldehyde 4-phenyl thiosemicarbazone; ph-HClbtsc is reported and characterized based on elemental analysis, IR, magnetic susceptibility measurement, 1H and 13C NMR spectra. The Co(II) complexes have the molecular formula CoL2 where the ligand corresponding to SaOHtsc and ph-HClbtsc. The elemental analysis for the ligands and complexes were in a good agreement with the theoretical values. The ligands coordinate to metal ions in different ways which is through mono negative bidentate or di negative tridentate. The magnetic susceptibility measurements showed that the CoL2 complexes with ligand SaOHtsc are diamagnetic thus making this complexes suitable for NMR studies. The signals at the 10.04 ppm were assigned to N2H in the 1H-NMR spectra of the free ligands was absent in the spectra of the complexes due to the deprotonation of the N2H and coordination to the metal centres. The absence of the band in IR spectrum which is assigned to v(N2-H) in the spectra of CoL2 complexes is due to the deprotonation of the ligands upon complexation through azomethine nitrogen and thionic sulphur atom to metal ion. The thiosemicarbazones and its Co(II) complexes showed moderate inhibitory against bacteria Bacillus Subtilis, Staphylococcus Epidermis, Escherichia Coli and Proteus Mirabilis in 10 μg/ disc. (author)

  16. Evaluation of benzaldehyde derivatives from Morinda officinalis as anti-mite agents with dual function as acaricide and mite indicator

    OpenAIRE

    Ji-Yeon Yang; Min-Gi Kim; Jun-Hwan Park; Seong-Tshool Hong; Hoi-Seon Lee

    2014-01-01

    Severe fever with thrombocytopenia syndrome (SFTS) is an emerging infectious disease caused by SFTS virus with 12–30% fatality rate. Despite severity of the disease, any medication or treatment for SFTS has not developed yet. One approach to prevent SFTS spreading is to control the arthropod vector carrying SFTS virus. We report that 2–methylbenzaldehyde analogues from M. officinalis have a dual function as acaricide against Dermatophagoides spp. and Haemaphysalis longicornis and indicator (c...

  17. Evaluation of benzaldehyde derivatives from Morinda officinalis as anti-mite agents with dual function as acaricide and mite indicator.

    Science.gov (United States)

    Yang, Ji-Yeon; Kim, Min-Gi; Park, Jun-Hwan; Hong, Seong-Tshool; Lee, Hoi-Seon

    2014-01-01

    Severe fever with thrombocytopenia syndrome (SFTS) is an emerging infectious disease caused by SFTS virus with 12-30% fatality rate. Despite severity of the disease, any medication or treatment for SFTS has not developed yet. One approach to prevent SFTS spreading is to control the arthropod vector carrying SFTS virus. We report that 2-methylbenzaldehyde analogues from M. officinalis have a dual function as acaricide against Dermatophagoides spp. and Haemaphysalis longicornis and indicator (color change) against Dermatophagoides spp. Based on the LD50 values, 2,4,5-trimethylbenzaldehyde (0.21, 0.19, and 0.68 μg/cm(3)) had the highest fumigant activity against D. farinae, D. pteronyssinus, and H. longicornis, followed by 2,3-dimethylbenzaldehyde (0.46, 0.44, and 0.79 μg/cm(3)), 2,4-dimethylbenzaldehyde (0.66, 0.59, and 0.95 μg/cm(3)), 2,5-dimethylbenzaldehyde (0.65, 0.68, and 0.88 μg/cm(3)), 2-methylbenzaldehyde (0.95, 0.87, and 1.28 μg/cm(3)), 3-methylbenzaldehyde (0.99, 0.93, and 1.38 μg/cm(3)), 4-methylbenzaldehyde (1.17, 1.15, and 3.67 μg/cm(3)), and M. officinalis oil (7.05, 7.00, and 19.70 μg/cm(3)). Furthermore, color alteration of Dermatophagoides spp. was shown to be induced, from colorless to dark brown, by the treatment of 2,3-dihydroxybenzaldehyde. These finding indicated that 2-methylbenzaldehyde analogues could be developed as functional agent associated with the arthropod vector of SFTS virus and allergen. PMID:25434408

  18. DNA binding, DNA cleavage, antioxidant and cytotoxicity studies on ruthenium(II) complexes of benzaldehyde 4-methyl-3-thiosemicarbazones

    Science.gov (United States)

    Sampath, Krishnan; Sathiyaraj, Subbaiyan; Jayabalakrishnan, Chinnasamy

    2013-03-01

    Four new ruthenium(II) complexes with N(4)-methyl thiosemicarbazone ligands, (E)-2-(2-chlorobenzylidene)-N-methylhydrazinecarbothioamide (HL1) and (E)-N-methyl-2-(2-nitrobenzylidene)hydrazinecarbothioamide (HL2), were prepared and fully characterized by various spectro-analytical techniques. The Schiff bases act as bidentate, monobasic chelating ligands with S and N as the donor sites and are preferably found in the thiol form in all the complexes studied. The molecular structure of HL1 and HL2 were determined by single crystal X-ray diffraction method. DNA binding of the compounds was investigated by absorption spectroscopy which indicated that the complexes bind to DNA via intercalation. The oxidative cleavage of the complexes with CT-DNA inferred that the effects of cleavage are dose dependent. Antioxidant studies of the ligands and complexes showed the significant antioxidant activity against DPPH radical. In addition, the in vitro cytotoxicity of the ligands and complexes against MCF-7 cell line was assayed which showed higher cytotoxic activity with the lower IC50 values indicating their efficiency in killing the cancer cells even at low concentrations.

  19. A study on the condensation reaction of aryl substituted 4-amine-1,2,4-triazole with benzaldehydes: Structures and spectroscopic properties of schiff bases and stable hemiaminals

    Science.gov (United States)

    Wajda-Hermanowicz, Katarzyna; Pieniążczak, Damian; Wróbel, Robert; Zatajska, Aleksandra; Ciunik, Zbigniew; Berski, Sławomir

    2016-06-01

    A series of stable hemiaminals and Schiff bases containing 3,5-disubstituted 1,2,4-triazole derivatives were synthesized. The structure of the prepared compounds was confirmed by means of 1H NMR, 13C NMR, IR, MS and elemental analysis. The steric and electronic effects of the triazole ring substituents on the hemiaminal formation was also discussed. Single crystal X-ray diffraction studies of hemiaminals obtained from 4-amino-3,5-dipyridyn-2-yl-1,2,4- triazole (4, 5) revealed the formation of centrosymmetric dimers linked by strong O-H … .N1Tr hydrogen bonds. The Schiff bases obtained from the unsymmetrical 3-methyl,5-phenyl-1,2,4-triazole was found to be a different E-conformer which was determined through solution NMR and crystallographic diffraction analysis (13). The molecular geometry of the unsymmetrical triazole derivatives: hemiaminal (12) and Schiff base (13) were also optimized using density functional theory (DFT/M062x) method with the 6-311++G (d,p) basis set in ground state and compared with the experimental data.

  20. Mixed ligand ruthenium(III) complexes of benzaldehyde 4-methyl-3-thiosemicarbazones with triphenylphosphine/triphenylarsine co-ligands: Synthesis, DNA binding, DNA cleavage, antioxidative and cytotoxic activity

    Science.gov (United States)

    Sampath, K.; Sathiyaraj, S.; Raja, G.; Jayabalakrishnan, C.

    2013-08-01

    The new ruthenium(III) complexes with 4-methyl-3-thiosemicarbazone ligands, (E)-2-(2-chlorobenzylidene)-N-methylhydrazinecarbothioamide (HL1) and (E)-2-(2-nitrobenzylidene)-N-methylhydrazinecarbothioamide (HL2), were prepared and characterized by various physico-chemical and spectroscopic methods. The title compounds act as bidentate, monobasic chelating ligands with S and N as the donor sites and are preferably found in the thiol form in all the complexes studied. The molecular structure of HL1 and HL2 were determined by single crystal X-ray diffraction method. DNA binding of the ligands and complexes were investigated by absorption spectroscopy and IR spectroscopy. It reveals that the compounds bind to nitrogenous bases of DNA via intercalation. The oxidative cleavage of the complexes with CT-DNA inferred that the effects of cleavage are dose dependent. Antioxidant study of the ligands and complexes showed the significant antioxidant activity against DPPH radical. In addition, the in vitro cytotoxicity of the ligands and complexes against MCF-7 cell line was assayed which showed higher cytotoxic activity with the lower IC50 values indicating their efficiency in killing the cancer cells even at low concentrations.

  1. Synthesis of Some New Anils: Part 1. Reaction of 2-Hydroxy-benzaldehyde and 2-Hydroxynaphthaldehyde with 2-Aminopyridene and 2-Aminopyrazine

    Directory of Open Access Journals (Sweden)

    Khadija O. Badahdah

    2007-08-01

    Full Text Available New Schiff bases derived from 2-aminopyridene and 2-aminopyrazine have been synthesized. The UV-Visible spectra of the compounds have been investigated in acetonitrile and toluene. The compounds were in tautomeric equilibrium (enol-imine O– H···N, keto-amine O···H–N forms in polar and nonpolar solvents. For some derivatives the keto-amine form was observed in both toluene and acetonitrile. 1H-NMR and IR results showed that all Schiff bases studied favor the enol-imine form over the keto form in a weakly polar solvent such as deuterochloroform.

  2. Synthesis of Some New Anils: Part 1. Reaction of 2-Hydroxy-benzaldehyde and 2-Hydroxynaphthaldehyde with 2-Aminopyridene and 2-Aminopyrazine

    OpenAIRE

    Khadija O. Badahdah; Asiri, Abdullah M.

    2007-01-01

    New Schiff bases derived from 2-aminopyridene and 2-aminopyrazine have been synthesized. The UV-Visible spectra of the compounds have been investigated in acetonitrile and toluene. The compounds were in tautomeric equilibrium (enol-imine O– H···N, keto-amine O···H–N forms) in polar and nonpolar solvents. For some derivatives the keto-amine form was observed in both toluene and acetonitrile. 1H-NMR and IR results showed that all Schiff bases studied favor the enol-i...

  3. Evaluation of DNA-binding, DNA cleavage, antioxidant and cytotoxic activity of mononuclear ruthenium(II) carbonyl complexes of benzaldehyde 4-phenyl-3-thiosemicarbazones

    Science.gov (United States)

    Sampath, Krishnan; Sathiyaraj, Subbaiyan; Jayabalakrishnan, Chinnasamy

    2013-11-01

    Two 4-phenyl-3-thiosemicarbazone ligands, (E)-2-(2-chlorobenzylidene)-N-phenylhydrazinecarbothioamide (HL1) and (E)-2-(2-nitrobenzylidene)-N-phenylhydrazinecarbothioamide (HL2), and its ruthenium(II) complexes were synthesized and characterized by physico-chemical and spectroscopic methods. The Schiff bases act as bidentate, monobasic chelating ligands with S and N as the donor sites and are preferably found in the thiol form in all the complexes studied. The molecular structure of HL1 and HL2 were determined by single crystal X-ray diffraction method. DNA binding of the compounds was investigated by absorption spectroscopy which indicated that the compounds bind to DNA via intercalation. The oxidative cleavage of the complexes with CT-DNA inferred that the effects of cleavage are dose dependent. Antioxidant study of the ligands and complexes showed significant antioxidant activity against DPPH radical. In addition, the in vitro cytotoxicity of the ligands and complexes assayed against HeLa and MCF-7 cell lines showed higher cytotoxic activity with the lower IC50 values indicating their efficiency in killing the cancer cells even at low concentrations.

  4. Equilibrium study of the complex formation of some trivalent metal ion chelates of Schiff bases derived from 2-hydroxy-3-phenyl benzaldehyde and evaluation of these reagents from their anticoagulant activity

    International Nuclear Information System (INIS)

    Potentiometric studies have been carried out on metal chelates of La3+, Pr3+, Gd3+, Tb3+, Dy3+, Er3+ and Yb3+ with N-(2-hydroxy-3-phenylbenz ylidene)-aniline and N-(2-hydroxy-3-phenylbenzylidene)-3, 4, 5 trimethoxyaniline. The dissociatio n constants of the reagents and formation constants of their metal chelates have been determine d by Calvin-Bjerrum pH titration technique as adopted by Irving and Rossotti and at 28 ± 0.1degC at ionic strength 0.1 M in 75:25 (v/v) dioxane-water mediium. (author). 7 figs., 5 refs

  5. Extract technique of valerian m-phenoxy benzaldehyde from Valeriana jatamansi Jones. studied with orthogonal design%正交设计研究蜘蛛香中缬草醚醛的提取工艺

    Institute of Scientific and Technical Information of China (English)

    伍丹; 王宝华; 闫兴丽; 石晋丽; 张晓茹; 宋歌

    2009-01-01

    目的 优选蜘蛛香中缬草醚醛的最佳提取工艺.方法 以缬草醚醛的含量为指标, 应用正交设计法筛选蜘蛛香的最佳提取工艺.结果 最佳提取工艺为药材粉碎过24目筛,用12倍量70%的乙醇,浸润0.5 h,回流提取2次, 每次3 h.结论 用优选的提取工艺提取,缬草醚醛提取率达89% 以上,提取液中缬草醚醛含量较高,工艺合理可行.

  6. Scientific Opinion on Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30

    OpenAIRE

    EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)

    2012-01-01

    The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 45 flavouring substances in the Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4), using the Procedure in Commission Regulation (EC) No 1565/2000. This revision 4 is made due to inclusion of four additional substances, o-, m- and p-tolualdehyde [FL no: 05.026, 05.028 and 05.029] and phenylmethyl 2-methyl-2-butenoate [FL no: 09.858]. None of the su...

  7. Síntese e hidrólise de azalactonas de Erlenmeyer-Plöchl mediadas por radiação micro-ondas em aparelhos doméstico e dedicado: experimentos de química orgânica para a graduação Synthesis and hydrolysis of Erlenmeyer-Plöchl azalactones mediated by microwave radiation in domestic and dedicated ovens: undergraduate organic chemistry experiments

    OpenAIRE

    Silvio Cunha; Raimundo Francisco dos Santos Filho; Valéria Belli Riatto; Glauber Antonio Albuquerque Dourado

    2013-01-01

    This work describes a green chemistry experiment for the synthesis of Erlenmeyer-Plöchl azalactones mediated by microwave irradiation, employing both dedicated and domestic equipment. Hippuric acid was reacted with equimolar amounts of benzaldehyde, p-chloro-benzaldehyde or p-N,N-dimethyl-benzaldehyde in acetic anhydride as the solvent. Acid hydrolysis of obtained 4-benzylidene-2-phenyloxazol-5(4H)-one under microwave and convectional heating afforded Z-α-(benzoylamino)cinnamic acid at a...

  8. Development of Multi-Component Transplant Mixes for Suppression of Meloidogyne incognita on Tomato (Lycopersicon esculentum)

    OpenAIRE

    Kokalis-Burelle, N.; Martinez-Ochoa, N; Rodríguez-Kábana, R.; Kloepper, J. W.

    2002-01-01

    The effects of combinations of organic amendments, phytochemicals, and plant-growth promoting rhizobacteria on tomato (Lycopersicon esculentum) germination, transplant growth, and infectivity of Meloidogyne incognita were evaluated. Two phytochemicals (citral and benzaldehyde), three organic amendments (pine bark, chitin, and hemicellulose), and three bacteria (Serratia marcescens, Brevibacterium iodinum, and Pseudomonas fluorescens) were assessed. Increasing rates of benzaldehyde and citral ...

  9. Vibration spectra of complexes of rare earth nitrate with some Schiff bases

    Science.gov (United States)

    Guofa, Liu

    1994-06-01

    Infrared and Raman spectra of complexes of rare earth nitrate with Schiff bases derived from vanillin (3-methoxy-4-hydroxy-benzaldehyde) or o-vanillin (2-hydroxy-3-methoxy-benzaldehyde) and p-toluidine, 1-naphthylamine, 2-naphthylamine are reported.

  10. 对甲苯磺酸催化下二乙酰苯与含有羟基的苯甲醛的Aldol缩合反应%Aldol Condensation of Diacetybenzene with Benzaldehyde Containing a Hydroxyl Group Catalyzed by P-Toluenesulfonic Acid

    Institute of Scientific and Technical Information of China (English)

    罗华玲; 杨伟; 李颖; 曾鸿耀; 尹述凡

    2009-01-01

    以对甲苯磺酸(p-TsOH)作催化剂,二乙酰苯与含有羟基的苯甲醛发生aldol缩合反应,合成了3个1,3-双[3-(取代苯基)丙烯酰基]苯衍生物1~3,3个1,4-双[3-(取代苯基)内烯酰基)苯衍生物4~6和2个中间体7,8中间体7,8再与含有羟基的苯甲醛发生aldol反应合成了3个1-[3-(4-羟基苯基)丙烯酰基]-4-[3-(取代苯基)丙烯酰基]苯衍生物9~11,反应均能在2~6 d内完成,操作和后处理简便.以上11个新化合物均未见报道,其结构经1H NMR,IR,MS和HRMS加以确证.

  11. 苯甲醛缩2-氨基嘧啶席夫碱铜配合物的合成及其与DNA相互作用%Synthesis and DNA interaction studies on copper complex of the Schiff base derived from benzaldehyde and 2-aminopyrimidine

    Institute of Scientific and Technical Information of China (English)

    关淑霞; 王丽; 于海南; 宋春红; 宋增强; 俞志刚

    2010-01-01

    在非水溶剂中合成出一种新型席夫碱试剂(L):苯甲醛缩2-氨基嘧啶及其过渡金属铜配合物.由元素分析、络合滴定法、红外光谱、热重谱、质谱和摩尔电导值对配体和配合物的结构进行了表征,并推测出其组成为CuL2,采用荧光光谱和黏度分析方法初步研究了该配合物与小牛胸腺DNA之间的相互作用.表征结果表明:配合物为两分子配体以亚氨基和嘧啶环上的两个N原子与铜中心离子成键,配位数为4;与小牛胸腺DNA作用结果显示:配合物主要以插入方式与DNA相互作用,破坏了DNA的双螺旋结构.

  12. EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF); Scientific Opinion on Flavouring Group Evaluation 20, Revision 3 (FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30

    OpenAIRE

    Larsen, John Christian; Nørby, Karin Kristiane; Beltoft, Vibe Meister; Lund, Pia; Binderup, Mona-Lise; Frandsen, Henrik Lauritz

    2011-01-01

    The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to consider in this revision 3 of Flavouring Group Evaluation 20, the SCF Opinion on benzoic acid. Furthermore information on stereoisomeric composition for two substances [FL-no: 06.104 and 09.570] and new information to support the re-allocation of the structural class for the candidate substance piperonyl alcohol [FL-no: 02.205] has been submitted. The 41 flavou...

  13. Síntese e hidrólise de azalactonas de Erlenmeyer-Plöchl mediadas por radiação micro-ondas em aparelhos doméstico e dedicado: experimentos de química orgânica para a graduação

    OpenAIRE

    Silvio Cunha; Raimundo Francisco dos Santos Filho; Valéria Belli Riatto; Glauber Antonio Albuquerque Dourado

    2013-01-01

    This work describes a green chemistry experiment for the synthesis of Erlenmeyer-Plöchl azalactones mediated by microwave irradiation, employing both dedicated and domestic equipment. Hippuric acid was reacted with equimolar amounts of benzaldehyde, p-chloro-benzaldehyde or p-N,N-dimethyl-benzaldehyde in acetic anhydride as the solvent. Acid hydrolysis of obtained 4-benzylidene-2-phenyloxazol-5(4H)-one under microwave and convectional heating afforded Z-α-(benzoylamino)cinnamic acid at a 51-6...

  14. A Novel NADPH-Dependent Aldehyde Reductase Gene from Saccharomyces cerevisiae NRRL Y-12632 Involved in the Detoxification of Aldehyde Inhibitors Derived from Lignocellulosic Biomass Conversion

    Science.gov (United States)

    Aldehyde inhibitors such as furfural, 5-hydroxymethylfurfural (HMF), anisaldehyde, benzaldehyde, cinnamaldehyde, and phenylaldehyde are commonly generated during lignocellulosic biomass conversion process for low-cost cellulosic ethanol production that interferes with subsequent microbial growth and...

  15. The First Total Synthesis of Isoliquiritin

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    A first total synthesis of isoliquiritin was accomplished starting from p-hydroxy- benzaldehyde and 2,4-dihydroxyacetylphenone. The key step is condensation reaction. In synthetic process need not protect the hydroxy group of reacting substance.

  16. Texture of semi-solids : sensory flavor-texture interactions for custard desserts

    NARCIS (Netherlands)

    Wijk, de R.A.; Rasing, F.; Wilkinson, C.L.

    2003-01-01

    Possible interactions between flavor and oral texture sensations were investigated for four flavorants, diacetyl, benzaldehyde, vanillin, and caffeine, added in two concentrations to model vanilla custard desserts. The flavorants affected viscosities and resulted in corresponding changes in perceive

  17. The mechanism for the rhodium-catalyzed decarbonylation of aldehydes: A combined experimental and theoretical study

    DEFF Research Database (Denmark)

    Fristrup, Peter; Kreis, Michael; Palmelund, Anders; Norrby, Per-Ola; Madsen, Robert

    2008-01-01

    The mechanism for the rhodium-catalyzed decarbonylation of aldehydes was investigated by experimental techniques (Hammett studies and kinetic isotope effects) and extended by a computational study (DFT calculations). For both benzaldehyde and phenyl acetaldehyde derivatives, linear Hammett plots...

  18. A Convenient and Efficient Procedure for Oxime Ethers

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    Acetophenone oxime and benzaldehyde oxime were converted to oxime ethers in the presence of alkyl halide or methyl sulfate and KOH in aqueous DMSO in 5 to 70 min. The yields of oxime ethers were 70 - 96%.

  19. A Rapid and Efficient Synthesis of 2, 4, 6-Triarylpyridines under Microwave Irradiation

    Institute of Scientific and Technical Information of China (English)

    Xian Qiang HUANG; Hong Xia LI; Jin Xian WANG; Xue Feng JIA

    2005-01-01

    An rapid and efficient synthesis of 2, 4, 6-triarylpyridines is reported using substituted benzaldehydes, substituted acetophenones and ammonia as starting materials under microwave irradiation in the presence of PEG-400.

  20. Technical communications

    International Nuclear Information System (INIS)

    Bitter almond oil (benzaldehyde), a flavoring compound used in many foods, was isolated from apricot kernels; 2 synthetic benzaldehyde samples were obtained from commercial sources. All samples were analyzed for radiocarbon (14C) content. The natural sample yielded a value consistent with its natural origin (approximately 116% of Modern Standard Activity), while the synthetic samples were devoid of 14C activity as expected for a petrochemical material. Implications for quality control of bitter almond oil are discussed

  1. New Photocrosslinking Polymeric Materials for Liquid Crystal Photoalignment

    OpenAIRE

    Mahilny, Uladzimir; Trofimova, Alexandra; Stankevich, Alexander; Tolstik, Alexei; Murauski, Anatoli; Muravsky, Alexander

    2013-01-01

    The photoinduced alignment (photoalignment) of nematic liquid crystals (LC) is of great interest as a contactless technique to create patterned LC aligning layers which have good prospect as basic elements of nonlinear optical devices like controllable waveguide structures with discrete diffraction, statical and dynamical photonic media etc. LC photoalignment on the surface of benzaldehyde polymeric layer caused by photochemical reaction of benzaldehyde side groups is investigated exper...

  2. Two expedient ‘one-pot’ methods for synthesis of -aryl--mercaptoketones over anhydrous potassium carbonate or amberlyst-15 catalyst

    Indian Academy of Sciences (India)

    Chayan Guha; Rina Mondal; Rammohan Pal; Asok K Mallik

    2013-11-01

    Two expedient one-pot methods have been developed for synthesis of -aryl--mercaptoketones using acetophenones, benzaldehydes and thiols as starting materials. The methods involve microwave irradiation (5min) of 1:1 mixtures of acetophenones and benzaldehydes over neutral alumina supported anhydrous potassium carbonate or amberlyst-15 in the first step, and that is followed by addition of thiol to the resulting material and keeping at room temperature for 1.5 h.

  3. Probing the molecular forces involved in binding of selected volatile flavour compounds to salt-extracted pea proteins.

    Science.gov (United States)

    Wang, Kun; Arntfield, Susan D

    2016-11-15

    Molecular interactions between heterologous classes of flavour compounds with salt-extracted pea protein isolates (PPIs) were determined using various bond disrupting agents followed by GC/MS analysis. Flavour bound by proteins decreased in the order: dibutyl disulfide>octanal>hexyl acetate>2-octanone=benzaldehyde. Benzaldehyde, 2-octanone and hexyl acetate interacted non-covalently with PPIs, whereas octanal bound PPIs via covalent and non-covalent forces. Dibutyl disulfide reacted with PPIs covalently, as its retention was not diminished by urea and guanidine hydrochloride. Using propylene glycol, H-bonding and ionic interactions were implicated for hexyl acetate, benzaldehyde, and 2-octanone. A protein-destabilising salt (Cl3CCOONa) reduced bindings for 2-octanone, hexyl acetate, and benzaldehyde; however, retention for octanal and dibutyl disulfide increased. Conversely, a protein-stabilising salt (Na2SO4) enhanced retention for benzaldehyde, 2-octanone, hexyl acetate and octanal. Formation of a volatile flavour by-product, 1-butanethiol, from dibutyl disulfide when PPIs were treated with dithiothreitol indicated occurrence of sulfhydryl-disulfide interchange reactions. PMID:27283627

  4. The effects of the cherry variety on the chemical and sensorial characteristics of cherry brandy

    Directory of Open Access Journals (Sweden)

    NINOSLAV NIKIĆEVIĆ

    2011-09-01

    Full Text Available The chemical and sensorial characteristics of cherry brandy produced from five cherry varieties (Oblacinska, Celery’s 16, Rexle, Heiman’s Ruby and Heiman’s Conserve grown in Serbia were studied. Gas chromatography and gas chromatography–mass spectrometry analysis of these distillates led to the identification of 32 components, including 20 esters, benzaldehyde, 6 terpenes and 5 acids. The ethyl esters of C8–C18 acids were the most abundant in all samples. The benzaldehyde content was quantified by high performance liquid chromatography with UV detection. The average benzaldehyde concentration in the samples ranged between 2.1 and 24.1 mg L-1. The total sensory scores of the cherry brandies ranged between 17.30 to 18.05, with the cherry brandy produced from the Celery’s 16 variety receiving the highest score (18.05.

  5. Divergent reactivity of homologue ortho-allenylbenzaldehydes controlled by the tether length: chromone versus chromene formation.

    Science.gov (United States)

    Alcaide, Benito; Almendros, Pedro; Fernández, Israel; Martínez del Campo, Teresa; Naranjo, Teresa

    2015-01-19

    The divergent behavior of two homologue allenals, namely, 2-(buta-2,3-dienyloxy)- and 2-(propa-1,2-dienyloxy)benzaldehydes, as cyclization substrates is described. 2-(Buta-2,3-dienyloxy)benzaldehydes suffers a formal allenic carbocyclization reaction to afford chromenes, whereas 2-(propa-1,2-dienyloxy)benzaldehydes react to yield chromones. The formation of chromenes is strictly a formal hydroarylation process divided into two parts, namely, allenic Claisen-type rearrangement and oxycyclization. An unknown N-heterocyclic carbene (NHC)-catalyzed allenic hydroacylation reaction must be invoked to account for the preparation of chromones. ortho-Allenylbenzaldehydes bearing either electron-donating substituents or electron-withdrawing substituents worked well to afford both the hydroarylation and hydroacylation products. This unexpected difference in reactivity can be rationalized by means of density functional theory calculations. PMID:25418081

  6. Synthesis, spectral investigation (/sup 1/H, /sup 13/C) of new (N, O and S based) schiff bases and evaluation of their antimicrobial activities

    International Nuclear Information System (INIS)

    Three new series of biologically active amino substituted Schiff bases (1-12) with general formula, R/sub 1/N=CHR/sub 2/ (R/sub 1/ 2-amino-benzthiazole, 4-amino-salicylic acid and 4-aminophenol; R/sub 2/ benzaldehyde, 2-chloro-benzaldehyde, 4-chloro-benzaldehyde, salicylaldehyde and vanillin) were synthesized by the reaction of three different amino substituted compounds and substituted aldehydes in ethanol. The synthesized compounds were characterized by different physico-chemical techniques like, melting point, elemental analysis, multinuclear NMR (/sup 1/H, /sup 13/C). The compounds were subjected for bioassay screening and showed promising antibacterial and antifungal activities using Amoxicillin and Ciprofloxacin as standard drugs. (author)

  7. Selective Photooxidation and Photoreduction Processes at Surface-Modified by Grafted Vanadyl

    Directory of Open Access Journals (Sweden)

    Rossano Amadelli

    2011-01-01

    Full Text Available Titanium dioxide was surface-modified by grafting vanadyl species using vanadyl triisopropoxide as a precursor. The resulting material, (VOxn/TiO2, was characterized by Raman spectroscopy and photoelectrochemical methods. Photocatalytic oxidation of benzyl alcohol and cyclohexene were used to test oxidation selectivity and 4-nitro-benzaldehyde to assess selective photoreduction. The surface-modified TiO2 exhibits an enhanced selectivity to benzaldehyde in the photocatalytic oxidation of benzyl alcohol in an aqueous medium and an increase of cyclohexenol formation in the case of cyclohexene in nonaqueous solvent. The salient result is the 100% selective reduction of the nitrogroup in 4-nitro-benzaldehyde achieved under mild experimental conditions.

  8. Síntese e hidrólise de azalactonas de Erlenmeyer-Plöchl mediadas por radiação micro-ondas em aparelhos doméstico e dedicado: experimentos de química orgânica para a graduação Synthesis and hydrolysis of Erlenmeyer-Plöchl azalactones mediated by microwave radiation in domestic and dedicated ovens: undergraduate organic chemistry experiments

    Directory of Open Access Journals (Sweden)

    Silvio Cunha

    2013-01-01

    Full Text Available This work describes a green chemistry experiment for the synthesis of Erlenmeyer-Plöchl azalactones mediated by microwave irradiation, employing both dedicated and domestic equipment. Hippuric acid was reacted with equimolar amounts of benzaldehyde, p-chloro-benzaldehyde or p-N,N-dimethyl-benzaldehyde in acetic anhydride as the solvent. Acid hydrolysis of obtained 4-benzylidene-2-phenyloxazol-5(4H-one under microwave and convectional heating afforded Z-α-(benzoylaminocinnamic acid at a 51-61.5% yield. The UV-Vis molecular spectra of 4-benzylidene-2-phenyloxazol-5(4H-one and 4-(4'-N,N-dimethylbenzylidene-2-phenyloxazol-5(4H-one were obtained in ethanol, CH2Cl2 and DMSO and bathochromic shift was observed for the latter azalactone.

  9. Síntese e hidrólise de azalactonas de Erlenmeyer-Plöchl mediadas por radiação micro-ondas em aparelhos doméstico e dedicado: experimentos de química orgânica para a graduação

    Directory of Open Access Journals (Sweden)

    Silvio Cunha

    2013-01-01

    Full Text Available This work describes a green chemistry experiment for the synthesis of Erlenmeyer-Plöchl azalactones mediated by microwave irradiation, employing both dedicated and domestic equipment. Hippuric acid was reacted with equimolar amounts of benzaldehyde, p-chloro-benzaldehyde or p-N,N-dimethyl-benzaldehyde in acetic anhydride as the solvent. Acid hydrolysis of obtained 4-benzylidene-2-phenyloxazol-5(4H-one under microwave and convectional heating afforded Z-α-(benzoylaminocinnamic acid at a 51-61.5% yield. The UV-Vis molecular spectra of 4-benzylidene-2-phenyloxazol-5(4H-one and 4-(4'-N,N-dimethylbenzylidene-2-phenyloxazol-5(4H-one were obtained in ethanol, CH2Cl2 and DMSO and bathochromic shift was observed for the latter azalactone.

  10. Synthesis and characterization of new chitosan-based Schiff base compounds.

    Science.gov (United States)

    Gavalyan, Vasak B

    2016-07-10

    Chitin (Cn) was extracted from the armors of crustaceans Astacus leptodactylus (Lake Sevan, Armenia) and then converted to chitosan (Cs), its deacetylated derivative. Novel Schiff bases (CsSB) were synthesized by interaction of Cs with 4-(2-chloroethyl)benzaldehyde (aldehyde-1) and 4-(2-bromoethyl)benzaldehyde (aldehyde-2), and underwent dehydrohalogenation, under basic conditions (10°C), to yield respective vinyl derivatives. All newly synthesized compounds were structurally characterized by solubility tests, elemental analysis, infrared spectroscopy (FTIR), thermogravimetry (TGA), proton nuclear magnetic resonance ((1)H NMR), and X-ray diffraction (XRD). PMID:27106149

  11. Condensação de Knoevenagel de aldeídos aromáticos com o ácido de Meldrum em água: uma aula experimental de Química Orgânica Verde

    Directory of Open Access Journals (Sweden)

    Silvio Cunha

    2012-01-01

    Full Text Available This work describes an undergraduate experiment for the synthesis of Knoevenagel adduct of Meldrum's acid with nine aromatic aldehydes, using water as the solvent, in an adaptation of a previously reported synthetic protocol. The synthesis was straightforward, requiring a period of two hours, and is suitable for undergraduate experimental courses on green chemistry. In addition, quantitative analyses of the relative reactivity of p-nitro-benzaldehyde and p-metoxi-benzaldehyde was evaluated through the competitive reaction of equimolar amounts of these aldehydes with one equivalent of Meldrum's acid, using gas chromatography to quantify the composition of the reaction mixture.

  12. Fast and Green Microwave-Assisted Conversion of Essential Oil Allylbenzenes into the Corresponding Aldehydes via Alkene Isomerization and Subsequent Potassium Permanganate Promoted Oxidative Alkene Group Cleavage

    OpenAIRE

    Thi X. Thi Luu; Trinh To Lam; Thach Ngoc Le; Fritz Duus

    2009-01-01

    Essential oil allylbenzenes from have been converted quickly and efficiently into the corresponding benzaldehydes in good yields by a two-step “green” reaction pathway based on a solventless alkene group isomerization by KF/Al2O3 to form the corresponding 1-arylpropene and a subsequent solventless oxidation of the latter to the corresponding benzaldehyde by KMnO4/CuSO4·5H2O. The assistance by microwave irradiation results in very short reaction times (<15 minutes). The green conversion of ...

  13. Synthesis of Schiff Bases via Environmentally Benign and Energy-Efficient Greener Methodologies

    OpenAIRE

    Arshi Naqvi; Mohd. Shahnawaaz; Arikatla V. Rao; Daya S. Seth; Sharma, Nawal K.

    2009-01-01

    Non classical methods (water based reaction, microwave and grindstone chemistry) were used for the preparation of Schiff bases from 3-chloro-4-fluoro aniline and several benzaldehydes. The key raw materials were allowed to react in water, under microwave irradiation and grindstone. These methodologies constitute an energy-efficient and environmentally benign greener chemistry version of the classical condensation reactions for Schiff bases formation.

  14. Sol-gel process preparation and evaluation of the analytical performances of an hydrazine specific chemical sensor

    International Nuclear Information System (INIS)

    The realisation of optical fibers active chemical collector to analyze hydrazine in line, in the spent fuel reprocessing process is the subject of this work. The p.dimethyl-amino-benzaldehyde has been chosen as reagent for its chemical and optical properties

  15. Environ: E00650 [KEGG MEDICUS

    Lifescience Database Archive (English)

    Full Text Available ohol [CPD:C00556], Salicylaldehyde [CPD:C06202], Benzaldehyde [CPD:C00261] Cinnamomum cassia [TAX:119260] Sa...me as: D06713 Lauraceae (laurel family) Cinnamomum cassia the dried leaves, twigs, and bark Obtained by stea

  16. Coordination compounds of transition metal chlorides with tetrazoles

    International Nuclear Information System (INIS)

    Coordination compounds (CC) of Co(2), Ni(2), Cu(2), Cd(2) chlorides with tetrazole and Ni(2) and Cd(2) chloride CC with tetrazolylhydrazone benzaldehyde are synthesized. The compounds are characterized by electron- and IR-spectroscopy, magnetic measurements (78-300 K), radiography. Conclusions are made on polynuclear structure of coordination compounds and Msup((2)) octahedron coordination

  17. Phosphotungstic Acid Catalyzed One-Pot Synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines in Aqueous Media

    International Nuclear Information System (INIS)

    In this study, we report the one-pot synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines with benzaldehyde, malononitrile, and thiophenol by using phosphotungstic acid as an efficient catalyst to aqueous media. This method has the advantages of easy separation, high storage stability, and environmental friendliness. (author)

  18. Role and structural characterization of plant aldehyde dehydrogenases from family 2 and family 7

    Czech Academy of Sciences Publication Activity Database

    Končitíková, R.; Vigouroux, A.; Kopečná, M.; Andree, T.; Bartoš, Jan; Šebela, M.; Moréra, S.; Kopečný, D.

    2015-01-01

    Roč. 468, Part: 1 (2015), s. 109-123. ISSN 0264-6021 R&D Projects: GA ČR GA15-22322S; GA MŠk(CZ) LO1204 Institutional support: RVO:61389030 Keywords : aldehyde dehydrogenase 2 (ALDH2) * aldehyde dehydrogenase 7 (ALDH7) * benzaldehyde Subject RIV: EB - Genetics ; Molecular Biology Impact factor: 4.396, year: 2014

  19. 2-(4-Diethoxymethylphenyl-6-(4-nitrophenyl-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene

    Directory of Open Access Journals (Sweden)

    Hamzeh Kiyani

    2012-09-01

    Full Text Available The photochromic compound was obtained from 4-diethoxymethyl-benzaldehyde and trans-2-benzoyl-3-(4-nitrophenylaziridine via a three component reaction. The structure of this compound was characterized by elemental analysis, 1H-NMR, 13C-NMR and UV-Visible spectral data.

  20. Sol-gel process preparation and evaluation of the analytical performances of an hydrazine specific chemical sensor; Preparation par procede sol-gel et evaluation des performances analytiques d`un capteur chimique specifique de l`hydrazine

    Energy Technology Data Exchange (ETDEWEB)

    Gojon, C

    1996-12-01

    The realisation of optical fibers active chemical collector to analyze hydrazine in line, in the spent fuel reprocessing process is the subject of this work. The p.dimethyl-amino-benzaldehyde has been chosen as reagent for its chemical and optical properties. 186 refs.

  1. Supported La2O3 and MgO nanoparticles as solid base catalysts for aldol reaction while suppressing dehydration at room temperaure

    NARCIS (Netherlands)

    Frey, A.M.; Kumar Karmee, S.; Jong, de K.P.; Bitter, J.H.; Hanefeld, U.

    2013-01-01

    La2O3 and MgO nanoparticles (3–4 nm) supported on carbon nanofibers were evaluated as solid base catalysts for the aldol reaction of benzaldehyde and acetone at room temperature. Both catalysts were found to be highly active and selective with respect to 4-hydroxy-4-phenylbutan-2-one, thus suppressi

  2. Single-Site Catalysts on a Cylindrical Support Beyond Nanosize

    OpenAIRE

    van Koten, G.; Suijkerbuijk, B.M.J.M.; Shu, L.; Klein Gebbink, R.J.M.; Dieter, A.

    2003-01-01

    Dendronized polymers (DenPol's) up to generation 3 were equipped with NCN-palladium and -platinum pincer complexes at their peripheries, using active ester chemistry. The palladium compounds catalyze the aldol condensation of benzaldehyde with methyl isocyanoacetate and show a generation-independent activity.

  3. An amino-modified Zr-terephthalate metal-organic framework as an acid-base catalyst for cross-aldol condensation

    OpenAIRE

    Vermoortele, Frederik; Ameloot, Rob; Vimont, Alexandre; Serre, Christian; De Vos, Dirk

    2011-01-01

    After controlled pretreatment, some Zr-terephthalate metal-organic frameworks are highly selective catalysts for the cross-aldol condensation between benzaldehyde and heptanal. The proximity of Lewis acid and base sites in the amino-functionalized UiO-66(NH(2)) material further raises the reaction yields.

  4. Evidence for the Formation of an Enamine Species during Aldol and Michael-type Addition Reactions Promiscuously Catalyzed by 4-Oxalocrotonate Tautomerase

    NARCIS (Netherlands)

    Poddar, Harshwardhan; Rahimi, Mehran; Geertsema, Edzard; Thunnissen, Andy; Poelarends, Gerrit

    2015-01-01

    The enzyme 4-oxalocrotonate tautomerase (4-OT), which has a catalytic N-terminal proline residue (Pro1), can promiscuously catalyze various carbon–carbon bond-forming reactions, including aldol condensation of acetaldehyde with benzaldehyde to yield cinnamaldehyde, and Michael-type addition of aceta

  5. 1-(4-Chloro­phen­yl)-3-(3,4-dimethyl­phen­yl)prop-2-en-1-one

    OpenAIRE

    Guo, Meng

    2010-01-01

    The title compound, C17H15ClO, was prepared from 3,4-dimethyl­benzaldehyde and 4-chloro­hypnone by Aldol condensation. The dihedral angle formed by the two benzene rings is 48.91 (8)°. Only van der Waals forces affect the packing.

  6. A Better Sunscreen: Structural Effects on Spectral Properties

    Science.gov (United States)

    Huck, Lawrence A.; Leigh, William J.

    2010-01-01

    A modification of the mixed-aldol synthesis of dibenzylideneacetone, prepared from acetone and benzaldehyde, is described wherein acetone is replaced with a series of cyclic ketones with ring sizes of 5-7 carbons. The structural variations in the resulting conjugated ketones produce regular variations in the UV-vis absorption spectra. The choice…

  7. Synthesis of 4-aryl-3,4-dihydrocoumarin derivatives catalyzed by NbCl{sub 5}; Sintese de derivados 4-aril-3,4-di-hidrocuraminicos catalisada por NbCl{sub 5}

    Energy Technology Data Exchange (ETDEWEB)

    Santos, Willian Henrique dos; Siqueira, Mayara de Souza; Silva-Filho, Luiz Carlos da, E-mail: lcsilva@fc.unesp.br [Universidade Estadual Paulista Julio de Mesquita Filho (UNESP), Bauru, SP (Brazil). Faculdade de Ciencias

    2013-11-01

    Multicomponent reactions between phenols, {beta}-diesters and benzaldehydes for the synthesis of 4-aryl-3,4-dihydrocoumarin derivatives were carried out under mild conditions (room temperature) and presented moderate yields (38-88%) and reasonable reaction times (2-4 days), using niobium pentachloride as a catalyst. (author)

  8. Nonlinear optical properties of p-substituted benzalbarbituric acids

    Science.gov (United States)

    Kondo, K.; Ochiai, S.; Takemoto, K.; Irie, M.

    1990-02-01

    A number of p-substituted benzalbarbituric acid derivatives were synthesized by the reaction of p-substituted benzaldehyde with barbituric acid, and their nonlinear optical properties were investigated by using the Kurtz powder test. p-acetamidobenzalbarbituric acid derivatives were found to exhibit the relatively high second-harmonic intensity and have the higher thermal stability.

  9. Solvent-Free Synthesis of Chalcones

    Science.gov (United States)

    Palleros, Daniel R.

    2004-01-01

    The synthesis of twenty different chalcones in the absence of solvent is presented. The results indicated that out of the twenty different chalcones investigated seventeen can be obtained in a matter of minutes by mixing the corresponding benzaldehyde and acetophenone in the presence of solid NaOH in a mortar with pestle.

  10. Synthesis of a novel chemotype via sequential metal-catalyzed cycloisomerizations

    Directory of Open Access Journals (Sweden)

    Bo Leng

    2012-08-01

    Full Text Available Sequential cycloisomerizations of diynyl o-benzaldehyde substrates to access novel polycyclic cyclopropanes are reported. The reaction sequence involves initial Cu(I-mediated cycloisomerization/nucleophilic addition to an isochromene followed by diastereoselective Pt(II-catalyzed enyne cycloisomerization.

  11. Potential inhibitors from wet oxidation of wheat straw and their effect on ethanol production of Saccharomyces cerevisiae

    DEFF Research Database (Denmark)

    Klinke, H.B.; Olsson, L.; Thomsen, A.B.;

    2003-01-01

    concentrations of 50-100 times the concentration found in the hydrolysate for their effect on fermentation by yeast. At these high concentrations (10 mM), 4-hydroxy-benzaldehyde, vanillin, 4-hydroxyacetophenone and acetovanillone caused a 53-67% decrease in the volumetric ethanol productivity in S. cerevisiae...

  12. Potential inhibitors from wet oxidation of wheat straw and their effect on ethanol production of Saccharomyces cerevisiae: Wet oxidation and fermentation by yeast

    DEFF Research Database (Denmark)

    Klinke, Helene Bendstrup; Olsson, Lisbeth; Thomsen, A.B.;

    2003-01-01

    concentrations of 50-100 times the concentration found in the hydrolysate for their effect on fermentation by yeast. At these high concentrations (10 mM), 4-hydroxy-benzaldehyde, vanillin, 4-hydroxyacetophenone and acetovanillone caused a 53-67% decrease in the volumetric ethanol productivity in S. cerevisiae...

  13. Less common patterns of reduction of some oximes

    Czech Academy of Sciences Publication Activity Database

    Celik, H.; Ludvík, Jiří; Zuman, P.

    2007-01-01

    Roč. 52, č. 5 (2007), s. 1990-2000. ISSN 0013-4686 R&D Projects: GA MŠk 1P05ME785 Institutional research plan: CEZ:AV0Z40400503 Keywords : polarography * benzaldehyde oximes * acetophenone oximes * isomeric monoximes Subject RIV: CG - Electrochemistry Impact factor: 2.848, year: 2007

  14. Synthesis of some novel fluoro isoxazolidine and isoxazoline derivatives using -benzyl fluoro nitrone via cycloaddition reaction in ionic liquid

    Indian Academy of Sciences (India)

    Bhaskar Chakraborty; Govinda Prasad Luitel

    2013-09-01

    1-Butyl-3-methylimidazolium-based ionic liquids are found to accelerate significantly the intermolecular 1,3-dipolar cycloaddition of -benzyl-fluoro nitrone derived in situ from 2,6-difluoro benzaldehyde and -benzylhydroxylamine, with activated alkenes and electron deficient alkynes to afford enhanced rates and improved yields of novel isoxazolidines and isoxazolines.

  15. Synthesis of naphthoxazinone derivatives using silica-bonded -sulfonic acid as catalyst under solvent-free conditions

    Indian Academy of Sciences (India)

    Khodabakhsh Niknam; Parisa Abolpour

    2015-07-01

    Silica-bonded -sulfonic acid is employed as a recyclable catalyst for the synthesis of naphthoxazinone derivatives from the reaction of -naphthol, aromatic aldehydes and urea at 150°C under solvent-free conditions. The heterogeneous catalyst was recycled for five runs after the reaction of -naphthol, benzaldehyde and urea without losing its catalytic activity.

  16. Synthesis and bioactivity of novel caffeic acid esters from Zuccagnia punctata.

    Science.gov (United States)

    Ramachandra, M S; Subbaraju, G V

    2006-12-01

    Synthesis of novel caffeic acid esters (1 and 2) was accomplished starting from appropriately substituted benzaldehydes (3 and 9). While compound 2 exhibited potent anti-oxidative activity in both the nitroblue tetrazolium and 1,1-diphenyl-2-picrylhydrazyl radical-scavenging models, compound 1 showed moderate 5-lipoxygenase inhibitory activity. PMID:17145655

  17. Witting Reaction Using a Stabilized Phosphorus Ylid: An Efficient and Stereoselective Synthesis of Ethyl Trans-Cinnamate

    Science.gov (United States)

    Speed, Traci J.; Mclntyre, Jean P.; Thamattoor, Dasan M.

    2004-01-01

    An instructive experiment for the synthesis of ethyl trans-cinnamate, a pleasant smelling ester used in perfumery and flavoring by the reaction of benzaldehyde with the stable ylid triphenylphosphorane is described. The synthesis, workup and characterization of trans-cinnamate may be accomplished in a single laboratory session with commonly…

  18. Synthesis and accumulation of aromatic aldehydes in an engineered strain of Escherichia coli.

    Science.gov (United States)

    Kunjapur, Aditya M; Tarasova, Yekaterina; Prather, Kristala L J

    2014-08-20

    Aromatic aldehydes are useful in numerous applications, especially as flavors, fragrances, and pharmaceutical precursors. However, microbial synthesis of aldehydes is hindered by rapid, endogenous, and redundant conversion of aldehydes to their corresponding alcohols. We report the construction of an Escherichia coli K-12 MG1655 strain with reduced aromatic aldehyde reduction (RARE) that serves as a platform for aromatic aldehyde biosynthesis. Six genes with reported activity on the model substrate benzaldehyde were rationally targeted for deletion: three genes that encode aldo-keto reductases and three genes that encode alcohol dehydrogenases. Upon expression of a recombinant carboxylic acid reductase in the RARE strain and addition of benzoate during growth, benzaldehyde remained in the culture after 24 h, with less than 12% conversion of benzaldehyde to benzyl alcohol. Although individual overexpression results demonstrated that all six genes could contribute to benzaldehyde reduction in vivo, additional experiments featuring subset deletion strains revealed that two of the gene deletions were dispensable under the conditions tested. The engineered strain was next investigated for the production of vanillin from vanillate and succeeded in preventing formation of the byproduct vanillyl alcohol. A pathway for the biosynthesis of vanillin directly from glucose was introduced and resulted in a 55-fold improvement in vanillin titer when using the RARE strain versus the wild-type strain. Finally, synthesis of the chiral pharmaceutical intermediate L-phenylacetylcarbinol (L-PAC) was demonstrated from benzaldehyde and glucose upon expression of a recombinant mutant pyruvate decarboxylase in the RARE strain. Beyond allowing accumulation of aromatic aldehydes as end products in E. coli, the RARE strain expands the classes of chemicals that can be produced microbially via aldehyde intermediates. PMID:25076127

  19. Discovery and characterization of a xylose reductase from Zymomonas mobilis ZM4.

    Science.gov (United States)

    Agrawal, Manoj; Chen, Rachel Ruizhen

    2011-11-01

    Formation of xylitol, a byproduct from xylose fermentation, is a major limiting factor in ethanol production from xylose in engineered Zymomonas strains, yet the postulated xylose reductase remains elusive. We report here the discovery of xylose reductase in Zymomonas mobilis and, for the first time, to associate the enzyme function with its gene. Besides xylose and xylulose, the enzyme was active towards benzaldehyde, furfural, 5-hydroxymethyl furfural, and acetaldehyde, exhibiting nearly 150-times higher affinity with benzaldehyde than xylose. The discovery of xylose reductase paves the way for further improvement of xylose fermentation in Z. mobilis. The enzyme may also be used to mitigate toxicity of furfural and other inhibitors from plant biomass. PMID:21720846

  20. Condensation reactions of glucose and aromatic ring; Glucose to hokokan tono shukugo hanno

    Energy Technology Data Exchange (ETDEWEB)

    Komano, T.; Mashimo, K.; Wainai, T.; Tanaka, C.; Yoshioka, T. [Nihon University, Tokyo (Japan). College of Science and Technology; Sugimoto, Y.; Miki, Y. [National Institute of Materials and Chemical Research, Tsukuba (Japan)

    1996-10-28

    For artificial coalification, condensation reactions of aromatic ring and activated compounds produced by dehydrating reaction of glucose were studied experimentally. In heat treatment experiment in water, three reaction specimens such as glucose, glucose and phenol, and glucose and benzaldehyde were fed into an autoclave together with distilled water, and subjected to reaction at 180{degree}C under spontaneous pressure for 50 hours. In hydrogenation experiment, the specimens were fed into an autoclave together with tetradecane and sulfurization catalyst, and subjected to reaction at 350{degree}C under initial pressure of 9.8MPa for 2 hours for gas chromatography (GC) analysis of products. As the experimental result, the reaction between glucose and aromatic ring in heat treatment in water occurred between aromatic ring and active fragment with a mean carbon number of 4-5 produced by decomposition of glucose. The reactivity was higher in benzaldehyde addition than phenol addition. 3 refs., 4 figs., 1 tab.

  1. Antioxidant activities of isolated compounds from stems of Mimosa invisa Mart. ex Colla

    International Nuclear Information System (INIS)

    This work describes the phytochemical study of stems of Mimosa invisa (Mimosaceae) and the evaluation of the antioxidant potential of isolated compounds. Chromatographic techniques were employed to isolate salicifoliol, pinoresinol, quercetin, quercetin-3-Orhamnopyranosyl, quercetin-3-O-arabinofuranosyl lupeol, -amyrin, sitosterol, p-hydroxy coumaric acid, 4-hydroxy-3-methoxy benzaldehyde (vanillin), 4-hydroxy-3,5-dimethoxy benzaldehyde, 4-hydroxy-3-methoxy benzoic acid and 4',6,7- trimethoxy flavonol. The latter had been previously described but the spectrometric data shown indicated the structure required review. The antioxidant activity of the compounds was evaluated by the DPPH test and capability of NBT reduction by superoxide radicals. Quercetin glycosides showed lower antioxidant potential than quercetin and, salicifoliol was found to be more active than pinoresinol. (author)

  2. Preparation of C14-labelled tetrazolium salts and tracer study of the tetrazene-formazan rearrangement

    International Nuclear Information System (INIS)

    The preparation of [5-C14]-TTC, [5, 5'-di-C14]NT (neotetrazolium) and [5, 5'-di-C14]-BT (tetrazolium blue) starting from benzaldehyde- [1-C14] has been accomplished. The yields for both mono- and ditetrazolium salts are high, and the products can be obtained with high sp. activity. The purity of the samples was investigated by paper chromatography. In the case of ditetrazolium salts some impurities could be detected and conclusions drawn as to their structure and quantity. A method has been developed to prepare C14- labelled ditetrazolium salts of high purity. The formation of the formazan, the precursor of the tetrazolium salt, goes through an unstable intermediate of tetrazene-type structure which rearranges rapidly in basic medium, to yield the formazan. The tetrazene intermediate can be isolated under suitable conditions. By using C14-labelled benzaldehyde phenylhydrazone this rearrangement was investigated and a verification of its intramolecular character given. (author)

  3. Cyanogenic glucoside patterns in sweet and bitter almonds

    DEFF Research Database (Denmark)

    Sánchez Pérez, Raquel; Møller, Birger Lindberg; Olsen, Carl Erik; Dicenta, F.

    2009-01-01

    When an almond (Prunus dulcis (Mill.) D. A. Webb) kernel containing cyanogenic glucosides (prunasin or amygdalin) is disintegrated, the glucosides will typically be hydrolyzed by amygdalin hydrolase, prunasin hydrolase, and mandelonitrile lyase with concomitant release of glucose, benzaldehyde, and...... hydrogen cyanide (HCN). Benzaldehyde and HCN, in low amounts, provide the characteristic almond taste and flavour. Because of the toxicity of HCN, low cyanogenic glucoside content in the kernel is a prime breeding target. Biochemical analyses of different almond tissues were carried out to investigate...... their ability to synthesize and degrade prunasin and amygdalin. The analyses were carried out during the entire growth season, from almond tree flowering to kernel ripening using the following tissues: leaves, petioles, and the fruit (endosperm and cotyledon). Four different genotypes were investigated...

  4. Mechanochemical Synthesis of TiO2 Nanocomposites as Photocatalysts for Benzyl Alcohol Photo-Oxidation

    Directory of Open Access Journals (Sweden)

    Weiyi Ouyang

    2016-05-01

    Full Text Available TiO2 (anatase phase has excellent photocatalytic performance and different methods have been reported to overcome its main limitation of high band gap energy. In this work, TiO2-magnetically-separable nanocomposites (MAGSNC photocatalysts with different TiO2 loading were synthesized using a simple one-pot mechanochemical method. Photocatalysts were characterized by a number of techniques and their photocatalytic activity was tested in the selective oxidation of benzyl alcohol to benzaldehyde. Extension of light absorption into the visible region was achieved upon titania incorporation. Results indicated that the photocatalytic activity increased with TiO2 loading on the catalysts, with moderate conversion (20% at high benzaldehyde selectivity (84% achieved for 5% TiO2-MAGSNC. These findings pointed out a potential strategy for the valorization of lignocellulosic-based biomass under visible light irradiation using designer photocatalytic nanomaterials.

  5. Antioxidant activities of isolated compounds from stems of Mimosa invisa Mart. ex Colla

    Energy Technology Data Exchange (ETDEWEB)

    Aguiar, Rosane M. [Departamento de Quimica e Exatas, Universidade Estadual do Sudoeste da Bahia, Jequie, BA (Brazil); Alves, Clayton Q.; David, Jorge M.; Rezende, Larissa C. de; Lima, Luciano S., E-mail: jmdavid@ufba.br [Instituto de Quimica, Universidade Federal da Bahia, Salvador, BA (Brazil); David, Juceni P. [Faculdade de Farmacia, Universidade Federal da Bahia, Salvador, BA (Brazil); Queiroz, Luciano P. de [Departamento de Ciencias Biologicas, Universidade Estadual de Feira de Santana, BA (Brazil)

    2012-07-01

    This work describes the phytochemical study of stems of Mimosa invisa (Mimosaceae) and the evaluation of the antioxidant potential of isolated compounds. Chromatographic techniques were employed to isolate salicifoliol, pinoresinol, quercetin, quercetin-3-Orhamnopyranosyl, quercetin-3-O-arabinofuranosyl lupeol, -amyrin, sitosterol, p-hydroxy coumaric acid, 4-hydroxy-3-methoxy benzaldehyde (vanillin), 4-hydroxy-3,5-dimethoxy benzaldehyde, 4-hydroxy-3-methoxy benzoic acid and 4',6,7- trimethoxy flavonol. The latter had been previously described but the spectrometric data shown indicated the structure required review. The antioxidant activity of the compounds was evaluated by the DPPH test and capability of NBT reduction by superoxide radicals. Quercetin glycosides showed lower antioxidant potential than quercetin and, salicifoliol was found to be more active than pinoresinol. (author)

  6. Determination of volatile compounds by gas liquid chromatography in tropical fruit, guava (psidium guajav L.)

    International Nuclear Information System (INIS)

    Volatile flavor components from both white and pink guava fruits were collected using Likens-Nickerson concurrent Distillation Extraction method and were analyzed by GC/FID. In the essence collected by using likens-Nickerson concurrent distillation extraction apparatus, 23 compounds were present in white guava fruit, of which 11 compounds (furfural, alpha-pinene, trans-2-hexene-1-ol, 2-heptanone, benzaldehyde, hexyl acetate Beta-ionone, limonene, 2-nonanone, cinamyl acetate and octyl acetate) were identified. Similarly for pink guava fruit, 13 compounds out of 29 compounds were identified by comparing retention times of unknown with that of standard compounds and sniffing at the odour port. These were hexanal, furfural, 2-heptanone, benzaldehyde, methyl furfural hexyl acetate, beta-ionone, alpha-pinene, 2-nonanone, limonene, cinnamyl acetate, ethyl undecanoate and octyl acetate. (author)

  7. Synthesis and E/Z Configuration Determination of Novel Derivatives of 3-Aryl-2-(benzothiazol-2'-ylthio Acrylonitrile, 3-(Benzothiazol-2'-ylthio-4-(furan-2''-yl-3-buten-2-one and 2-(1-(Furan-2''-yl-3'-oxobut-1''-en-2-ylthio-3-phenylquinazolin-4(3H-one

    Directory of Open Access Journals (Sweden)

    Adel Abou El-Khair

    2011-07-01

    Full Text Available Knoevenagel condensation of 2-(benzothiazol-2-ylthio acetonitrile (2 with either furan-2-carbaldehyde or thiophene-2-carbaldehydes leads to E-isomers 4a–b exclusively, while the condensation of the compound 2 with benzaldehyde or para-substituted benzaldehydes with an electron-donating group afforded E/Z mixtures 4c–e with preferentially formation of the E-isomer. Condensation of furan-2-carbaldehyde (3a with either 1-(benzothiazol-2'-ylthio propan-2-one (5 or 2-(2'-oxo propylthio-3-phenyl-quinazolin-4(3H-one (9 leads exclusively to the Z-isomers of 6 and 10, respectively. The structures of the newly synthesized compounds were elucidated by elemental analyses, 1H-NMR and 13C-NMR spectra, COSY, HSQC, HMBC, NOE, MS and X-ray crystallographic investigations.

  8. Fast and Green Microwave-Assisted Conversion of Essential Oil Allylbenzenes into the Corresponding Aldehydes via Alkene Isomerization and Subsequent Potassium Permanganate Promoted Oxidative Alkene Group Cleavage

    Directory of Open Access Journals (Sweden)

    Thi X. Thi Luu

    2009-09-01

    Full Text Available Essential oil allylbenzenes from have been converted quickly and efficiently into the corresponding benzaldehydes in good yields by a two-step “green” reaction pathway based on a solventless alkene group isomerization by KF/Al2O3 to form the corresponding 1-arylpropene and a subsequent solventless oxidation of the latter to the corresponding benzaldehyde by KMnO4/CuSO4·5H2O. The assistance by microwave irradiation results in very short reaction times (<15 minutes. The green conversion of eugenol (4-allyl-2-methoxyphenol into vanillin (4-hydroxy-3-methoxybenzaldehyde has been carried out in a similar way, requiring however two additional microwave-assisted synthetic steps for acetylation of the hydroxy group prior to the oxidation reaction, and for the final deacetylation of vanillin acetate (4-acetoxy-3-methoxybenzaldehyde by KF/Al2O3 under solvent-free conditions, respectively.

  9. Mesostructured SBA-15-Pr-SO3H: An efficient solid acid catalyst for one-pot and solvent-free synthesis of 3,4-dihydro-2-pyridone derivatives

    Indian Academy of Sciences (India)

    Ghodsi Mohammadi Ziarani; Somayeh Mousavi; Negar Lashgari; Alireza Badiei

    2013-11-01

    3,4-Dihydro-2-pyridone derivatives have been prepared efficiently via a one-pot four-component reaction of benzaldehyde derivatives, Meldrum’s acid, methyl acetoacetate and ammonium acetate in the presence of sulphonic acid-functionalized ordered nanoporous SBA-15 as a nano heterogeneous catalyst under solvent-free conditions. This process is a simple, environmentally friendly, rapid and high yielding reaction.

  10. In situ spectroscopic investigation of oxidative dehydrogenation and disproportionation of benzyl alcohol

    OpenAIRE

    Nowicka, E.; HOFMANN, J.P.; Parker, S. F.; Sankar, M.; Lari, G.M.; Kondrat, S.A.; Knight, D. W.; Bethell, D; Weckhuysen, B.M.; G. J. Hutchings

    2013-01-01

    In the solvent free oxidation of benzyl alcohol, using supported gold–palladium nanoalloys, toluene is often one of major by-products and it is formed by the disproportionation of benzyl alcohol. Gold–palladium catalysts on acidic supports promote both the disproportionation of benzyl alcohol and oxidative dehydrogenation to form benzaldehyde. Basic supports completely switch off disproportionation and the gold–palladium nanoparticles catalyse the oxidative dehydrogenation reaction exclusivel...

  11. A novel and selective oxidation of benzylic alcohols with polymer-supported periodic acid under mild aprotic conditions

    Institute of Scientific and Technical Information of China (English)

    Ali Reza Pourali; Mehrosadat Tabaean; S. Mohamad Reza Nazifi

    2012-01-01

    A new polymeric oxidizing reagent was prepared by supporting periodic acid on poly(1,4-phenylene-2,5-pyridine dicarboxyamide).This polymeric reagent was used for the selective oxidation of primary benzylic alcohols to the corresponding benzaldehydes in CH3CN at reflux conditions.Excellent selectivity was observed between primary benzyl alcohols and secondary ones as well as non-benzylic alcohols in the oxidation reactions.Allylic alcohols were also converted to the corresponding aldehydes with good yields.

  12. Knoevenagel Condensation of Aldehydes with Ethyl Cyanoacetate in Water Catalyzed by P4VP/Al2O3-SiO2

    OpenAIRE

    Majid Kolahdoozan; Roozbeh Javad Kalbasi; Shahzeidi, Zohreh S.; Farzad Zamani

    2013-01-01

    This paper reports the preparation and characterization of poly(4-vinylpyridine) (P4VP) supported on Al2O3-SiO2 and its application for Knoevenagel condensation reaction of various aldehydes with ethyl cyanoacetate in water as a green solvent. The results illustrate that the sample containing 0.6 molar ratio of Al to Si exhibits the highest yield (98%) in the reaction of benzaldehyde with ethyl cyanoacetate with 100% selectivity to the arylidene derivative.

  13. Free radical induction in the brain and liver by products of toluene catabolism

    OpenAIRE

    Mattia, CJ; Adams, JD; Bondy, SC

    1993-01-01

    Toluene and its metabolites have been studied with respect to their reactive oxygen species-enhancing potential in isolated systems and in vivo. The induction of reactive oxygen species (ROS) production was assayed using the probe 2′,7′-dichlorodihydrofluorescin diacetate (DCFH-DA). Intraperitoneal injection of toluene, benzyl alcohol or benzaldehyde caused a significant elevation in the rate of ROS formation within hepatic mitochondrial fractions (P2). In the brain, only toluene induced ROS ...

  14. Soluble aldehyde dehydrogenase and metabolism of aldehydes by soybean bacteroids.

    OpenAIRE

    Peterson, J. B.; LaRue, T A

    1982-01-01

    A soluble aldehyde dehydrogenase (EC 1.2.1.3) was partially purified from Rhizobium japonicum bacteroids and from free-living R. japonicum 61A76. The enzyme was activated by NAD+, NADH, and dithiothreitol, and it reduced NAD(P)+. Acetaldehyde, propionaldehyde, butyraldehyde, benzaldehyde, and succinic semialdehyde were substrates. The Km for straight-chain aldehydes decreased with increasing carbon chain length. The aldehyde dehydrogenase was inhibited by 6-cyanopurine, but not by metronidazo...

  15. A deep transcriptomic analysis of pod development in the vanilla orchid (Vanilla planifolia)

    OpenAIRE

    Rao, Xiaolan; Krom, Nick; Tang, Yuhong; Widiez, Thomas; Havkin-Frenkel, Daphna; Belanger, Faith C.; Dixon, Richard A.; Chen, Fang

    2014-01-01

    Background Pods of the vanilla orchid (Vanilla planifolia) accumulate large amounts of the flavor compound vanillin (3-methoxy, 4-hydroxy-benzaldehyde) as a glucoside during the later stages of their development. At earlier stages, the developing seeds within the pod synthesize a novel lignin polymer, catechyl (C) lignin, in their coats. Genomic resources for determining the biosynthetic routes to these compounds and other flavor components in V. planifolia are currently limited. Results Usin...

  16. Metabolic pathways of biotransformation and biosynthesis of aromatic compounds for the flavour industry by the basidiomycete Pycnoporus cinnabarinus

    OpenAIRE

    Asther, Marcel; Lomascolo, A.; Asther, M.; Moukha, S.; Lesage-Meessen, L.

    1998-01-01

    Among filamentous fungi, white-rot Basidiomycetes have become a strategic group to generate industrial aromatic flavours. In the course of a basidiomycete screening, the biotechnological potential of #Pycnoporus cinnabarinus$ strains was studied in order to produce, by transformation or de novo, natural aromatic flavours in liquid cultures. Ferulic acid and L-phenylalanine were found to be suitable substrates for vanillin and benzaldehyde (bitter almond aroma) production, respectively. These ...

  17. An Efficient One-Pot Multicomponent Synthesis of 4-Aza-Podophyllotoxin Derivatives in Ionic Liquid

    Directory of Open Access Journals (Sweden)

    Hossein Naeimi

    2013-01-01

    Full Text Available A simple, green, and efficient procedure for the synthesis of 4-aza-podophyllotoxin derivatives by using a one-pot three-component reaction of benzaldehydes, 1,3-cyclohexanediones, and anilinolactones in the presence of catalytic amount of alum in 1-butyl-3-methylimidazolium triflate as green media is described. This reaction proceeded under mild conditions with the use of an inexpensive and readily available catalyst, high to excellent yields, and simple workup procedure.

  18. Headspace, Volatile and Semi-Volatile Organic Compounds Diversity and Radical Scavenging Activity of Ultrasonic Solvent Extracts from Amorpha fruticosa Honey Samples

    OpenAIRE

    Mirko Gugić; Janja Kezić; Zvonimir Marijanović; Igor Jerković

    2009-01-01

    Volatile organic compounds of Amorpha fruticosa honey samples were isolated by headspace solid-phase microextraction (HS-SPME) and ultrasonic solvent extraction (USE), followed by gas chromatography and mass spectrometry analyses (GC, GC-MS), in order to obtain complementary data for overall characterization of the honey aroma. The headspace of the honey was dominated by 2-phenylethanol (38.3–58.4%), while other major compounds were trans- and cis-linalool oxides, benzaldehyde and benzyl alco...

  19. Highly Efficient Oxidative Cleavage of Carbon-Carbon Double Bond over meso-Tetraphenyl Cobalt Porphyrin Catalyst in the Presence of Molecular Oxygen

    Institute of Scientific and Technical Information of China (English)

    周贤太; 纪红兵

    2012-01-01

    Highly efficient and selective carbon-carbon double bond aerobic cleavage of olefins catalyzed by metallopor- phyrins was investigated, and carbonyl compounds and epoxide were produced as the main products. CoTPP (co- balt meso-tetraphenyl porphyrin) showed excellent activity for the oxidative cleavage of carbon-carbon double bond by using styrene as model compound, in which the TOF (turnover frequency) and selectivity toward benzaldehyde was obtained with 2×10^4h-1 and 86%,respectively.

  20. Sulfonamide-substituted iron phthalocyanine: design, solubility range, stability and oxidation of olefins.

    Science.gov (United States)

    Işci, Umit; Caner, Celal; Zorlu, Yunus; Gürek, Ayşe Gül; Dumoulin, Fabienne; Ahsen, Vefa

    2014-12-28

    4-tert-Butylbenzenesulfonamide was used as a substituent of tetra peripherally substituted Fe(ii) phthalocyanine, taking into account several parameters crucial for the design of potential oxidation catalysts such as solubility and stability. The resulting phthalocyanine exhibits a remarkable stability under oxidative conditions. The main product of the oxidation of cyclohexene using H2O2 as the oxidant is the allylic ketone, 2-cyclohexen-1-one. Styrene oxidation led mainly to the formation of benzaldehyde. PMID:25355136

  1. (E)-3-(4-Fluoro­phen­yl)-1-(2-nitro­phen­yl)prop-2-en-1-one

    OpenAIRE

    Pan, Zhi-Fang

    2010-01-01

    The title compound, C15H10FNO3, was prepared from 2-nitro­acetphenone and 4-fluoro­benzaldehyde by an Aldol condensation reaction. The dihedral angle formed by the two benzene rings is 67.37 (2)°. The crystal structure is stabilized by weak inter­molecular C—H⋯O and C—H⋯F hydrogen bonds.

  2. Solvent‐free synthesis, spectral correlations and antimicrobial activities of some 3,4‐ dimethoxy chalcones

    OpenAIRE

    V. Mala; K. Sathiyamoorthi; SP Sakthinathan; D. Kamalakkannan; Suresh, R.; Vanangamudi, G.; G. Thirunarayanan

    2012-01-01

    Background: The aim of this study was to synthesise some substituted styryl 3,4-dimethoxy phenyl ketones using solvent-free SiO2-H2SO4 catalyzed aldol condensation between 3,4- dimethoxy acetophenone and substituted benzaldehydes under microwave irradiation. Then to characterize them by their analytical, physical and spectroscopic data, and also to study their the spectral correlation and antimicrobial activities.

  3. Synthesis and radical scavenger properties of novel spirochromenes derived from steroid sapogenins.

    Science.gov (United States)

    Ramos-Enríquez, Manuel A; Medina-Campos, Omar N; Pedraza-Chaverri, José; Iglesias-Arteaga, Martín A

    2015-06-01

    Tandem aldol condensation between steroid sapogenins and hydroxylated benzaldehydes afforded steroidal spirochromenes. Compounds that bear a phenolic hydroxyl group at position C-6', obtained by a reaction with 2,5-dihydroxybenzaldehyde, showed approximately 80% of maximal radical scavenging activity in the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) assay at 288 nM. In contrast, the starting steroid sapogenins and the spirochromenes without a phenolic group in the side chain proved to be inactive. PMID:25824324

  4. New Synthesis of 2,3-Diarylxanthones

    OpenAIRE

    Santos, Clementina M.M.; Silva, Artur; Cavaleiro, José

    2005-01-01

    http://apps.isiknowledge.com/full_record.do?product=UA&search_mode=GeneralSearch&qid=1&SID=V1M67gPH3IpI7j5a98j&page=1&doc=2&colname=WOS A new synthesis of novel 2,3-diarylxantones is described. This was accomplished by Aldol condensation of 3-bromo-2-methylchromone with benzaldehydes leading to the formation of 3-bromo-2-styrylchromones, followed by Heck reaction with styrenes.

  5. New Conjugated Benzothiazole-N-oxides: Synthesis and Biological Activity

    Directory of Open Access Journals (Sweden)

    Pavlína Foltínová

    2009-12-01

    Full Text Available Eleven new 2-styrylbenzothiazole-N-oxides have been prepared by aldol – type condensation reactions between 2-methylbenzothiazole–N-oxide and para-substituted benzaldehydes. Compounds with cyclic amino substituents showed typical push-pull molecule properties. Four compounds were tested against various bacterial strains as well as the protozoan Euglena gracilis as model microorganisms. Unlike previously prepared analogous benzothiazolium salts, only weak activity was recorded.

  6. Proline and benzylpenicillin derivatives grafted into mesoporous MCM-41: Novel organic–inorganic hybrid catalysts for direct aldol reaction

    OpenAIRE

    Dhar, Dwairath; Beadham, Ian; Chandrasekaran, Srinivasan

    2003-01-01

    New organic–inorganic hybrid catalysts were synthesized by covalent grafting of proline and benzylpenicillin derivatives into mesoporous MCM-41. These catalysts were extensively characterized using FT-IR, $^{13}CCP MAS$ solid state NMR, XRD and TEM techniques. These were used as catalysts for direct, asymmetric aldol reaction between acetone and activated aromatic aldehydes. In the reaction of 4-nitro and 4-fluoro benzaldehyde, the aldol products were obtained in 36% and 59% ee respective...

  7. Adsorptive removal of lead and cadmium ions using Cross -linked CMC Schiff base: Isotherm, Kinetics and Catalytic Activity

    OpenAIRE

    P.Moganavally; Deepa, M; P.N. SUDHA; Suresh, R.

    2016-01-01

    Water plays a vital role to human and other living organisms. Due to the effluent coming from chemical industries, the industrial activity, contamination of ground water level is goes on increasing nowadays. Therefore, there is a need to develop technologies that can remove toxic pollutants in wastewater. Hence the cross linked Carboxymethyl chitosan(CMC)/ 2,3-dimethoxy Benzaldehyde Schiff base complex has been synthesized and characterized by using FT-IR and SEM analysis. All these results...

  8. ZnO nanoparticle as catalyst for efficient green one-pot synthesis of coumarins through Knoevenagel condensation

    Indian Academy of Sciences (India)

    B Vinay Kumar; Halehatty S Bhojya Naik; D Girija; B Vijaya Kumar

    2011-09-01

    Green chemistry protocols with the reusability of the nano particle as catalyst in the synthesis of coumarins is described. The zinc oxide (ZnO) nanoparticles functions as highly effective catalyst for the reactions of various -hydroxy benzaldehydes with 1,3-dicarbonyl compounds under microwave and thermal conditions to afford the corresponding coumarins in moderate to good yields. The catalyst is inexpensive, stable, can be easily recycled and reused for several cycles with consistent activity.

  9. Insecticidal activity of essential oil of Prangos ferulacea (Umbelliferae) against Ephestia kuehniella (Lepidoptera: Pyralidae) and Trichogramma embryophagum (Hymenoptera: Trichogrammatidae)

    OpenAIRE

    ERCAN, Fahriye SÜMER; BAŞ, Hatice; Koç, Murat; Pandir, Dilek; ÖZTEMİZ, Sevcan

    2013-01-01

    Essential oil vapors obtained by the hydrodistillation of Prangos ferulacea (Umbelliferae) were tested on the different stages of Ephestia kuehniella Zeller (Lepidoptera: Pyralidae) and egg parasitoid Trichogramma embryophagum Hartig (Hymenoptera: Trichogrammatidae). Extracts of the volatile fractions from P. ferulacea were analyzed by capillary gas chromatography-mass spectrometry. The major compound of the essential oil was detected as 2,3,6-trimethyl benzaldehyde (66.59%) and the minor com...

  10. Electrodeposition of Zinc from Chloride Solution

    OpenAIRE

    NAIK, Yanjerappa Arthoba; VENKATESHA, Thimmappa Venkatarangaiah

    2002-01-01

    The electroplating of zinc is carried out in the presence of 3,4,5-Trimethoxy benzaldehyde from a chloride bath. The bath constituents are optimized through Hull cell experiments. Operating parameters such as pH, temperature, and current density are also optimized. The current efficiency and throwing power are measured at different current densities. Polarization study is carried out under galvanostatic conditions. Corrosion resistance test indicated good protection of steel by the ...

  11. Synthesis of 5-,6-, and 7-membered heterocycles from barbituric acid derivatives

    OpenAIRE

    Guyader, David

    2011-01-01

    SUMMARY A new procedure has been developed for the synthesis of barbituric acid derivatives. The reactions were performed under solvent free conditions without any catalyst. Employing this synthetic route, a large number of chalconoids and 5-,6-, and 7-membered heterocycles have been successfully synthesized in a very short time. The chalconoids have been synthesized from a barbituric derivative and substituted benzaldehydes. The effect of different substituents on the yield of the re...

  12. Control of anthocyanin biosynthesis pathway gene expression by eutypine, a toxin from Eutypa lata, in grape cell tissue cultures

    OpenAIRE

    Afifi, Maha; El-Kereamy, Ashraf; Legrand, Valérie; Chervin, Christian; Monje, Marie-Carmen; Nepveu, Françoise; Roustan, Jean-Paul

    2003-01-01

    Eutypine, 4-hydroxy-3-(3-methyl-3-butene-1-ynyl) benzaldehyde, is a toxin produced by Eutypa lata, the causal agent of Eutypa dieback in grapevine. The effect of the toxin on anthocyanin synthesis has been investigated in Vitis vinifera cv. Gamay cell cultures. At concentrations higher than 200 μmol/L, eutypine reduced anthocyanin accumulation in cells. The reduction in anthocyanin accumulation was proportional to the eutypine concentrations and HPLC analysis showed that eutypine ...

  13. 1-[Phenyl(pyridin-2-ylaminomethyl]-2-naphthol

    Directory of Open Access Journals (Sweden)

    Jie Xiao

    2010-11-01

    Full Text Available The title compound, C22H18N2O, was synthesized from naphthalen-2-ol, benzaldehyde and pyridin-2-amine. In the crystal, molecules are linked into centrosymmetric R22(16 dimers by pairs of O—H...N hydrogen bonds. The molecular conformation is stabilized by an N—H...O hydrogen bond. The dihedral angle between the naphthylene ring system and the phenyl ring is 72.86 (12°.

  14. Derivatives of the triaminoguanidinium ion, 3. Multiple N-functionalization of the triaminoguanidinium ion with isocyanates and isothiocyanates

    OpenAIRE

    Szabo, Jan; Karger, Kerstin; Bucher, Nicolas; Maas, Gerhard

    2014-01-01

    1,2,3-Triaminoguanidinium chloride was combined with benzaldehyde and hydratropic aldehyde to furnish the corresponding tris(imines), which were converted into 1,2,3-tris(benzylamino)guanidinium salts by catalytic hydrogenation in the former, and by borane reduction in the latter case. The resulting alkyl-substituted triaminoguanidinium salts underwent a threefold carbamoylation with aryl isocyanates to furnish 1,2,3-tris(ureido)guanidinium salts, while p-toluenesulfonyl isocyanate led only t...

  15. Derivatives of the triaminoguanidinium ion, 3. Multiple N-functionalization of the triaminoguanidinium ion with isocyanates and isothiocyanates

    OpenAIRE

    Jan Szabo; Kerstin Karger; Nicolas Bucher; Gerhard Maas

    2014-01-01

    1,2,3-Triaminoguanidinium chloride was combined with benzaldehyde and hydratropic aldehyde to furnish the corresponding tris(imines), which were converted into 1,2,3-tris(benzylamino)guanidinium salts by catalytic hydrogenation in the former, and by borane reduction in the latter case. The resulting alkyl-substituted triaminoguanidinium salts underwent a threefold carbamoylation with aryl isocyanates to furnish 1,2,3-tris(ureido)guanidinium salts, while p-toluenesulfonyl isocyanate led only t...

  16. Synthesis of 1,3-Bis(hydroxy-halogenophenyl)-propane-1,3-diamines and their Pt(II) Complexes, Syntheses of the Ligands

    OpenAIRE

    Kammermeier, T; Wiegrebe, Wolfgang

    1994-01-01

    The title diamines were prepared according to von Auwer's/Arakawa's procedures starting from appropriately substituted benzaldehydes and acetophenones via chalcones, addition of two moles of hydroxylamine, reduction, and separation of diastereomers as N,N'-bisacetamides. - The Pt(II) complexes of the title ligands are described in the following paper. Die Titel-Diamine werden nach von Auwers bzw. Arakawa aus entspr. substituierten Benzaldehyden und Acetophenonen über die Ch...

  17. Synthesis and Antibacterial Activity of Some Heterocyclic Chalcone Analogues Alone and in Combination with Antibiotics

    OpenAIRE

    Tuong-Ha Do; Thi-Ngoc-Phuong Huynh; Khac-Minh Thai; Cat-Dong Tran; Thanh-Dao Tran; Thi-Thao-Nhu Nguyen

    2012-01-01

    A series of simple heterocyclic chalcone analogues have been synthesized by Claisen Schmidt condensation reactions between substituted benzaldehydes and heteroaryl methyl ketones and evaluated for their antibacterial activity. The structures of the synthesized chalcones were established by IR and 1H-NMR analysis. The biological data shows that compounds p5, f6 and <...

  18. SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME CHALCONE DERIVATIVES AND THEIR COPPERCOMPLEXES

    OpenAIRE

    P. M. Rachmale

    2012-01-01

    In the present investigation, 4-chloro acetophenone on condensation with 2-nitro benzaldehydes in methanolic NaOH solution yielded the corresponding chalcone. These chalcone were further reacted with Isonicotyl hydrazide and semicarbazide in ethanol which led to the formation of chalcone Isonicotyl hydrazone and chalcone semicarbazone derivatives respectively. The newly synthesized derivatives and there copper complexes were characterized on the basis of their chemical properties and spect...

  19. Synthesis and catalytic activities of porphyrin-based PCP pincer complexes.

    OpenAIRE

    Fujimoto, Keisuke; Yoneda, Tomoki; Yorimitsu, Hideki; Osuka, Atsuhiro

    2013-01-01

    2,18-Bis(diphenylphosphino)porphyrins undergo peripheral cyclometalation with group 10 transition-metal salts to afford the corresponding porphyrin-based PCP pincer complexes. The porphyrinic plane and the PCP-pincer unit are apparently coplanar, with small strain. The catalytic activities of the porphyrin-based pincer complexes at the periphery were investigated in the allylation of benzaldehyde with allylstannane and in the 1,4-reduction of chalcone to discover the electronic interplay betw...

  20. Preparing Students for Research: Synthesis of Substituted Chalcones as a Comprehensive Guided-Inquiry Experience

    Science.gov (United States)

    Vyvyan, James R.; Pavia, Donald L.; Lampman, Gary M.; Kriz, George S., Jr.

    2002-09-01

    A guided inquiry experiment involving the synthesis and characterization of substituted benzalacetophenones (chalcones) is described. The chalcones are produced in the aldol condensation of substituted benzaldehydes with substituted acetophenones. Each student is assigned a different target chalcone and conducts online and printed literature searches on the target. After completing the synthesis and purification of their product, the students compare their data with those found in the literature.

  1. Studies on Synthesis of Some Novel Heterocyclic Chalcone, Pyrazoline, Pyrimidine - 2 - One, Pyrimidine - 2 - Thione, para-Acetanilide Sulphonyl and Benzoyl Derivatives and their Antimicrobial Activity

    OpenAIRE

    Mistry, Rakesh N.; K. R. Desai

    2005-01-01

    1, 2 - Dichloro benzene on chlorosulphonation by chlorosulphonic acid gives 1, 2 - [dichloro] - benzene sulphonyl chloride which on condensation with p –amino acetophenone gives 1-[acetyl] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative. This derivative undergo condensation with 2,4- dichloro benzaldehyde gives 1- [3” - (sub. phenyl) - 2” - propene - 1” - one] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative which on reaction with 99% hydrazine hydrate and glacial acetic acid g...

  2. Phytochemical profiles and antioxidant potential of four Arctic vascular plants from Svalbard

    Digital Repository Service at National Institute of Oceanography (India)

    Singh, P.; Singh, S.M.; DeSouza, L.; Wahidullah, S.

    resistant towards dissociation. Each ion is likely to represent a single component of the mixture rather than being fragments of other heavier ions. The ionization behaviour is typical of neutral oligosaccharides, due to their capability to form strong...) The phytoecdysteroid profiles of 7 species of Silene (Caryophyllaceae). Arch Insect Biochem Physio 72:234–248 FIGURE LEGENDS Figure 1: Structures of compounds identified in Silene uralensis: (1) Ethyl benzene, (2) Benzoyl selenol, (3) Benzaldehyde, (4...

  3. Solvent-Free Preparation of Novel 2-[Phenyl (Pyridine-2-Ylamino) Methyl] Phenols as Pseudo-Betti Processor for Natural Products

    OpenAIRE

    Shushizadeh, Mohammad Reza; Azizyan, Somaye

    2014-01-01

    Background: 2-Aminopyridine and benzaldehydes mixture readily reacted with phenols at 80°C without any solvents to produce novel 2-[phenyl (pyridine-2-yl amino (methyl] phenol derivatives as pseudo-Betti products in good to high yields. These compounds are efficient processor for synthesis of the natural products. Objectives: We decided to report the synthesis of a series of novel N-heteroaryl-arylmethyl phenols via a simple three-component, one-pot method, using aromatic aldehydes, heteroary...

  4. Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane

    Science.gov (United States)

    Ayoup, Mohammed Salah; Cordes, David B; Slawin, Alexandra M Z

    2015-01-01

    Summary Palladium catalysed carbonylation reactions using the meta- and para-iodo derivatives of all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane (4) are illustrated as the start point for a variety of functional group interconversions. The resultant benzaldehyde and benzoic acids offer novel building blocks for further derivatisation and facilitate the incorporation of the facially polarised all-cis-1,2,4,5-tetrafluorocyclohexane motif into more advanced molecular scaffolds. PMID:26877788

  5. Dried powders of velvetbean and pine bark added to soil reduce Rhizoctonia solani-induced disease on soybean Pós secos de mucuna e casca de pinus adicionados ao solo reduzem a doença causada por Rhizoctonia solani em soja

    OpenAIRE

    Luiz E. B Blum; Rodrígo Rodríguez-Kábana

    2006-01-01

    Diseases induced by Rhizoctonia solani, like damping-off and root and stem rot on soybean (Glycine max), are a serious problem around the world. The addition of some organic material to soil is an alternative control for these diseases. In this study, benzaldehyde and dried powders of kudzu (Pueraria lobata), velvetbean or mucuna (Mucuna deeringiana), and pine bark (Pinus spp.) were used in an attempt to improve soybean plant growth and to reduce the disease R. solani (AG-4) causes on soybean...

  6. Potassium fluoride/K10-montmorillonite nanostructure as a Green and Reusable Catalyst under mild reaction conditions for the knovenagel Condensation

    OpenAIRE

    Mercedeh Ghanei; Khalilzadeh, Mohammad A.; Mohammad M. Hashemi

    2016-01-01

    Potassium fluoride (KF)/montmorillonite (K10-MMT) nanostructure acts as an active heterogeneous base catalyst for Knovenagel condensation. Here we have described the catalytic activities of KF/K10 nanostructure in the condensation reaction of various substituted benzaldehydes with active methylene compound malononitrile under mild condition. The experimental results showed that the KF/K10 had high catalytic activity and it can be recycled without significant loss of activity. This practical a...

  7. A set of data on green, ripening and senescent vanilla pod (Vanilla planifolia; Orchidaceae): anatomy, enzymes, phenolics and lipids

    OpenAIRE

    Brillouet, Jean Marc; Odoux , Eric; Conejero, Geneviève

    2010-01-01

    Mature green vanilla pods accumulate 4-O-(3-methoxy-benzaldehyde)-beta-D-glucoside (glucovanillin), which, upon hydrolysis by an endogenous beta-glucosidase, liberates vanillin, the major aroma component of vanilla. Little is known on the spatial distribution of aroma-generating phenolics, and the enzymes responsible for their liberation (beta-glucosidase) and oxidation (peroxidase). We report here quantitative data with respect to these three components in relation to the anatomy of the pod....

  8. Imidazolium ionic liquids as solvents for cerium(IV)-mediated oxidation reactions

    OpenAIRE

    Mehdi, Hasan; Bodor, Andrea; Lantos, Diana; Horváth, István T; De Vos, Dirk; Binnemans, Koen

    2007-01-01

    Use of imidazolium ionic liquids as solvents for organic transformations with tetravalent cerium salts as oxidizing agents was evaluated. Good solubility was found for ammonium hexanitratocerate(IV) (ceric ammonium nitrate, CAN) and cerium(IV) triflate in 1-alkyl-3-methylimidazolium triflate ionic liquids. Oxidation of benzyl alcohol to benzaldehyde in 1-ethyl-3-methylimidazolium triflate was studied by in-situ FTIR spectroscopy and 13C NMR spectroscopy on carbon-13-labeled benzyl alcohol. Ca...

  9. Synthesis, antimicrobial screening and structure-activity relationship of some novel 2-hydroxy-5-(nitro-substituted phenylazo benzylidine anilines

    Directory of Open Access Journals (Sweden)

    Halve A

    2006-01-01

    Full Text Available The title compounds were synthesized by the condensation of nitro-substituted 2-hydroxy-5- (nitro-substituted phenylazo benzaldehyde (3 with different aromatic amines in presence of ethanol in good yield. The chemical structures were confirmed by IR, 1H NMR and elemental analysis. All the synthesized compounds (4a-j have been evaluated for their in vitro antimicrobial activity against S. aureus , P. aeruginosa , E. coli , A. fumigatus , A. niger and C. neoformans .

  10. A New Approach for Increasing Ascorbyl Palmitate Stability by Addition of Non-irritant Co-antioxidant

    OpenAIRE

    Obreza, Aleš; Pečar, Slavko; Gosenca, Mirjam; GAŠPERLIN, MIRJANA

    2010-01-01

    The aim of this work was to test innovative approach for enhancing ascorbyl palmitate stability in microemulsions for topical application by addition of newly synthesized co-antioxidant 4-(tridecyloxy)benzaldehyde oxime (TDBO) and to investigate its antioxidant activity and finally to evaluate cytotoxicity of TDBO-loaded microemulsions on keratinocyte cells. TDBO significantly increased ascorbyl palmitate stability in oil-dispersed-in-water (o/w) microemulsions, most presumably due to reducti...

  11. Identification of vertebrate volatiles stimulating olfactory receptors on tarsus I of the tick Amblyomma variegatum Fabricius (Ixodidae): I. Receptors within the Haller’s organ capsule

    OpenAIRE

    Steullet, Pascal; Guerin, Patrick M.

    2010-01-01

    Gas chromatography-coupled electrophysiological recordings (GC-EL) from olfactory sensilla within the capsule of Haller's organ of the tick Amblyomma variegatum indicate the presence of a number of stimulants in rabbit and bovine odours, and in steer skin wash. Some of these stimulants were fully identified by gas chromatography-mass spectrometry analysis and by matching electrophysiological activity of synthetic analogues as: 1) hexanal, 2-heptenal, nonanal, furfural, benzaldehyde, and 2-hyd...

  12. PPA-SiO2 Catalyzed Multi-component Synthesis of N-[α-(β-Hydroxy-α-naphthyl)(benzyl)]O-Alkyl Carbamate Derivatives

    Institute of Scientific and Technical Information of China (English)

    SHATERIAN,Hamid Reza; HOSSEINIAN,Asghar; GHASHANG,Majid

    2009-01-01

    Silica-supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the multi-component condensation reaction of benzaldehydes,2-naphthol,and methyl/benzyl carbamate to afford the corresponding N-[α-(β-hydroxy-α-naphthyl)(benzyl)]O-alkyl carbamate derivatives in good to excellent yields.This new approach consistently has the advantage of short reaction time,high conversions,clean reaction profiles,and simple experimental and work-up procedures.

  13. Solvent‐free synthesis, spectral correlations and antimicrobial activities of some 3,4‐ dimethoxy chalcones

    Directory of Open Access Journals (Sweden)

    V. Mala

    2012-03-01

    Full Text Available Background: The aim of this study was to synthesise some substituted styryl 3,4-dimethoxy phenyl ketones using solvent-free SiO2-H2SO4 catalyzed aldol condensation between 3,4- dimethoxy acetophenone and substituted benzaldehydes under microwave irradiation. Then to characterize them by their analytical, physical and spectroscopic data, and also to study their the spectral correlation and antimicrobial activities.

  14. Star polymer synthesis viaλ-orthogonal photochemistry.

    Science.gov (United States)

    Hiltebrandt, Kai; Kaupp, Michael; Molle, Edgar; Menzel, Jan P; Blinco, James P; Barner-Kowollik, Christopher

    2016-08-01

    We introduce a light induced sequence enabling λ-orthogonal star polymer formation via an arms-first approach, based on an α,ω-functional polymer carrying tetrazole and o-methyl benzaldehyde moieties, which upon irradiation can readily undergo cycloaddition with a trifunctional maleimide core. Depending on the wavelength, the telechelic strand can be attached to the core at either photo-reactive end. PMID:27378494

  15. Synthesis, characterization and antibacterial studies of ruthenium(III) complexes derived from chitosan schiff base.

    Science.gov (United States)

    Vadivel, T; Dhamodaran, M

    2016-09-01

    Chitosan can be modified chemically by condensation reaction of deacetylated chitosan with aldehyde in homogeneous phase. This condensation is carried by primary amine (NH2) with aldehyde (CHO) to form corresponding schiff base. The chitosan biopolymer schiff base derivatives are synthesized with substituted aldehydes namely 4-hydroxy-3-methoxy benzaldehyde, 2-hydroxy benzaldehyde, and 2-hydroxy-3-methoxy benzaldehyde, becomes a complexing agent or ligand. The Ruthenium(III) complexes were obtained by complexation of Ruthenium with schiff base ligands and this product exhibits as an excellent solubility and more biocompatibility. The novel series of schiff base Ruthenium(III) complexes are characterized by Elemental analysis, FT-IR spectroscopy, and Thermo-gravimetric analysis (TGA). The synthesized complexes have been subjected to antibacterial study. The antibacterial results indicated that the antibacterial activity of the complexes were more effective against Gram positive and Gram negative pathogenic bacteria. These findings are giving suitable support for developing new antibacterial agent and expand our scope for applications. PMID:26562551

  16. Interactions of flavoured oil in-water emulsions with polylactide.

    Science.gov (United States)

    Salazar, Rómulo; Domenek, Sandra; Ducruet, Violette

    2014-04-01

    Polylactide (PLA), a biobased polymer, might prove suitable as eco-friendly packaging, if it proves efficient at maintaining food quality. To assess interactions between PLA and food, an oïl in-water model emulsion was formulated containing aroma compounds representing different chemical structure classes (ethyl esters, 2-nonanone, benzaldehyde) at a concentration typically found in foodstuff (100 ppm). To study non-equilibrium effects during food shelf life, the emulsions were stored in a PLA pack (tray and lid). To assess equilibrium effects, PLA was conditioned in vapour contact with the aroma compounds at concentrations comparable to headspace conditions of real foods. PLA/emulsion interactions showed minor oil and aroma compound sorption in the packaging. Among tested aroma compounds, benzaldehyde and ethyl acetate were most sorbed and preferentially into the lid through the emulsion headspace. Equilibrium effects showed synergy of ethyl acetate and benzaldehyde, favouring sorption of additional aroma compounds in PLA. This should be anticipated during the formulation of food products. PMID:24262538

  17. Pressure- and light-induced luminescence of several aldehydes dissolved in polymer matrices

    Energy Technology Data Exchange (ETDEWEB)

    Dreger, Z.A.; Lang, J.M.; Drickamer, H.G. [Univ. of Illinois, Urbana, IL (United States)

    1996-03-14

    The pressure- and light-induced emissions of four aldehydes - benzaldehyde (BA), 4-(dimethylamino)-benzaldehyde (DMABA), 4-(dibutylamino)-benzaldehyde (DBABA), and 4-(dimethylamino)-1-naphthaldehyde (DMANA) - dissolved in solid polymers have been investigated. All compounds studied exhibit under pressure as well as under continuous irradiation a significant enhancement of the luminescence emission. In the case of substituted aldehydes, both the fluorescence and phosphorescence increase markedly when pressure increases. For BA only increasing phosphorescence is observed. These changes are explained in terms of a model which takes a mixing of the lowest triplet state character as a controlling factor of the pressure effect. Thus, the pressure-induced emission arises from a decrease of the n,{pi}{sup *} character of the lowest triplet state and as a result an increase of its radiative rate and decrease of the intersystem crossing. The lowest triplet state is also assumed to be a precursor for the light-induced effect. In this case, the emission is proposed to occur as a result of the triplet reactivity and consequently the creation of a light-emitting species. 17 refs., 20 figs.

  18. Selective Oxidation of Toluene with Hydrogen Peroxide Catalyzed by V-Mo-based Catalyst

    Institute of Scientific and Technical Information of China (English)

    WU Jun-ping; WANG Xue-qin; ZHU Liang-fang; LI Gui-ying; HU Chang-wei

    2007-01-01

    The selective catalytic oxidation of toluene with hydrogen peroxide over V-Mo-based catalysts under mild conditions was studied. The promotion effect of Mo on the catalysts was studied with V/Al2O3 and Mo/Al2O3 as reference samples. The catalysts were characterized by XRD, TPR, and XPS techniques. The results show that the addition of Mo to V/Al2O3 may change the distribution of V species on Al2O3 surface. Over V-Mo/Al2O3 catalyst, highly dispersed amorphous V species facilitates benzaldehyde formation, and crystalline V2O5 species increases the conversion of toluene but decreases the selectivity to benzaldehyde, while AlVMoO7 species favors both the conversion of toluene and the formation of cresols. The yield of benzaldehyde depends remarkably on the surface O/Al and Mo/V atomic ratios, and gets to a maximum value of 13.2% with a selectivity of 79.5% at an O/Al atomic ratio of 3.0 and Mo/V atomic ratio of 0.7.

  19. Combinatorial synthesis and antibacterial evaluation of an indexed chalcone library.

    Science.gov (United States)

    Ansari, Farzana Latif; Nazir, Samina; Noureen, Humaira; Mirza, Bushra

    2005-12-01

    A 120-membered chalcone library has been designed and prepared from six differently substituted acetophenones (A1-A6) and 20 benzaldehydes (B1-B20). The library was subjected to biological studies targeted against six bacterial strains. For the identification of the most-active member(s) of the library, the so-called indexed or positional-scanning method was applied. Six out of 26 sub-libraries, i.e., AL1-AL6, were synthesized by keeping the acetophenone moiety A fixed and using equimolar quantities of the 20 different benzaldehydes. The remaining 20 sub-libraries BL1-BL20 were prepared by keeping the benzaldehyde B component fixed and varying the six acetophenones (Table 1). The bactericidal activities of the resulting sub-libraries were tested and used as indices to the rows or columns of a two-dimensional matrix. Finally, parallel synthesis of 24 specific members with the highest-expected antibacterial activities, present in two sub-libraries, was carried out. These chalcones were screened again, and the results were exploited for establishing the structure-activity relationship (SAR) and the identification of the lead compound, which turned out to be 1,3-bis(2-hydroxyphenyl)prop-2-en-1-one (A2B2) in terms of activity towards Staphylococcus aureus and Bacillus subtilis (Tables 5-7). PMID:17191962

  20. Looking inside the pores of a MCM-41 based Mo heterogeneous styrene oxidation catalyst: an inelastic neutron scattering study.

    Science.gov (United States)

    Fernandes, Cristina I; Rudić, Svemir; Vaz, Pedro D; Nunes, Carla D

    2016-07-14

    Styrene oxidation mediated by a Mo-based mesoporous catalyst can yield selectively styrene oxide or benzaldehyde. Kinetic data evidenced that styrene oxide is the initial single-product formed by the catalytic Mo-mediated process. However, after some hours of reaction benzaldehyde yield rises while that of the epoxide decreases concomitantly. The mechanistic proposal pointed to a surface assisted acid-base mechanism by which styrene oxide is interconverted into benzaldehyde through over-oxidation and cleavage of the C-C bond and releases formaldehyde as well. In an attempt to gain some insight into whether this mechanistic proposal is realistic we have conducted a combined DRIFT and inelastic neutron scattering (INS) study to assess the adsorbed species at the catalyst's surface and confirm the mechanistic proposal. INS and DRIFT provided complementary insight into surface-adsorbed species by probing donor (INS) and acceptor (DRIFT) species. INS also allowed for an estimation of product selectivity by means of a Job method stressing the power of the technique. PMID:27118507

  1. The active sites in the heterogeneous Baeyer-Villiger oxidation of cyclopentanone by hydrotalcite catalysts

    Science.gov (United States)

    Ueno, Shinji; Ebitani, Kohki; Ookubo, Akira; Kaneda, Kiyotomi

    1997-11-01

    The active sites of hydrotalcites, [ Mg1-x2+Alx3+( OH) 2] x+[ Ax/nn-·m H 2O ] x-, A″ n-; CO 32-, Cl -, etc., were studied in the heterogeneous Baeyer-Villiger oxidation of cyclopentanone to δ-valerolactone with a combination oxidant system of molecular oxygen and benzaldehyde (O 2/benzaldehyde) in a 1,2-dichloroethane solvent. The hydrotalcites with different basicity were prepared by changing element ratios of Al 3+ to Mg 2+ in the Brucite-like layer and by changing anionic compounds (CO 32-, Cl -, and SO 42-) in the interlayer. The basicities of hydrotalcites were evaluated by measuring the calorimetric heats of benzoic acid adsorption and the zeta-potential of potassium chloride and by the indicator titration method. Yields of δ-valerolactone were almost proportional to the basicities of hydrotalcites, i.e., the heats of benzoic acid adsorption on hydrotalcites, which suggests that basic sites of hydrotalcites are active sites for the oxidation. Yields of δ-valerolactone were also dependent on the basicities of hydrotalcites using m-chloroperbenzoic acid ( m-CPBA) as an oxidant instead of O 2/benzaldehyde. Basic sites of hydrotalcites play an important role in the oxygen transfer from perbenzoic acid to ketone.

  2. Study on the Synthesis Process of Dibenzylidene Sorbitol and Derivative

    Institute of Scientific and Technical Information of China (English)

    Li JiChun

    2001-01-01

    @@ Dibenzylidene Sorbitol (DBS) and Di(P-methylbenzylidene) Sorbitol (P-MeDBS) derivatives, used as crystallinity Polyolefine kind resin transparency nucleating agent, can reduce to a large extent the product's haze, improve its transparency, validly resin's rigidity, heat resistant temperature and modulus of bending. Its good transparency and glossiness are as good as transparent material. It has become polyolefine processing auxiliary that develop most quickly and consume most massively in the world. It is used widely in the processing of transparent plastic package vessel, equipment's parts, file folder and transperene material. The nucleating agent of DBS analog is made from one mole Sorbitol and two mole benzaldehyde dehydration condensation reaction, which associates with by-reaction. Sorbitol containing six hydroxyl group ring condensates with benzaldehyde and yield three acetal compounds-monobenzylidene Sorbitol(hereafier briefly referred to as "MBS”), DBS and Tridibenzylidene Sorbitol(hereafter briefly referred to as "TBS”). MBS and TBS are by-products. The experiment is carried out under the condition of temperature 75'C, reaction time 4 hours and agitation velocity 370 r/min. We conducted intensive research on the effects of Sorbitol/benzaldehyde(S/B) and Sorbitol/P-Me-DBS feeding molar ratios. When B/S is 2, the target product's yield can even be improved to 98.5% and 97.17% respectively, whereas feeding molar ratio are increased or reduced, the product's yield reduces definitely. The reason is that DBS and Derivative are produced by the process that one mole Sorbitol and two mole benzaldehyde condense. Sorbitol can't react validly with the molar ratio being lower than 2 .While B/S is in excess of 2.1, the excess benzaldehyde condenses some yielded DBS and produces TBS. Research data show that feeding molar ratio ought to range from 1.9 to 2.1 in order to acquire high yield and selectivity's target product. The result of synthesizing P

  3. Study on the Synthesis Process of Dibenzylidene Sorbitol and Derivative

    Institute of Scientific and Technical Information of China (English)

    Li; JiChun

    2001-01-01

    Dibenzylidene Sorbitol (DBS) and Di(P-methylbenzylidene) Sorbitol (P-MeDBS) derivatives, used as crystallinity Polyolefine kind resin transparency nucleating agent, can reduce to a large extent the product's haze, improve its transparency, validly resin's rigidity, heat resistant temperature and modulus of bending. Its good transparency and glossiness are as good as transparent material. It has become polyolefine processing auxiliary that develop most quickly and consume most massively in the world. It is used widely in the processing of transparent plastic package vessel, equipment's parts, file folder and transperene material. The nucleating agent of DBS analog is made from one mole Sorbitol and two mole benzaldehyde dehydration condensation reaction, which associates with by-reaction. Sorbitol containing six hydroxyl group ring condensates with benzaldehyde and yield three acetal compounds-monobenzylidene Sorbitol(hereafier briefly referred to as "MBS”), DBS and Tridibenzylidene Sorbitol(hereafter briefly referred to as "TBS”). MBS and TBS are by-products. The experiment is carried out under the condition of temperature 75'C, reaction time 4 hours and agitation velocity 370 r/min. We conducted intensive research on the effects of Sorbitol/benzaldehyde(S/B) and Sorbitol/P-Me-DBS feeding molar ratios. When B/S is 2, the target product's yield can even be improved to 98.5% and 97.17% respectively, whereas feeding molar ratio are increased or reduced, the product's yield reduces definitely. The reason is that DBS and Derivative are produced by the process that one mole Sorbitol and two mole benzaldehyde condense. Sorbitol can't react validly with the molar ratio being lower than 2 .While B/S is in excess of 2.1, the excess benzaldehyde condenses some yielded DBS and produces TBS. Research data show that feeding molar ratio ought to range from 1.9 to 2.1 in order to acquire high yield and selectivity's target product. The result of synthesizing P-Me-DBS homologue

  4. Health-Beneficial Phenolic Aldehyde in Antigonon leptopus Tea

    Directory of Open Access Journals (Sweden)

    Vanisree Mulabagal

    2011-01-01

    Full Text Available Tea prepared from the aerial parts of Antigonon leptopus is used as a remedy for cold and pain relief in many countries. In this study, A. leptopus tea, prepared from the dried aerial parts, was evaluated for lipid peroxidation (LPO and cyclooxygenase (COX-1 and COX-2 enzyme inhibitory activities. The tea as a dried extract inhibited LPO, COX-1 and COX-2 enzymes by 78%, 38% and 89%, respectively, at 100 g/mL. Bioassay-guided fractionation of the extract yielded a selective COX-2 enzyme inhibitory phenolic aldehyde, 2,3,4-trihydroxy benzaldehyde. Also, it showed LPO inhibitory activity by 68.3% at 6.25 g/mL. Therefore, we have studied other hydroxy benzaldehydes and their methoxy analogs for LPO, COX-1 and COX-2 enzymes inhibitory activities and found that compound 1 gave the highest COX-2 enzyme inhibitory activity as indicated by a 50% inhibitory concentration (IC50 at 9.7 g/mL. The analogs showed only marginal LPO activity at 6.25 g/mL. The hydroxy analogs 6, 7 and 9 showed 55%, 61% and 43% of COX-2 inhibition at 100 g/mL. However, hydroxy benzaldehydes 3 and 12 showed selective COX-1 inhibition while compounds 4 and 10 gave little or no COX-2 enzyme inhibition at 100 g/mL. At the same concentration, compounds 14, 21 and 22 inhibited COX-1 by 83, 85 and 70%, respectively. Similarly, compounds 18, 19 and 23 inhibited COX-2 by 68%, 72% and 70%, at 100 g/mL. This is the first report on the isolation of compound 1 from A. leptopus tea with selective COX-2 enzyme and LPO inhibitory activities.

  5. Investigational agents for sickle cell disease.

    Science.gov (United States)

    Okpala, Iheanyi

    2006-08-01

    Developments in the treatment of sickle cell disease (SCD) have not kept pace with advances in understanding the pathophysiology of this haemoglobinopathy. Drugs undergoing preclinical and clinical assessment for the therapy of these globin gene disorders are discussed in this article. Beginning with investigational agents for treatment of SCD as a whole, the discussion proceeds to drugs being developed for specific manifestations or iatrogenic complications. Despite being licensed in the USA, the prototype antisickling agent, hydroxycarbamide, has not attained worldwide clinical use because of concerns about long-term toxicity. The less toxic decitabine, which (as with hydroxycarbamide) increases fetal haemoglobin level, cannot be administered orally; therefore, the search continues for effective and safe antisickling drugs that can be taken orally. The naturally occurring benzaldehyde 5-hydroxymethyl-2-furfural has shown promising antisickling properties in vitro, and when administered to transgenic sickle mice. These effects are surpassed by the new synthetic pyridyl derivatives of benzaldehyde. Studies in humans with SCD are required to assess the clinical efficacy of these benzaldehydes. Niprisan, another antisickling agent with significant clinical efficacy and an attractive safety profile, is undergoing further development. The prospects of antiadhesion therapy in SCD are demonstrated by a recombinant protein containing the Fc fragment of IgG fused to the natural ligand for selectins: the conjugate significantly inhibited blood vessel occlusion in transgenic sickle mice. Whereas the orally administrable iron-chelating agent deferasirox is likely to increasingly take the place of desferioxamine (which can only be given parenterally), effective treatment of priapism in SCD remains a distressing challenge. PMID:16859388

  6. Synthesis of 2-phenyl- and 2,3-diphenyl-quinolin-4-carboxylic acid derivatives

    International Nuclear Information System (INIS)

    Quinolin derivatives are a group of compounds known to possess a wide range of biological activities. The chemistry of quinolines together with their corresponding aldehydes were dealt with in chapter one of this study. Special emphasis was given to the chemistry of benzaldehyde. Twenty five 2-phenyl- and 2,3-diphenyl-quinolin-4-carboxylic acid derivatives together with their corresponding intermediates were prepared in this work. Basically, the synthetic design of these compounds arise from the appropriate disconnections of the target 2-phenyl and 2,3-diphenyl-quinolin-4-carboxylic acids. The retro synthesis analysis of these compounds reveals pyruvic acid, aromatic amine and benzaldehyde or phenyl pyruvic acid, aromatic amine and benzaldehyde as possible logical precursors for 2-phenyl-and 2,3-diphenyl- quinoline-4-carboxylic acids respectively. The purity and identities of the synthesized compounds were elucidated through chromatographic and spectroscopic techniques. The compounds were heavily subjected to spectroscopic analysis (UV, IR, GC/MS, 1H-and 13C- NMR). The appropriate disconnections and the mechanisms of the corresponding reactions were given and discussed in chapter three. The spectral data were interpreted and correlated with the target structures. The prepared 2-phenyl- and 2,3-diphenyl-quinoline-4-carboxylic acid derivatives were screened for their antibacterial activity. The compounds were tested against the standard bacterial organisms B. subtilis, S. aureus, E. coli and P. vulgaris. Some of these compounds were devoid of antibacterial activity against S. aureus and P. vulgaris, while others showed moderate activity. All of the tested compounds showed an activity against B. subtilis and E. coli. 2,3-diphenyl -6-sulphanilamide-quinolin-4-carboxylic acid showed the highest activity against the four standard tested organisms.(Author)

  7. Single-site SBA-15 supported zirconium catalysts. Synthesis, characterization and toward cyanosilylation reaction

    International Nuclear Information System (INIS)

    Graphical abstract: Ligand-modified signal-site SBA-15 supported zirconium catalysts were synthesized by SOMC method and characterized by a variety of techniques. The zirconium surface complexes show high catalytic efficiency for cyanosilylation of benzaldehyde. - Highlights: • Some Zr active species have been anchored on the surface of SBA-15 by SOMC technique. • The structures of the Zr species have been characterized by a variety of techniques. • The anchored Zr species are single-sited surface complexes. • The Zr surface complexes are catalytic active for cyanosilylation of benzaldehyde. - Abstract: A successive anchoring of Zr(NMe2)4, cyclopentadiene and a O-donor ligand, 1-hydroxyethylbenzene (PEA), 1,1′-bi-2-naphthol (Binol) or 2,3-dihydroxybutanedioic acid diethyl ester (Tartrate), on dehydroxylated SBA-15 pretreated at 500 °C for 16 h (SBA-15-500) was conducted by SOMC strategy in moderate conditions. The dehydoxylation of SBA-15 was monitored by in situ Fourier transform infrared spectroscopy (in situ FT-IR). The ligand-modified SBA-15-500 supported zirconium complexes were characterized by in situ FT-IR, 13C CP MAS-NMR, X-ray photoelectron spectroscopy (XPS), inductively coupled plasma mass spectrometry (ICP-MAS) and elemental analysis in detail, verifying that the surface zirconium species are single-sited. The catalytic activity of these complexes was evaluated by cyanosilylation of benzaldehyde. The results showed that the catalytic activity is dependent strongly on the structure of surface species and the configuration of the ligands

  8. Strati-bis porphyrins: a promising gauge for study of photo-induced electron transfer. Final summary report

    Energy Technology Data Exchange (ETDEWEB)

    Mauzerall, D.

    1982-02-01

    The synthesis of a new series of strati-bisporphyrins (sbPs) is reported. The synthesis via the preparation of the first amide-linked sbP, tetra-meso-(m,m' (N-benzyl benzamide)) strati-bisporphyrin, III. This highly symmetric and well defined staked porphyrin dimer of two meso-substituted tetra phenyl porphyrins joined at the meta positions of all eight phenyl groups by four methyl formamide linkages, -CH/sub 2/NHCO-. This sbP is being prepared by the de-novo coupling procedure where a second porphyrin ring is constructed upon an initial porphyrin ring by way of the internal condensation of a porphyrin tetraaldehyde with four pyrrole molecules. This is the same general scheme which was successfully used in the synthesis of the first sbP system which had ester linkages. The necessary porphyrin tetraaldehyde for this new amide-linked dimer has already been synthesized. The porphyrin, tetraaldehyde, T-meso (m-N-benzyl(m'-formyl)benzamide) porphyrin, II, was prepared by the acylation of a porphyrin tetraamine with m-chlorocarbonyl benzaldehyde. The porphyrin tetraamine, tetra-meso-(m-aminomethyl-phenyl porphyrin, I, was prepared by the condensation of the shiff-base polymer of m-amino-methyl benzaldehyde with pyrrole in the usual way. The most effective synthetic scheme for the sbP III begins with the preparation of the essential benzaldehydes 5 and 9 by the bromination of commercially available toluene derivatives. The fluorescence and other photophysical properties of these molecules will be studied as purified samples are prepared. 3 figures. (DMC)

  9. Single-site SBA-15 supported zirconium catalysts. Synthesis, characterization and toward cyanosilylation reaction

    Energy Technology Data Exchange (ETDEWEB)

    Xu, Wei; Yu, Bo; Zhang, Ying; Chen, Xi; Zhang, Guofang, E-mail: gfzhang@snnu.edu.cn; Gao, Ziwei, E-mail: zwgao@snnu.edu.cn

    2015-01-15

    Graphical abstract: Ligand-modified signal-site SBA-15 supported zirconium catalysts were synthesized by SOMC method and characterized by a variety of techniques. The zirconium surface complexes show high catalytic efficiency for cyanosilylation of benzaldehyde. - Highlights: • Some Zr active species have been anchored on the surface of SBA-15 by SOMC technique. • The structures of the Zr species have been characterized by a variety of techniques. • The anchored Zr species are single-sited surface complexes. • The Zr surface complexes are catalytic active for cyanosilylation of benzaldehyde. - Abstract: A successive anchoring of Zr(NMe{sub 2}){sub 4}, cyclopentadiene and a O-donor ligand, 1-hydroxyethylbenzene (PEA), 1,1′-bi-2-naphthol (Binol) or 2,3-dihydroxybutanedioic acid diethyl ester (Tartrate), on dehydroxylated SBA-15 pretreated at 500 °C for 16 h (SBA-15{sub -500}) was conducted by SOMC strategy in moderate conditions. The dehydoxylation of SBA-15 was monitored by in situ Fourier transform infrared spectroscopy (in situ FT-IR). The ligand-modified SBA-15{sub -500} supported zirconium complexes were characterized by in situ FT-IR, {sup 13}C CP MAS-NMR, X-ray photoelectron spectroscopy (XPS), inductively coupled plasma mass spectrometry (ICP-MAS) and elemental analysis in detail, verifying that the surface zirconium species are single-sited. The catalytic activity of these complexes was evaluated by cyanosilylation of benzaldehyde. The results showed that the catalytic activity is dependent strongly on the structure of surface species and the configuration of the ligands.

  10. Cinnamoylacetanilides and Their Metal Chelates

    Institute of Scientific and Technical Information of China (English)

    UMMATHUR Muhammed Basheer; KRISHNANKUTTY Krishnannair

    2008-01-01

    A new series of β-ketoanilides, in which the keto group attached to an olefinic linkage, have been synthesized by the reaction of acetoacetanilide with p-substituted benzaldehydes (4-methoxybenzaldehyde, 4-ethoxybenzaldehyde, 4-dimethylaminobenzaldehyde and 4-nitrobenzaldehyde) under specified conditions. The existence of these β-ketoanilides predominantly in the intramolecularly hydrogen bonded enol forms has been well demonstrated from their IR, 1H NMR and mass spectral data. Details on the formation of [ML2] complexes of these compounds with Ni(Ⅱ), Cu(Ⅱ) and Zn(Ⅱ) and their nature of bonding were discussed on the basis of analytical, IR, 1H NMR and mass spectral data.

  11. p-cymene based ruthenium complexes as catalysts

    OpenAIRE

    Fonseca, Joel David Avelino

    2011-01-01

    Tese de mestrado em Química Tecnológica (Química Tecnológica e Qualidade), apresentada à Universidade de Lisboa, através da Faculdade de Ciências, 2011 p-Cymene based ruthenium complexes were employed in the alkylation of tbutylamine with phenethyl alcohol by redox neutral alkylation and in the reduction of acetophenone and benzaldehyde by transfer hydrogenation. A range of in situ generated catalysts formed by [RuX2(p-cymene)]2 dimers (X=Cl or I) with dppf, DPEPhos, dippf or P(i- Bu)3 and...

  12. Combined experimental and theoretical mechanistic investigation of the Barbier allylation in aqueous media

    DEFF Research Database (Denmark)

    Dam, Johan Hygum; Fristrup, Peter; Madsen, Robert

    2008-01-01

    The Barbier allylation of a series of para-substituted benzaldehydes with allylbromide in the presence of Zn, In, Sn, Sb, Bi, and Mg was investigated using competition experiments. In all cases, the slope of the Hammett plots indicated a build-up of negative charge in the selectivity-determining ...... effect of solvent described by a polarized continuum model. The calculated secondary deuterium isotope effects based on this mechanism were found to be in good agreement with experimental values, thus adding further support to this mechanistic scenario....

  13. Synthesis and antibacterial activity of some heterocyclic chalcone analogues alone and in combination with antibiotics.

    Science.gov (United States)

    Tran, Thanh-Dao; Nguyen, Thi-Thao-Nhu; Do, Tuong-Ha; Huynh, Thi-Ngoc-Phuong; Tran, Cat-Dong; Thai, Khac-Minh

    2012-01-01

    A series of simple heterocyclic chalcone analogues have been synthesized by Claisen Schmidt condensation reactions between substituted benzaldehydes and heteroaryl methyl ketones and evaluated for their antibacterial activity. The structures of the synthesized chalcones were established by IR and ¹H-NMR analysis. The biological data shows that compounds p₅, f₆ and t₅ had strong activities against both susceptible and resistant Staphylococcus aureus strains, but not activity against a vancomycin and methicillin resistant Staphylococcus aureus isolated from a human sample. The structure and activity relationships confirmed that compounds f₅, f₆ and t₅ are potential candidates for future drug discovery and development. PMID:22728362

  14. Direct Synthesis of Protoberberine Alkaloids by Rh-Catalyzed C-H Bond Activation as the Key Step.

    Science.gov (United States)

    Jayakumar, Jayachandran; Cheng, Chien-Hong

    2016-01-26

    A one-pot reaction of substituted benzaldehydes with alkyne-amines by a Rh-catalyzed C-H activation and annulation to afford various natural and unnatural protoberberine alkaloids is reported. This reaction provides a convenient route for the generation of a compound library of protoberberine salts, which recently have attracted great attention because of their diverse biological activities. In addition, pyridinium salt derivatives can also be formed in good yields from α,β-unsaturated aldehydes and amino-alkynes. This reaction proceeds with excellent regioselectivity and good functional group compatibility under mild reaction conditions by using O2 as the oxidant. PMID:26689172

  15. IR spectra in the range of valent vibration of metal ligand bond of complexes of metals with tetrazoles

    International Nuclear Information System (INIS)

    In the range 200-600 cm-1 IR absorption spectra of Cd(2), Co(2), Cu(2), Ni(2), Zn(2), Hg(2) complexes with tetrazole and two tetrazole-substituted derivatives - 5-aminotetrazole and tetrazolylhydrazone of benzaldehyde - have been investigated. Taking into account the structure of coordination polyhedron, stretching vibrations of metal-ligand bond are interpreted and coordination of the heterocycles considered via nitrogen atom is confirmed. It is shown, that the tendency in ν(MN) change is inverse to the change in basicity of nitrogen-containing five-member heterocyclic ligands, which is explained by their π-acceptor properties

  16. Mechanism of Prototropy. III. Kinetics of the Tautomerization of Benzylidene-Benzylamine. comparison of the influence of hydrogen and alkyl groups on the SE2' reaction rate

    International Nuclear Information System (INIS)

    The rate of the proto tropic change of benzylidene-benzylamine has been determined by using azomethine 14C-labelled in the methylenic group and measuring the distribution of activity between benzaldehyde and benzylamine obtained by hydrolysis at different reaction times. this rate has been compared with those of tautomerization of benzylidene-α-alkyl benzylamine and α-alkyl benzylidene-benzyl amines in the same experimental conditions in order to establish ethe influence of alkyl group on this reaction. (Author) 14 refs

  17. Atualizando a química orgânica experimental da licenciatura

    Directory of Open Access Journals (Sweden)

    Navarro Marcelo

    2005-01-01

    Full Text Available The present contribution describes three different modern experiments for possible adoption in undergraduate organic chemistry laboratories. These are: 1. electrocatalytic hydrogenation of benzaldehyde to benzyl alcohol; 2. identification of three volatile components, obtained from pineapple fruit, by mass spectrometry and 3. microwave mediated fast synthesis of N-(p-chlorophenylphthalamic acid from phthalic anhydride and p-chloroaniline under solvent-free conditions. The experiments can be executed in a short period of time, putting the undergraduate student in contact with a variety of topics in organic chemistry and several techniques of analysis, showing multidisciplinarity in organic chemistry.

  18. The Impact of Single Nucleotide Polymorphisms on Human Aldehyde OxidaseS

    OpenAIRE

    Hartmann, Tobias; Terao, Mineko; Garattini, Enrico; Teutloff, Christian; Alfaro, Joshua F.; Jones, Jeffrey P.; Leimkühler, Silke

    2012-01-01

    Aldehyde oxidase (AO) is a complex molybdo-flavoprotein that belongs to the xanthine oxidase family. AO is active as a homodimer, and each 150-kDa monomer binds two distinct [2Fe2S] clusters, FAD, and the molybdenum cofactor. AO has an important role in the metabolism of drugs based on its broad substrate specificity oxidizing aromatic aza-heterocycles, for example, N1-methylnicotinamide and N-methylphthalazinium, or aldehydes, such as benzaldehyde, retinal, and vanillin. Sequencing the 35 co...

  19. Persistent Enhanced Conductivity Induced by Light Irradiation in Hydrazone-Polycarbonate Dispersions

    Science.gov (United States)

    Hirao, Akiko; Nishizawa, Hideyuki; Hosoya, Masahiro

    1994-04-01

    Photoinduced spins with extended lifetime have been observed in hydrazone-polycarbonate dispersions. The presence of the spins changed the electrical characteristics of the dispersions. Measurements of electrical current associated with thermal equilibration after photoexcitation in dispersions of diethylamino-benzaldehyde diphenylhydrazone (DEH) in polycarbonate have been carried out. Sandwiched layers of the dispersions were excited with absorbed light. After withdrawal of the light, a voltage was applied and the current was measured. Experimental data provide evidence that photoinduced spins are derived from trapped carriers.

  20. Analysis of volatile components from Melipona beecheii geopropolis from Southeast Mexico by headspace solid-phase microextraction.

    Science.gov (United States)

    Torres-González, Ahira; López-Rivera, Paulina; Duarte-Lisci, Georgina; López-Ramírez, Ángel; Correa-Benítez, Adriana; Rivero-Cruz, J Fausto

    2016-01-01

    A head space solid-phase microextraction method combined with gas chromatography-mass spectrometry was developed and optimised to extract and analyse volatile compounds of Melipona beecheii geopropolis. Seventy-three constituents were identified using this technique in the sample of geopropolis collected. The main compounds detected include β-fenchene (14.53-15.45%), styrene (8.72-9.98%), benzaldehyde (7.44-7.82%) and the most relevant volatile components presents at high level in the geopropolis were terpenoids (58.17%). PMID:26118891

  1. Anchoring Tri(8-QuinolinolatoIron Onto Sba-15 for Partial Oxidation of Benzyl Alcohol Using Water as the Solvent

    Directory of Open Access Journals (Sweden)

    Yang Xiaoyuan

    2014-09-01

    Full Text Available Tri(8-quinolinolatoiron complex immobilized onto SBA-15 catalyst has been synthesized through a stepwise procedure. The characterization results indicated that the BET surface area, total pore volume and average pore width decrease after stepwise modification of SBA-15, while the structure keeps intact. Catalytic tests showed that FeQ3-SBA-15 catalyzes the oxidation reaction well with 34.8% conversion of benzyl alcohol and 74.7% selectivity to benzaldehyde when water is used as the solvent after 1 h reaction. In addition, homogeneous catalyst tri(8-quinolinolatoiron exhibits very bad catalytic behavior using water as the solvent.

  2. Fluorescence method for enzyme analysis which couples aromatic amines with aromatic aldehydes

    Science.gov (United States)

    Smith, R.E.; Dolbeare, F.A.

    1980-10-21

    Analysis of proteinases is accomplished using conventional amino acid containing aromatic amine substrates. Aromatic amines such as 4-methoxy-2-naphthylamine (4M2NA), 2-naphthylamine, aminoisophthalic acid dimethyl ester, p-nitroaniline, 4-methoxy-1-aminofluorene and coumarin derivatives resulting from enzymatic hydrolysis of the substrate couples with aromatic aldehydes such as 5-nitrosalicylaldehyde (5-NSA), benzaldehyde and p-nitrobenzaldehyde to produce Schiff-base complexes which are water insoluble. Certain Schiff-base complexes produce a shift from blue to orange-red (visible) fluorescence. Such complexes are useful in the assay of enzymes. No Drawings

  3. The Hantzsch Ester Production in a Water-based Biphasic Medium, Using Infrared Irradiation as the Activating Source

    OpenAIRE

    Raquel Gómez Pliego; Roberto Osnaya; Isai Zamora; Benjamín Velasco Bejarano; Gabriel Arroyo; Eduardo Ramírez San Juan; José Trujillo; Francisco Delgado; René Miranda

    2007-01-01

    The reaction of a wide number of benzaldehydes (1a-n) with ethyl (2a) or methyl (2b) acetoacetate and aqueous ammonia (3) has been carried out in the absence of an organic solvent, and using for the first time infrared irradiation as the heating mode. Thus, under the green chemistry protocole, the corresponding mono-1,4-dihydropyridines (4a-j) and bis-1,4-dihydropyridines (4k-n) were obtained in good yields and short reaction times.

  4. Microbial dynamics in anaerobic enrichment cultures degrading di-n-butyl phthalic acid ester

    DEFF Research Database (Denmark)

    Trably, Eric; Batstone, Damien J.; Christensen, Nina;

    2008-01-01

    enrichment cultures degrading phthalic acid esters under methanogenic conditions. A selection pressure was applied by adding DBP at 10 and 200 mg L(-1) in semi-continuous anaerobic reactors. The microbial dynamics were monitored using single strand conformation polymorphism (SSCP). While only limited abiotic...... microorganism described previously as an anaerobic benzaldehyde degrader. Within the archaeal community, there was a shift between two different species of the genus Methanosaeta sp., indicating a highly specific impact of DBP or degradation products on archaeal species. RNA-directed probes were designed from...

  5. New Element Organic Frameworks Based on Sn, Sb, and Bi, with Permanent Porosity and High Catalytic Activity

    Directory of Open Access Journals (Sweden)

    Julia Fritsch

    2010-03-01

    Full Text Available We present new element organic frameworks based on Sn, Sb and Bi atoms connected via organic linkers by element-carbon bonds. The open frameworks are characterized by specific surface areas (BET of up to 445 m2 g-1 and a good stability under ambient conditions resulting from a highly hydrophobic inner surface. They show good performance as heterogeneous catalysts in the cyanosylilation of benzaldehyde as a test reaction. Due to their catalytic activity, this class of materials might be able to replace common homogeneous element-organic and often highly toxic catalysts especially in the food industry.

  6. Co-Exposure with Fullerene May Strengthen Health Effects of Organic Industrial Chemicals

    DEFF Research Database (Denmark)

    Lehto, M.; Karilainen, T.; Rog, T.;

    2014-01-01

    In vitro toxicological studies together with atomistic molecular dynamics simulations show that occupational co-exposure with C-60 fullerene may strengthen the health effects of organic industrial chemicals. The chemicals studied are acetophenone, benzaldehyde, benzyl alcohol, m-cresol, and toluene...... which can be used with fullerene as reagents or solvents in industrial processes. Potential co-exposure scenarios include a fullerene dust and organic chemical vapor, or a fullerene solution aerosolized in workplace air. Unfiltered and filtered mixtures of C-60 and organic chemicals represent different...

  7. Solvent-free synthesis, spectral correlations and antimicrobial activities of some aryl E 2-propen-1-ones

    Science.gov (United States)

    Sathiyamoorthi, K.; Mala, V.; Sakthinathan, S. P.; Kamalakkannan, D.; Suresh, R.; Vanangamudi, G.; Thirunarayanan, G.

    2013-08-01

    Totally 38 aryl E 2-propen-1-ones including nine substituted styryl 4-iodophenyl ketones have been synthesised using solvent-free SiO2-H3PO4 catalyzed Aldol condensation between respective methyl ketones and substituted benzaldehydes under microwave irradiation. The yields of the ketones are more than 80%. The synthesised chalcones were characterized by their analytical, physical and spectroscopic data. The spectral frequencies of synthesised substituted styryl 4-iodophenyl ketones have been correlated with Hammett substituent constants, F and R parameters using single and multi-linear regression analysis. The antimicrobial activities of 4-iodophenyl chalcones have been studied using Bauer-Kirby method.

  8. The Complete Mechanism of an Aldol Condensation.

    Science.gov (United States)

    Perrin, Charles L; Chang, Kuei-Lin

    2016-07-01

    Although aldol condensation is one of the most important organic reactions, capable of forming new C-C bonds, its mechanism has never been fully established. We now conclude that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the C═C bond. This conclusion is based on a study of the partitioning ratios of the intermediate ketols and on the solvent kinetic isotope effects, whereby the condensations are faster in D2O than in H2O, regardless of substitution. PMID:27281298

  9. Synthesis, spectral correlation and insect antifeedant activities of some 2-benzimidazole chalcones

    Directory of Open Access Journals (Sweden)

    P. Janaki

    2016-01-01

    Full Text Available Some substituted styryl 2-benzimidazole ketones have been synthesised by fly-ash:H2SO4 catalysed aldol condensation of 2-benzimidazole methyl ketone and various substituted benzaldehydes in microwave oven. The yields of these chalcones are more than 70%. The purities of synthesised benzimidazole chalcones were checked by their physical constants and spectral data earlier published in the literature. The spectral frequencies of these chalcones have been correlated with Hammett substituent constants, F and R parameters. From the results of statistical analyses the effects of substituent on the group frequencies were discussed. The insect antifeedant activities of these chalcones have been studied using Dethler’s method.

  10. The Complete Mechanism of an Aldol Condensation.

    OpenAIRE

    Perrin, CL; Chang, KL

    2016-01-01

    Although aldol condensation is one of the most important organic reactions, capable of forming new C-C bonds, its mechanism has never been fully established. It is now concluded that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the C-C double bond. This conclusion is based on a study of the partitioning ratios of the intermediate ketols and on the solvent kinetic isoto...

  11. First total synthesis of two nematicidal prenylated flavanones

    Institute of Scientific and Technical Information of China (English)

    Jin Hui Yang; Shi Zhi Jiang; Yan Min Zhao; Yun Feng Li; Cong Bin Ji; Wan Yi Liu

    2009-01-01

    The total synthesis of(±)-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one and(±)-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one was first achieved through C-prenylation,protection of phenolic hydroxyl group,aldol condensation,cyclization and deprotection starting from cheap benzaldehyde,4-hydroxybenzaldehyde and 2-hydroxyacetophenone,with total yield of 20 and 16.3%.All structures of new compounds were confirmed by IR,1H NMR and MS.

  12. Synthesis and NMR Studies of (E)-1-Aryl-3-(2-pyrrolyl)-2-propenones and (E)-3-Aryl-1-(2-pyrrolyl)-2-propenones

    Energy Technology Data Exchange (ETDEWEB)

    Lee, Insook; Jeoung, Eun Ji; Lee, Chang Kiu [Kangwon National Univ., Chuncheon (Korea, Republic of)

    2013-03-15

    Series of (E)-1-aryl-3-(2-pyrrolyl)-2-propenones, that were aldol condensation products between pyrrole-2-carbaldehyde and m- and p-substituted acetophenones, were prepared and their {sup 1}H and {sup 13}C NMR spectra were examined to obtain the information on the conformation of the enone system. Similar studies were carried out with (E)-3-aryl-1-(2-pyrrolyl)-2-propenones that were prepared from 2-acetylpyrrole and m- and p-substituted benzaldehydes. The substituent chemical shifts were studied by applying the Hammett relationship.

  13. Synthesis of Dibenzylidene Sorbitol Series Compound

    Institute of Scientific and Technical Information of China (English)

    FENG Rongxiu; CHEN Ligong; HOU Zhongke; SONG Jian

    2007-01-01

    A series of alditol derivatives were designed and synthesized with relatively high yield. On the basis of reaction between sorbitol and a series of substituted benzaldehyde in the presence of an acid catalyst, a series of acetal derivatives were synthesized through free hydroxyl esterification. D-sorbitol acetal amido derivatives were prepared by reduction of nitryl and acylation of amino. Dsorbitol acetal carboxyl esterification derivatives were prepared through esterification and hydrolysis. By high performance liquid chromatography-mass spectra (HPLC-MS) and H nuclear magneticresonance spectra (1 H-NMR), 36 compounds prepared were identified. Among these derivatives prepared, 26 compounds have not been reported in the previous literatures.

  14. Microwave assisted synthesis, X-ray crystallography and DFT calculations of selected aromatic thiosemicarbazones

    Science.gov (United States)

    Serda, Maciej; Małecki, Jan G.; Mrozek-Wilczkiewicz, Anna; Musioł, Robert; Polański, Jarosław

    2013-04-01

    Series of four benzaldehyde thiosemicarbazones has been synthesized under microwave irradiation and characterized structurally by means of infrared and NMR spectroscopies and mass spectrometry. Their crystal structures were determined by single crystal X-ray analysis followed by DFT calculations. Partial charges on the molecular surface and dipole moments of the structures were calculated. Crystal structures are stabilized by intramolecular hydrogen bonding and stacking interactions. Studied compounds are interesting as antiproliferative and antifungal agents acting through interactions with iron. Thus presented results may be useful in design new more active or specific structures.

  15. Synthesis of New Azo Dyes and Copper(II) Complexes Derived from Barbituric Acid and 4-Aminobenzoylhydrazone

    OpenAIRE

    GUP, Bülent KIRKAN and Ramazan

    2008-01-01

    Four new azo dyes, L1, L2, L3, and L4, were prepared by linking benzaldehyde p-aminobenzoylhydrazone (3) and p-hydroxybenzaldehyede p--aminobenzoylhydrazone (4) to barbituric acid and 1,3-dimethylbarbituric acid through diazo-coupling reactions. Reactions of the azo-dyes with copper chloride and bidentate ligand, 1,10-phenanthroline, produced mixed-ligand dinuclear complexes with general stoichiometry [Cu2L(phen)2]Cl2 (7, 8, 9, and 10). The structures of both azo dyes and their compl...

  16. Microwave assisted one-pot catalyst free green synthesis of new methyl-7-amino-4-oxo-5-phenyl-2-thioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carboxylates as potent in vitro antibacterial and antifungal activity

    OpenAIRE

    Bhat, Ajmal R.; Aabid H. Shalla; Dongre, Rajendra S.

    2015-01-01

    An efficiently simple protocol for the synthesis of methyl 7 amino-4-oxo-5-phenyl-2-thioxo-2, 3, 4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carboxylates via one-pot three component condensation pathway is established via microwave irradiation using varied benzaldehyde derivatives, methylcyanoacetate and thio-barbituric acid in water as a green solvent. A variety of functionalized substrates were found to react under this methodology due to its easy operability and offers several advantages l...

  17. An improved method for 14C-labeling of L-DOPS, a norepinephrine precursor amino acid

    International Nuclear Information System (INIS)

    (2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropionic acid (L-DOPS) (1) was efficiently labeled with carbon-14 at the 3-position of the propionic acid moiety for use in mammalian metabolic studies. Condensation of 3,4-bis(benzyloxy) =carbonyl-14C=-benzaldehyde (7) with the optically active 5-oxazolidinone (8) gave the optically active alcohol (9). Catalytic hydrogenation of 9 under acidic condition afforded 1. The overall yield of 1 was 74% from 7. (author)

  18. Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

    OpenAIRE

    E. Hawaiz, Farouq; K. Samad, Mohammad

    2012-01-01

    A number of 3-[4-(benzyloxy)-3-(2-Chlorophenylazo)-phenyl]-5-(substituted-phenyl)-1-substituted-2-pyrazolines( 4a-j) and (5a-j) have been synthesized by diazotization of 2-chloroaniline and its coupling reaction with 4-hydroxy acetophenone, followed by benzyloxation of the hydroxyl group to give the substrate [4-benzyloxy-3-(2-chlorophenylazo)-acetophenone (1)].The prepared starting material (1) has been reacted with different substituted benzaldehydes to give a new series of chalcone derivat...

  19. Synthesis and Some Reactions of 1-aryl-4-acetyl-5-methyl-1,2,3-triazole Derivatives with Anticonvulsant Activity.

    Science.gov (United States)

    Nassar, Ekhlass M; Abdelrazek, Fathy M; Ayyad, Rezk R; El-Farargy, Ahmed F

    2016-01-01

    The triazoles 3a-d underwent condensation reactions with 4-(piperidin-1-yl)-benzaldehyde to afford the chalcones 5a-d. Chalcone derivatives 5a-d were reacted with 2,3-diaminomaleonitrile, thiourea and hydrazine hydrate to afford the novel diazepine-dicarbonitrile derivatives 7a-d, the pyrimidine-2-thiol derivatives 9a-d and hydrazino-pyrimidines 10a-d respectively. Structures of the prepared compounds were elucidated by physical and spectral data like FT-IR, (1)H NMR, (13)C NMR, and mass spectroscopy. Some of the synthesized compounds were screened for their anticonvulsant activity and SAR. PMID:26776225

  20. Synthesis and evaluation of some bioactive compounds having oxygen and nitrogen heteroatom

    Indian Academy of Sciences (India)

    Poonam Yadav; Nalini V Purohit

    2013-01-01

    Some new 3,4-disubstituted isocoumarins were synthesized having bioactive pyrazole molecule at 3rd position of isocoumarin moiety (5a,b), from isocoumarin -3- carboxylic acid hydrazide (4a,b) followed by cyclization with acetyl acetone. A series of isocoumarin derivative having Schiff base as lateral side chain at 3rd position of isocoumarin moiety were also synthesized (7a,b), by condensing isocoumarin acid hydrazide and benzaldehyde derivative followed by dehydration. The chemical structures of all the compounds were determined by analytical and spectral method. The lead compounds were screened for antimicrobial and analgesic activities.

  1. Phenolic compounds from Sidastrum micranthum (A. St.-Hil.) fryxell and evaluation of acacetin and 7,4'-Di-O-methylisoscutellarein as motulator of bacterial drug resistence

    OpenAIRE

    Gomes, Roosevelt A.; Rafael R. A. Ramirez; Jéssica Karina da S. Maciel; Maria de Fátima Agra; Maria de Fátima Vanderlei de Souza; Vivyanne S. Falcão-Silva; José P. Siqueira-Junior

    2011-01-01

    From the aerial parts of Sidastrum micranthum (A. St.-Hil.) Fryxell (Malvaceae) were isolated m-methoxy-p-hydroxy-benzaldehyde, o-hydroxy-benzoic acid, acacetin, quercetin, 7,4′-Di-O-methylisoscutellarein, genkwanin and tiliroside. These compounds were identified by data analyses of spectroscopic methods. Although acacetin and 7,4′-Di-O-methylisoscutellarein did not display relevant antibacterial activity (MIC = 256 µg/mL), they modulated the activity of antibiotics, i.e. in combination with ...

  2. Charge-transfer complexes of pyrimidine Schiff bases with aromatic nitro compounds

    Science.gov (United States)

    Issa, Yousry M.; El Ansary, A. L.; Sherif, O. E.; Hassib, H. B.

    2011-08-01

    Charge-transfer (CT) complexes of pyrimidine Schiff bases, derived from condensation of 2-aminopyrimidine and substituted benzaldehydes, with some aromatic polynitro compounds were prepared and investigated using IR, UV, visible and 1H NMR spectroscopy. For all solid complexes, the main interaction between the donor and acceptor molecules takes place through the π-π* interaction. Strong and some weak acidic acceptors, in addition interact through proton transfer from the acceptor molecule to the basic centre of the electron donor. Also, an n-π* transition was detected in some complexes.

  3. Chiral phenoxyimino-amido aluminum complexes for the asymmetric cyanation of aldehydes.

    Science.gov (United States)

    Ternel, J; Agbossou-Niedercorn, F; Gauvin, R M

    2014-03-21

    The reactivity of triethylaluminum towards salicylaldimine sulfonamides was probed, affording well-defined complexes through consecutive protonolysis of two Al-C bonds by the proligand. These complexes, when combined with an achiral anilinic N-oxide, catalyze the asymmetric addition of trimethylsilylcyanide to a wide range of aldehydes, with good activity and enantioselectivity (up to 91% ee). Insertion of the benzaldehyde substrate into the Al-N amido bond was observed, bringing elements for discussion around the nature of the actual active species. PMID:24434893

  4. Fast and Green Microwave-Assisted Conversion of Essential Oil Allylbenzenes into the Corresponding Aldehydes via Alkene Isomerization and Subsequent Potassium Permanganate Promoted Oxidative Alkene Group Cleavage

    DEFF Research Database (Denmark)

    Luu, Thi Xuan Thi; Lam, Trinh To; Le, Thach Ngoc;

    2009-01-01

    oxidation of the latter to the corresponding benzaldehyde by KMnO4/CuSO4 center dot 5H(2)O. The assistance by microwave irradiation results in very short reaction times (<15 minutes). The green conversion of eugenol (4-allyl-2-methoxyphenol) into vanillin (4-hydroxy-3-methoxybenzaldehyde) has been carried...... out in a similar way, requiring however two additional microwave-assisted synthetic steps for acetylation of the hydroxy group prior to the oxidation reaction, and for the final deacetylation of vanillin acetate (4-acetoxy-3-methoxybenzaldehyde) by KF/Al2O3 under solvent-free conditions, respectively....

  5. (1S-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone

    Directory of Open Access Journals (Sweden)

    David J. Watkin

    2009-02-01

    Full Text Available X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S-1,2-O-benzylidene-α-d-glucurono-6,3-lactone, C13H12O6, rather than the R epimer. The crystal structure exists as O—H...O hydrogen-bonded chains of molecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material.

  6. Study of hydroxylation of benzene and toluene using a micro-DBD plasma reactor

    Energy Technology Data Exchange (ETDEWEB)

    Sekiguchi, H; Ando, M; Kojima, H [Department of Chemical Engineering, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8552 (Japan)

    2005-06-07

    The hydroxylation behaviour of benzene and toluene were studied using a micro-plasma reactor, where an atmospheric non-thermal plasma was generated by a dielectric barrier discharge (DBD). The results indicated that oxidation products primarily consisted of phenol and C{sub 4}-compounds for benzene hydroxylation, whereas cresol, benzaldehyde, benzylalcohol and C{sub 4}-compounds were detected for toluene hydroxylation. By taking into consideration the reaction mechanism in the plasma reactor, these products were classified into (1) oxidation of the aromatic ring and functional group on the ring and (2) cleavage of the aromatic ring or dissociation of the functional group on the ring.

  7. Study of hydroxylation of benzene and toluene using a micro-DBD plasma reactor

    International Nuclear Information System (INIS)

    The hydroxylation behaviour of benzene and toluene were studied using a micro-plasma reactor, where an atmospheric non-thermal plasma was generated by a dielectric barrier discharge (DBD). The results indicated that oxidation products primarily consisted of phenol and C4-compounds for benzene hydroxylation, whereas cresol, benzaldehyde, benzylalcohol and C4-compounds were detected for toluene hydroxylation. By taking into consideration the reaction mechanism in the plasma reactor, these products were classified into (1) oxidation of the aromatic ring and functional group on the ring and (2) cleavage of the aromatic ring or dissociation of the functional group on the ring

  8. Synthesis of New dihydropyrimidinones catalysed by dicationic ionic liquid

    Indian Academy of Sciences (India)

    Dhanaji V Jawale; Umesh R Pratap; Aparna A Mulay; Jyotirling R Mali; Ramrao A Mane

    2011-09-01

    A convenient multi step synthetic protocol for new dihydropyrimidinones bearing quinolynyl methoxy phenyl moiety has been developed from 2-chloro-3-formyl quinolines. The last step is one-pot Biginelli reaction of multicomponents, 4-((2-chloroquinolin-3-yl) methoxy) benzaldehydes, ethyl acetoacetate and urea mediated and catalysed by dicationic ionic liquid (3-methyl-1-[3-(methyl-1H-imidazolium-1-yl) propyl]-1H-imidazolium dibromide (C3 [min]2 2 [Br−] )). Simple work-up procedures and moderate to good yields of the pyrimidinones and the intermediates are the merits of the route.

  9. Derivative couplings between TDDFT excited states obtained by direct differentiation in the Tamm-Dancoff approximation

    International Nuclear Information System (INIS)

    Working within the Tamm-Dancoff approximation, we calculate the derivative couplings between time-dependent density-functional theory excited states by assuming that the Kohn-Sham superposition of singly excited determinants represents a true electronic wavefunction. All Pulay terms are included in our derivative coupling expression. The reasonability of our approach can be established by noting that, for closely separated electronic states in the infinite basis limit, our final expression agrees exactly with the Chernyak-Mukamel expression (with transition densities from response theory). Finally, we also validate our approach empirically by analyzing the behavior of the derivative couplings around the T1/T2 conical intersection of benzaldehyde

  10. Benzimidazole-1,2,3-triazole Hybrid Molecules: Synthesis and Evaluation for Antibacterial/Antifungal Activity

    OpenAIRE

    Ouahrouch, Abdelaaziz; Ighachane, Hana; Taourirte, Moha; Joachim W. Engels; Sedra, My Hassan; Lazrek, Hassan B.

    2014-01-01

    A novel series of hybrid molecules 4a–i and 5a–i were prepared by condensation of 4-(trimethylsilylethynyl)benzaldehyde 1 with substituted o-phenylenediamines. These in turn were reacted with 2-(azidomethoxy)ethyl acetate in a Cu alkyne–azide cycloaddition (CuAAC) to generate the 1,2,3-triazole pharmacophore under microwave assistance. The newly synthesized compounds were examined for their in vitro antimicrobial activities against Gram-positive and Gram-negative bacteria and the phytopathoge...

  11. Single-step co-deposition of nanostructured tungsten oxide supported gold nanoparticles using a gold–phosphine cluster complex as the gold precursor

    International Nuclear Information System (INIS)

    The use of a molecular gold organometallic cluster in chemical vapour deposition is reported, and it is utilized, together with a tungsten oxide precursor, for the single-step co-deposition of (nanostructured) tungsten oxide supported gold nanoparticles (NPs). The deposited gold-NP and tungsten oxide supported gold-NP are highly active catalysts for benzyl alcohol oxidation; both show higher activity than SiO2 supported gold-NP synthesized via a solution-phase method, and tungsten oxide supported gold-NP show excellent selectivity for conversion to benzaldehyde. (paper)

  12. SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME CHALCONE DERIVATIVES AND THEIR COPPERCOMPLEXES

    Directory of Open Access Journals (Sweden)

    P. M. Rachmale

    2012-03-01

    Full Text Available In the present investigation, 4-chloro acetophenone on condensation with 2-nitro benzaldehydes in methanolic NaOH solution yielded the corresponding chalcone. These chalcone were further reacted with Isonicotyl hydrazide and semicarbazide in ethanol which led to the formation of chalcone Isonicotyl hydrazone and chalcone semicarbazone derivatives respectively. The newly synthesized derivatives and there copper complexes were characterized on the basis of their chemical properties and spectroscopic data such as IR, NMR and UV. All newly synthesized compounds were evaluated for their antibacterial activities against E. coli and S. aureus also for antifungal activities against P. notatum.

  13. Investigation of Prins reaction for the synthesis of 2, 4- disubstituted tetrahydropyran derivatives and 1, 3-dioxanes using polyaniline supported acid as reusable catalyst

    Indian Academy of Sciences (India)

    Kalyan Jyoti Borah; Ruli Borah

    2011-09-01

    The Prins cyclization of homoallyl alcohol with a variety of aldehydes were observed under reflux condition in dichloromethane using both polyaniline supported TsOH (PANI-TsOH) and FeCl3 (PANI- FeCl3) as reusable acid catalysts with the formation of 2,4-disubstituted tetrahydropyran ether as single product. In case of 4-, 3- and 2- nitro benzaldehydes, the reaction generated acetal of the aldehyde and homoallylic alcohol as single product. Additionally, both catalysts were investigated for the synthesis of 1, 3-dioxane in dichloromethane under reflux and at ambient temperature.

  14. Electrooxidation of carbo/thiocarbohydrazide and their hydrazone derivatives at a glassy carbon electrode

    Indian Academy of Sciences (India)

    G P Mamatha; B S Sherigara; K M Mahadevan

    2007-05-01

    Electrochemical oxidation of thio/carbohydrazide and their hydrazone derivatives Benzaldehyde thiocarbohydrazone [BTCH] diacetylene thiocarbohydrazone [DATCH] have been studied in Britton Robinson buffer in aqueous and nonaqueous media at a glassy carbon electrode. The effects of pH, sweep rate, concentration, temperature and surfactants have been studied. The complex bis (carbo/thiocabohydrazide) Zn(II) chloride was also subjected to voltammetric analysis in order to understand the reactivity both in free and metal bound states. The reaction conditions were optimized for the determination of above compounds in micrograms quantities by differential pulse voltammetry, analytical utility of this investigation is also highlighted.

  15. Fluorescence method for enzyme analysis which couples aromatic amines with aromatic aldehydes

    Science.gov (United States)

    Smith, Robert E.; Dolbeare, Frank A.

    1979-01-01

    Analysis of proteinases is accomplished using conventional amino acid containing aromatic amine substrates. Aromatic amines such as 4-methoxy-2-naphthylamine (4M2NA), 2-naphthylamine, aminoisophthalic acid dimethyl ester, p-nitroaniline, 5-methoxy-1-aminofluorene and coumarin derivatives resulting from enzymatic hydrolysis of the substrate couples with aromatic aldehydes such as 5-nitrosalicylaldehyde (5-NSA), benzaldehyde and p-nitrobenzaldehyde to produce Schiff-base complexes which are water insoluble. Certain Schiff-base complexes produce a shift from blue to orange-red (visible) fluorescence. Such complexes are useful in the assay of enzymes.

  16. Investigation of Antifouling Properties of Surfaces Featuring Zwitterionic α-Aminophosphonic Acid Moieties.

    Science.gov (United States)

    Wagner, Natalie; Zimmermann, Phyllis; Heisig, Peter; Klitsche, Franziska; Maison, Wolfgang; Theato, Patrick

    2015-12-01

    Zwitterionic thin films containing α-amino phosphonic acid moieties were successfully introduced on silicon surfaces and their antifouling properties were investigated. Initially, the substrates were modified with a hybrid polymer, composed of poly(methylsilsesquioxane) (PMSSQ) and poly(4-vinyl benzaldehyde) (PStCHO). Next, a Kabachnik-Fields post-polymerization modification (sur-KF-PMR) of the functionalized aldehyde surfaces was conducted with different amines and dialkyl phosphonates. After subsequent deprotection reaction of dialkyl phosphonates, the obtained zwitterionic surfaces were characterized by various techniques and we found excellent antifouling properties of the resulting films. PMID:26332285

  17. Evaluation of the Hydroxynitrile Lyase Activity in Cell Cultures of Capulin (Prunus serotina)`

    Institute of Scientific and Technical Information of China (English)

    Liliana Hernáindez; Héctor Luna; Arturo Navarro-Oca(n)a; Ma Teresa de Jesús Olivera-Flores; Ivon Ayala

    2008-01-01

    Enzymatic preparations obtained from young plants and cell cultures of capulin were screened for hydroxynitrile lyaseactivity. The thrceweek old plants, grown under sterile conditions, were used to establish a solid cell culture. Crude preparationsobtained from this plant material were evaluated for the transformation of benzaldehyde to the corresponding eyanohydrin(mandelonitrile). The results show that the crude material from roots, stalks, and leaves of young plants and calli of roots, stalks,internodes and petioles biocatalyzed the addition of hydrogen cyanide (HCN) to benzaidehyde with a modest to excellentenantioselectivity.

  18. Highly efficient solvent-free synthesis of pyranopyrazoles by a Brønsted-acidic ionic liquid as a green and reusable catalyst

    Indian Academy of Sciences (India)

    Javad Ebrahimi; Ali Mohammadi; Vahid Pakjoo; Esan Bahramzade; Amir Habibi

    2012-09-01

    A simple, green and efficient protocol for synthesis of dihydropyrano[2,3-c]pyrazole derivatives is developed by a four component reaction of various benzaldehydes, ethyl acetoacetate, hydrazine hydrate and malononitrile in the presence of 3-methyl-1-(4-sulphonic acid)butylimidazolium hydrogen sulphate [(CH2)4SO3HMIM][HSO4], an acidic ionic liquid and as a catalyst, under solvent-free conditions. The key advantages of this process are high yields, shorter reaction times, easy work-up, purification of products by non-chromatographic method and the reusability of the catalyst.

  19. Pulsed corona discharge oxidation of aqueous carbamazepine micropollutant.

    Science.gov (United States)

    Ajo, Petri; Krzymyk, Ewelina; Preis, Sergei; Kornev, Iakov; Kronberg, Leif; Louhi-Kultanen, Marjatta

    2016-08-01

    The anti-epileptic drug carbamazepine (CBZ) receives growing attention due to slow biodegradation and inherent accumulation in the aquatic environment. The application of a gas-phase pulsed corona discharge (PCD) was investigated to remove CBZ from synthetic solutions and spiked wastewater effluent from a municipal wastewater treatment facility. The treated water was showered between high voltage (HV) wires and grounded plate electrodes, to which ultra-short HV pulses were applied. CBZ was readily oxidized and 1-(2-benzaldehyde)-4-hydroquinazoline-2-one (BQM) and 1-(2-benzaldehyde)-4-hydro-quinazoline-2,4-dione (BQD) were identified as the most abundant primary transformation products, which, contrary to CBZ ozonation data available in the literature, were further easily oxidized with PCD: BQM and BQD attributed to only a minor portion of the target compound oxidized. In concentrations commonly found in wastewater treatment plant effluents (around 5 µg L(-1)), up to 97% reduction in CBZ concentration was achieved at mere 0.3 kW h m(-3) energy consumption, and over 99.9% was removed at 1 kW h m(-3). The PCD application proved to be efficient in the removal of both the parent substance and its known transformation products, even with the competing reactions in the complex composition of wastewater. PMID:26758812

  20. Solid phase extraction of copper(II) ions using C18-silica disks modified by oxime ligands.

    Science.gov (United States)

    Dindar, M Hami; Fathi, S A M; Yaftian, M R; Noushiranzadeh, N

    2010-07-15

    5-Tert-butyl-2-hydroxy-benzaldehyde oxime (L(1)) and 3,5-di-tert-butyl-2-hydroxy-benzaldehyde oxime (L(2)) are synthesized and characterized by conventional spectroscopic methods. These ligands are used as modifier of octadecyl silica membrane disks for separation and pre-concentration of trace amounts of copper(II) ions, followed by sulfuric or nitric acid elution and flame atomic absorption spectrometric (FAAS) determination. The effect of parameters influencing the extraction efficiency i.e. pH of sample solutions, amount of the oxime, type and volume of eluent, sample solution and eluent flow rates were evaluated. Under optimum experimental conditions, the maximum capacity of the membrane disks modified by 6 mg of L(1) or 4 mg of L(2) was found to be 284.7 (+/-2.8) microg of copper and 382.5 (+/-3.1) microg of copper, respectively. The detection limits of the presented methods are 0.29 ng ml(-1) for L(1) and 0.25 ng ml(-1) for L(2). The enrichment factors are greater than 400 for both cases. These methods were successfully applied to the extraction, recovery and detection of copper in different water samples. PMID:20381963

  1. Development of Chemical Fingerprints for Quality Control of Xiong Ma Tang and its Related Preparations by High-Performance Liquid Chromatography.

    Science.gov (United States)

    Liu, Hengyan; Guo, Jiansheng; Li, Zhi; Zhang, Xiaodan; Liu, Xiangqian; Yook, Changsoo

    2016-02-01

    Xiong Ma Tang (XMT), one of the ancient herbal prescriptions, has been used in treatment of migraine disease. In this study, efficient high-performance liquid chromatographic fingerprints were developed for identification of 11 major marker components, named 1-(β-D-ribofuranosyl)-1H-1,2,4-triazone, gastrodin, ligustrazine, 3,4-bihydroxy benzaldehyde, p-hydroxy benzaldehyde, p-hydroxybenzoic acid, benzoic acid, vanillin, ferulic acid, caffeic acid and senkyunolide I, respectively, in XMT and three related preparations. The analysis of 11 marker compounds was carried out using a Kromasil C18 reserved-phase column (5 μm, 4.6 × 250 mm) and gradient elution with methanol and aqueous phosphoric acid (0.1%, v/v). The flow rate was 1.0 mL/min and the detector wavelength was set at 276 nm. Mean chromatograms and correlation coefficients of samples were calculated by the software "Similarity Evaluation System for Chromatographic Fingerprint of Traditional Chinese Medicine". The correlation coefficients of XMT and three related preparations ranged from 0.935 to 0.986, 0.909 to 0.949, 0.900 to 0.926 and 0.937 to 0.988, respectively. It was the first time 11 peaks of XMT and three related preparations were identified by comparing with standard compounds. These results have shown that the developed method was efficient for the quality evaluation of XMT and its related preparations. PMID:26472809

  2. Investigation of the formation of benzoyl peroxide, benzoic anhydride, and other potential aerosol products from gas-phase reactions of benzoylperoxy radicals

    Science.gov (United States)

    Strollo, Christen M.; Ziemann, Paul J.

    2016-04-01

    The secondary organic aerosol (SOA) products of the reaction of benzaldehyde with Cl atoms and with OH radicals in air in the absence of NOx were investigated in an environmental chamber in order to better understand the possible role of organic peroxy radical self-reactions in SOA formation. SOA products and authentic standards were analyzed using mass spectrometry and liquid chromatography, and results show that the yields of benzoyl peroxide (C6H5C(O)OO(O)CC6H5) and benzoic anhydride (C6H5C(O)O(O)CC6H5), two potential products from the gas-phase self-reaction of benzoylperoxy radicals (C6H5C(O)OO·), were less than 0.1%. This is in contrast to results of recent studies that have shown that the gas-phase self-reactions of β-nitrooxyperoxy radicals formed from reactions of isoprene with NO3 radicals form dialkyl peroxides that contribute significantly to gas-phase and SOA products. Such reactions have also been proposed to explain the gas-phase formation of extremely low volatility dimers from autooxidation of terpenes. The results obtained here indicate that, at least for benzoylperoxy radicals, the self-reactions form only benzoyloxy radicals. Analyses of SOA composition and volatility were inconclusive, but it appears that the SOA may consist primarily of oligomers formed through heterogeneous/multiphase reactions possibly involving some combination of phenol, benzaldehyde, benzoic acid, and peroxybenzoic acid.

  3. Inositol 1,4,5-trisphosphate signalling regulates the avoidance response to nose touch in Caenorhabditis elegans.

    Directory of Open Access Journals (Sweden)

    Denise S Walker

    2009-09-01

    Full Text Available When Caenorhabditis elegans encounters an unfavourable stimulus at its anterior, it responds by initiating an avoidance response, namely reversal of locomotion. The amphid neurons, ASHL and ASHR, are polymodal in function, with roles in the avoidance responses to high osmolarity, nose touch, and both volatile and non-volatile repellents. The mechanisms that underlie the ability of the ASH neurons to respond to such a wide range of stimuli are still unclear. We demonstrate that the inositol 1,4,5-trisphosphate receptor (IP(3R, encoded by itr-1, functions in the reversal responses to nose touch and benzaldehyde, but not in other known ASH-mediated responses. We show that phospholipase Cbeta (EGL-8 and phospholipase Cgamma (PLC-3, which catalyse the production of IP(3, both function upstream of ITR-1 in the response to nose touch. We use neuron-specific gene rescue and neuron-specific disruption of protein function to show that the site of ITR-1 function is the ASH neurons. By rescuing plc-3 and egl-8 in a neuron-specific manner, we show that both are acting in ASH. Imaging of nose touch-induced Ca(2+ transients in ASH confirms these conclusions. In contrast, the response to benzaldehyde is independent of PLC function. Thus, we have identified distinct roles for the IP(3R in two specific responses mediated by ASH.

  4. Effect of crop development on biogenic emissions from plant populations grown in closed plant growth chambers

    Science.gov (United States)

    Batten, J. H.; Stutte, G. W.; Wheeler, R. M.

    1995-01-01

    The Biomass Production Chamber at John F. Kennedy Space Center is a closed plant growth chamber facility that can be used to monitor the level of biogenic emissions from large populations of plants throughout their entire growth cycle. The head space atmosphere of a 26-day-old lettuce (Lactuca sativa cv. Waldmann's Green) stand was repeatedly sampled and emissions identified and quantified using GC-mass spectrometry. Concentrations of dimethyl sulphide, carbon disulphide, alpha-pinene, furan and 2-methylfuran were not significantly different throughout the day; whereas, isoprene showed significant differences in concentration between samples collected in light and dark periods. Volatile organic compounds from the atmosphere of wheat (Triticum aestivum cv. Yecora Rojo) were analysed and quantified from planting to maturity. Volatile plant-derived compounds included 1-butanol, 2-ethyl-1-hexanol, nonanal, benzaldehyde, tetramethylurea, tetramethylthiourea, 2-methylfuran and 3-methylfuran. Concentrations of volatiles were determined during seedling establishment, vegetative growth, anthesis, grain fill and senescence and found to vary depending on the developmental stage. Atmospheric concentrations of benzaldehyde and nonanal were highest during anthesis, 2-methylfuran and 3-methylfuran concentrations were greatest during grain fill, and the concentration of the tetramethylurea peaked during senescence.

  5. Effects of Oxygen Transfer Limitation and Kinetic Control on Biomimetic Catalytic Oxidation of Toluene

    Institute of Scientific and Technical Information of China (English)

    罗伟平; 刘大为; 孙俊; 邓伟; 盛文兵; 刘强; 郭灿城

    2014-01-01

    Under oxygen transfer limitation and kinetic control, liquid-phase catalytic oxidation of toluene over metalloporphyrin was studied. An improved technique of measuring dissolved oxygen levels for gas-liquid reaction at the elevated temperature and pressure was used to take the sequential data in the oxidation of toluene catalyzed by metalloporphyrin. By this technique the corresponding control step of toluene oxidation could be obtained by varying reaction conditions. When the partial pressure of oxygen in the feed is lower than or equal to 0.070 MPa at 463 K, the oxidation of toluene would be controlled by oxygen transfer, otherwise the reaction would be controlled by kinetics. The effects of both oxygen transfer and kinetic control on the toluene conversion and the selectivity of benzaldehyde and benzyl alcohol in biomimetic catalytic oxidation of toluene were systematically investigated. Three conclusions have been made from the experimental results. Firstly, under the oxygen transfer limitation the toluene conversion is lower than that under kinetic control at the same oxidation conditions. Secondly, under the oxygen transfer limitation the total selectivity of benzaldehyde and benzyl alcohol is lower than that under kinetic control with the same conversion of toluene. Finally, under the kinetics control the oxidation rate of toluene is zero-order with respect to oxygen. The experimental results are identical with the biomimetic catalytic mechanism of toluene oxidation over metalloporphyrins.

  6. Nutritional Value and Volatile Compounds of Black Cherry (Prunus serotina Seeds

    Directory of Open Access Journals (Sweden)

    Leticia García-Aguilar

    2015-02-01

    Full Text Available Prunus serotina (black cherry, commonly known in Mexico as capulín, is used in Mexican traditional medicine for the treatment of cardiovascular, respiratory, and gastrointestinal diseases. Particularly, P. serotina seeds, consumed in Mexico as snacks, are used for treating cough. In the present study, nutritional and volatile analyses of black cherry seeds were carried out to determine their nutraceutical potential. Proximate analysis indicated that P. serotina raw and toasted seeds contain mostly fat, followed by protein, fiber, carbohydrates, and ash. The potassium content in black cherry raw and toasted seeds is high, and their protein digestibility-corrected amino acid scores suggest that they might represent a complementary source of proteins. Solid phase microextraction and gas chromatography/flame ionization detection/mass spectrometry analysis allowed identification of 59 and 99 volatile compounds in the raw and toasted seeds, respectively. The major volatile compounds identified in raw and toasted seeds were 2,3-butanediol and benzaldehyde, which contribute to the flavor and odor of the toasted seeds. Moreover, it has been previously demonstrated that benzaldehyde possesses a significant vasodilator effect, therefore, the presence of this compound along with oleic, linoleic, and α-eleostearic fatty acids indicate that black cherry seeds consumption might have beneficial effects on the cardiovascular system.

  7. Liquid-liquid equilibrium extraction of ethanol with mixed solvent for bioethanol concentration

    Institute of Scientific and Technical Information of China (English)

    Hiroaki Habaki; Haihao Hu; Ryuichi Egashira

    2016-01-01

    The extraction of ethanol with the solvents of aldehydes mixed with m-xylene was studied for the bioethanol concentration process. Furfural and benzaldehyde were selected as extraction solvents, with which the solubility of water is smal , expecting large distribution coefficient of ethanol. The liquid–liquid two-phase region was the largest with m-xylene solvent, followed by benzaldehyde and furfural. The region of two liquid–liquid phase be-came larger with the mixed solvent of m-xylene and furfural than that with furfural solvent. The NRTL model was applied to the ethanol–water–furfural–m-xylene system, and the model could well express the liquid–liquid equilibrium of the system. For any solvent used in this study, the separation selectivity of ethanol relative to water decreased as the distribution coefficient of ethanol increased. The separation selectivity with m-xylene was the largest among the employed solvents, but the distribution coefficient was the smal est. The solvent mix-ture of furfural and m-xylene showed relatively high distribution coefficient of ethanol and separation selectivity, even in the higher mass fraction of m-xylene in the solvent phase. The ethanol extraction with a countercurrent multistage extractor by a continuous operation was simulated to evaluate the extraction performance. The ethanol content could be concentrated in the extract phase with relatively small number of extraction stages but low yield of ethanol was obtained.

  8. Ligand-tailored single-site silica supported titanium catalysts: Synthesis, characterization and towards cyanosilylation reaction

    International Nuclear Information System (INIS)

    A successive anchoring of Ti(NMe2)4, cyclopentadiene and a O-donor ligand, 1-hydroxyethylbenzene (PEA), 1,1′-bi-2-naphthol (Binol) or 2,3-dihydroxybutanedioic acid diethyl ester (Tartrate), on silica was conducted by SOMC strategy in moderate conditions. The silica, monitored by in-situ Fourier transform infrared spectroscopy (in-situ FT-IR), was pretreated at different temperatures (200, 500 and 800 °C). The ligand tailored silica-supported titanium complexes were characterized by in-situ FT-IR, 13C CP MAS-NMR, X-ray photoelectron spectroscopy (XPS), X-ray absorption near edge structure (XANES) and elemental analysis in detail, verifying that the surface titanium species are single sited. The catalytic activity of the ligand tailored single-site silica supported titanium complexes was evaluated by a cyanosilylation of benzaldehyde. The results showed that the catalytic activity is dependent strongly on the dehydroxylation temperatures of silica and the configuration of the ligands. - Graphical abstract: The ligand-tailored silica supported “single site” titanium complexes were synthesized by SOMC strategy and fully characterized. Their catalytic activity were evaluated by benzaldehyde silylcyanation. - Highlights: • Single-site silica supported Ti active species was prepared by SOMC technique. • O-donor ligand tailored Ti surface species was synthesized. • The surface species was characterized by XPS, 13C CP-MAS NMR, XANES etc. • Catalytic activity of the Ti active species in silylcyanation reaction was evaluated

  9. Tungstocobaltate-pillared layered double hydroxides: Preparation, characterization, magnetic and catalytic properties

    International Nuclear Information System (INIS)

    A new polyoxometalate anion-pillared layered double hydroxide (LDH) was prepared by aqueous ion exchange of a Mg-Al LDH precursor in nitrate form with the tungstocobaltate anions [CoW12O40]5-. The physicochemical properties of the product were characterized by the methods of powder X-ray diffraction, elemental analysis, infrared spectroscopy, thermogravimetric analysis and cyclic voltammetry. It was confirmed that [CoW12O40]5- was intercalated between the brucite-type layers of the LDHs without a change in the structure. Magnetic measurement shows the occurrence of antiferromagnetic interactions between the magnetic centers. The investigation of catalytic performance for this sample exhibits high activity for the oxidation of benzaldehyde by hydrogen peroxide. - Graphical abstract: A tungstocobaltate anion [CoW12O40]5- pillared layered double hydroxide (LDH) was prepared by aqueous ion exchange with a Mg-Al LDH precursor in nitrate form, demonstrating that [CoW12O40]5- was intercalated between the brucite-type layers of the LDHs without change in structure. Magnetic measurement shows the occurrence of antiferromagnetic interactions between the magnetic centers. The investigation of catalytic performance for this sample exhibits high activity for the oxidation of benzaldehyde by hydrogen peroxide

  10. Structural variation from heterometallic cluster-based 1D chain to heterometallic tetranuclear cluster: Syntheses, structures and magnetic properties

    International Nuclear Information System (INIS)

    Using the solvothermal method, we present the comparative preparation of ([Co3Na(dmaep)3(ehbd)(N3)3]·DMF)n (1) and [Co2Na2(hmbd)4(N3)2(DMF)2] (2), where Hehbd is 3-ethoxy-2-hydroxy-benzaldehyde, Hhmbd is 3-methoxy-2-hydroxy-benzaldehyde, and Hdmaep is 2-dimethylaminomethyl-6-ethoxy-phenol, which was synthesized by an in-situ reaction. Complexes 1 and 2 were characterized by elemental analysis, IR spectroscopy, and X-ray single-crystal diffraction. Complex 1 is a novel heterometallic cluster-based 1-D chain and 2 is a heterometallic tetranuclear cluster. The (Co3IINa) and (Co2IINa2) cores display dominant ferromagnetic interaction from the nature of the binding modes through μ1,1,1-N3– (end-on, EO). - Graphical abstract: Two novel cobalt complexes have been prepared. Compound 1 consists of tetranuclear (Co3IINa) units, which further formed a 1-D chain. Compound 2 is heterometallic tetranuclear cluster. Two complexes display dominant ferromagnetic interaction. - Highlights: • Two new heterometallic complexes have been synthesized by solvothermal method. • The stereospecific blockade of the ligands in the synthesis system seems to be the most important synthetic parameter. • The magnetism studies show that 1 and 2 exhibit ferromagnetic interactions. • Complex 1 shows slowing down of magnetization and not blocking of magnetization

  11. Chalcogenated Schiff bases: Complexation with palladium(II) and Suzuki coupling reactions

    Indian Academy of Sciences (India)

    Pradhumn Singh; G K Rao; Mohd Salman Karim; Ajai K Singh

    2012-11-01

    Chalcogenated Schiff bases of 5-chloroisatin (L1-L3), 2-(methythio)benzaldehyde (L4), 2-acetylpyridine (L5) and benzaldehyde (L6-L7) have been synthesized. Both the carbonyl groups of 5- chloroisatin appear to be reactive (noticed for the first time) for making >C=N bond, of course one at a time only. The 1H, 13C{1H}, 77Se{1H} and 125Te{1H} NMR spectroscopy have been used to establish the coexistence of two products, which were found in the ratio 53:47 (E = S), 55:45 (E = Se) and 81:19 (E = Te). The larger amount is of the one in which C=O group away from NH is derivatized. The two products are not separable. Palladium complexes (1-4) of Schiff bases of other three aldehydes were synthesized. The ligands as well as complexes were characterized by multinuclear NMR spectroscopy. The crystal structures of [Pd(L4/L5)Cl][ClO4] (1/2) have been solved. The Pd-Se bond lengths are 2.4172(17) and 2.3675(4) Å, respectively for 1 and 2. The Pd-complexes (3-4) of L6-L7 were explored for Suzuki-Miyaura coupling and found promising as 0.006 mol % of 3 is sufficient to obtain good conversion with TON up to 1.58 × 104.

  12. Attraction ofOryzaephilus surinamensis (L.) andOryzaephilus mercator (Fauvel) (Coleoptera: Cucujidae) to some common volatiles of food.

    Science.gov (United States)

    Pierce, A M; Pierce, H D; Oehlschlager, A C; Borden, J H

    1990-02-01

    Responses by adultOryzaephilus surinamensis (L.) andOryzaephilus mercator (Fauvel) to various food volatiles were assessed by means of a two-choice, pitfall olfactometer. The individual experimental stimuli, all potential products of lipid oxidation, had a range of attractive doses of ≤ 1000-fold over the test dose ranges of 0.001-100 gmg, or 0.01-1000 gmg. Of 13 aliphatic C3-C14 aldehydes and benzaldehyde tested forOryzaephilus spp., 10 C3-C10 aliphatic aldehydes and benzaldehyde showed some attractiveness for both species. ForO. mercator, nonanal had the lowest lower threshold for positive response at 0.01 μg. The addition of small amounts of nonanal or of a 1∶1∶1 mixture of hexanal, octanal, and nonanal to small amounts of cucujolide aggregation pheromones enhanced response by mixed-sexO. mercator to the pheromones. Eleven aliphatic C2-C9 free fatty acids showed some attractiveness for bothOryzaephilus spp. Isovaleric acid and valeric acid had the lowest lower thresholds for positive response at 0.1 μg forO. mercator andO. surinamensis, respectively. Four olefinic oat volatiles were found to possess various degrees of attractiveness for bothOryzaephilus spp. The data suggest that food volatiles in this study might be used byOryzaephilus spp. as host-finding kairomones in nature. PMID:24263503

  13. Volatiles released by endophytic Pseudomonas fluorescens promoting the growth and volatile oil accumulation in Atractylodes lancea.

    Science.gov (United States)

    Zhou, Jia-Yu; Li, Xia; Zheng, Jiao-Yan; Dai, Chuan-Chao

    2016-04-01

    Atractylodes lancea is a well-known, but endangered, Chinese medicinal plant whose volatile oils are its main active components. As the volatile oil content in cultivated A. lancea is much lower than that in the wild herb, the application of microbes or related elicitors to promote growth and volatile oil accumulation in the cultivated herb is an important area of research. This study demonstrates that the endophytic bacterium Pseudomonas fluorescens ALEB7B isolated from the geo-authentic A. lancea can release several nitrogenous volatiles, such as formamide and N,N-dimethyl-formamide, which significantly promote the growth of non-infected A. lancea. Moreover, the main bacterial volatile benzaldehyde significantly promotes volatile oil accumulation in non-infected A. lancea via activating plant defense responses. Notably, the bacterial nitrogenous volatiles cannot be detected in the A. lancea - Pseudomonas fluorescens symbiont while the benzaldehyde can be detected, indicating the nitrogenous volatiles or their precursors may have been consumed by the host plant. This study firstly demonstrates that the interaction between plant and endophytic bacterium is not limited to the commonly known physical contact, extending the ecological functions of endophyte in the phytosphere and deepening the understandings about the symbiotic interaction. PMID:26874622

  14. The role of water in the photocatalytic degradation of acetonitrile and toluene in gas-solid and liquid-solid regimes

    Directory of Open Access Journals (Sweden)

    2006-01-01

    Full Text Available Photocatalytic degradation of acetonitrile and toluene was carried out both in gas-solid and in liquid-solid regimes by using commercial TiO 2 samples (Merck and Degussa P25. The investigation was mainly aimed to study the influence of water present in the reaction environment on the mechanism and degradation rate of two probe molecules. In gas-solid regime, the reacting mixture consisted of toluene or acetonitrile, oxygen, nitrogen, and water vapour. The main degradation product of toluene was CO 2 with small amounts of benzaldehyde. In the presence of water vapour, the activity of TiO 2 Merck remained stable but greatly decreased if water was absent. TiO 2 Degussa P25 continuously deactivated, even in the presence of water vapour. With both catalysts, the photodegradation products of acetonitrile were CO 2 and HCN; the activity was stable and was independent of the presence of water vapour in the reacting mixture. The production of HCN represents a drawback of acetonitrile photocatalytic degradation but the elimination of HCN is not actually a problem. In liquid-solid regime, the main intermediates of toluene photodegradation were p -cresol and benzaldehyde; traces of pyrogallol and benzyl alcohol were also found. Benzoic acid, hydroquinone, and trans, trans muconic acid were detected only when TiO 2 Merck was used. The photodegradation products of acetonitrile were cyanide, cyanate, formate, nitrate, and carbonate ions.

  15. Solid phase extraction of copper(II) ions using C18-silica disks modified by oxime ligands

    International Nuclear Information System (INIS)

    5-Tert-butyl-2-hydroxy-benzaldehyde oxime (L1) and 3,5- di-tert-butyl-2-hydroxy-benzaldehyde oxime (L2) are synthesized and characterized by conventional spectroscopic methods. These ligands are used as modifier of octadecyl silica membrane disks for separation and pre-concentration of trace amounts of copper(II) ions, followed by sulfuric or nitric acid elution and flame atomic absorption spectrometric (FAAS) determination. The effect of parameters influencing the extraction efficiency i.e. pH of sample solutions, amount of the oxime, type and volume of eluent, sample solution and eluent flow rates were evaluated. Under optimum experimental conditions, the maximum capacity of the membrane disks modified by 6 mg of L1 or 4 mg of L2 was found to be 284.7 (±2.8) μg of copper and 382.5 (±3.1) μg of copper, respectively. The detection limits of the presented methods are 0.29 ng ml-1 for L1 and 0.25 ng ml-1 for L2. The enrichment factors are greater than 400 for both cases. These methods were successfully applied to the extraction, recovery and detection of copper in different water samples.

  16. Electrooxidation of Mn(Ⅱ) on Pb-Sb-As Electrode in Sulfuric Acid

    Institute of Scientific and Technical Information of China (English)

    2000-01-01

    The electrooxidation of Mn(Ⅱ) on Pb-Sb-As alloy electrode in sulfuric acid has been investigated.In order to make the two steps of indirect electrosynthesis of benzaldehyde carried out in the same sulfuric acid concentration and also obtain high current efficiency of Mn(Ⅱ) to Mn(Ⅲ) and high yield of Mn(Ⅲ) oxidizing toluene to benzaldehyde in the mean time,the electrooxidation of Mn(Ⅱ) in 60% H2SO4 has been studied.Experimental results show that high current efficiency of Mn(Ⅲ) (about 75%) is obtained in 60%H2SO4 at 60℃.The reason affecting the current efficiency of Mn(Ⅲ) is discussed,and it is the coordination of sulfuric acid concentration and electrolytic temperature.The law is found that it is suitable for electrolysis at low temperature when sulfuric acid concentration is low and at high temperature when sulfuric acid concentration is high.

  17. Insecticidal activities of leaf essential oils from Cinnamomum osmophloeum against three mosquito species.

    Science.gov (United States)

    Cheng, Sen-Sung; Liu, Ju-Yun; Huang, Chin-Gi; Hsui, Yen-Ray; Chen, Wei-June; Chang, Shang-Tzen

    2009-01-01

    The larvicidal activities of leaf essential oils and their constituents from six chemotypes of indigenous cinnamon (Cinnamomum osmophloeum Kaneh.) trees were evaluated against three mosquito species. Results of larvicidal tests demonstrated that the leaf essential oils of cinnamaldehyde type and cinnamaldehyde/cinnamyl acetate type had an excellent inhibitory effect against Aedes albopictus larvae, and their LC(50) values in 24h were 40.8 microg/ml (LC(90)=81.7 microg/ml) and 46.5 microg/ml (LC(90)=83.3 microg/ml), respectively. Results of the 24-h mosquito larvicidal assays also showed that the effective constituents in leaf essential oils were trans-cinnamaldehyde and benzaldehyde and that the LC(50) values of these constituents against A. albopictus larvae were below 50 mug/ml. In addition, cinnamaldehyde type leaf essential oil and trans-cinnamaldehyde have also exhibited great larvicidal performance against Culex quinquefasciatus and Armigeres subalbatus larvae. Comparisons of mosquito larvicidal activity of trans-cinnamaldehyde congeners revealed that alpha-methyl cinnamaldehyde, benzaldehyde, and trans-cinnamaldehyde exhibited strong mosquito larvicidal activity. PMID:18396039

  18. The role of water in the photocatalytic degradation of acetonitrile and toluene in gas-solid and liquid-solid regimes

    Directory of Open Access Journals (Sweden)

    Leonardo Palmisano

    2006-02-01

    Full Text Available Photocatalytic degradation of acetonitrile and toluene was carried out both in gas-solid and in liquid-solid regimes by using commercial TiO2 samples (Merck and Degussa P25. The investigation was mainly aimed to study the influence of water present in the reaction environment on the mechanism and degradation rate of two probe molecules. In gas-solid regime, the reacting mixture consisted of toluene or acetonitrile, oxygen, nitrogen, and water vapour. The main degradation product of toluene was CO2 with small amounts of benzaldehyde. In the presence of water vapour, the activity of TiO2 Merck remained stable but greatly decreased if water was absent. TiO2 Degussa P25 continuously deactivated, even in the presence of water vapour. With both catalysts, the photodegradation products of acetonitrile were CO2 and HCN; the activity was stable and was independent of the presence of water vapour in the reacting mixture. The production of HCN represents a drawback of acetonitrile photocatalytic degradation but the elimination of HCN is not actually a problem. In liquid-solid regime, the main intermediates of toluene photodegradation were p-cresol and benzaldehyde; traces of pyrogallol and benzyl alcohol were also found. Benzoic acid, hydroquinone, and trans, trans muconic acid were detected only when TiO2 Merck was used. The photodegradation products of acetonitrile were cyanide, cyanate, formate, nitrate, and carbonate ions.

  19. Augmenting the Activity of Monoterpenoid Phenols against Fungal Pathogens Using 2-Hydroxy-4-methoxybenzaldehyde that Target Cell Wall Integrity.

    Science.gov (United States)

    Kim, Jong H; Chan, Kathleen L; Mahoney, Noreen

    2015-01-01

    Disruption of cell wall integrity system should be an effective strategy for control of fungal pathogens. To augment the cell wall disruption efficacy of monoterpenoid phenols (carvacrol, thymol), antimycotic potency of benzaldehyde derivatives that can serve as chemosensitizing agents were evaluated against strains of Saccharomyces cerevisiae wild type (WT), slt2Δ and bck1Δ (mutants of the mitogen-activated protein kinase (MAPK) and MAPK kinase kinase, respectively, in the cell wall integrity pathway). Among fourteen compounds investigated, slt2Δ and bck1Δ showed higher susceptibility to nine benzaldehydes, compared to WT. Differential antimycotic activity of screened compounds indicated "structure-activity relationship" for targeting the cell wall integrity, where 2-hydroxy-4-methoxybenzaldehyde (2H4M) exhibited the highest antimycotic potency. The efficacy of 2H4M as an effective chemosensitizer to monoterpenoid phenols (viz., 2H4M + carvacrol or thymol) was assessed in yeasts or filamentous fungi (Aspergillus, Penicillium) according to European Committee on Antimicrobial Susceptibility Testing or Clinical Laboratory Standards Institute M38-A protocols, respectively. Synergistic chemosensitization greatly lowers minimum inhibitory or fungicidal concentrations of the co-administered compounds. 2H4M also overcame the tolerance of two MAPK mutants (sakAΔ, mpkCΔ) of Aspergillus fumigatus to fludioxonil (phenylpyrrole fungicide). Collectively, 2H4M possesses chemosensitizing capability to magnify the efficacy of monoterpenoid phenols, which improves target-based (viz., cell wall disruption) antifungal intervention. PMID:26569223

  20. Modified calcium oxide as stable solid base catalyst for Aldol condensation reaction

    Indian Academy of Sciences (India)

    Ying Tang; Jingfang Xu; Xuefan Gu

    2013-03-01

    A highly efficient and stable solid-base catalyst for Aldol condensation was prepared by modifying commercial CaO with benzyl bromide in a simple way. It was found that modified CaO can effectively catalyse the Aldol condensation of cyclohexanone and benzaldehyde, as well as various benzaldehydes, to produce 2-benzylidenecyclohexanone with a good selectivity and high yield. Higher yield of 95.8% was obtained over modified CaO after 3 h, which is short compared with the yield of 92.1% after 12 h over commercial CaO. The influence of several reaction parameters, such as temperature, catalyst loading, was investigated. The humidity test over modified CaO reveals that the basic centres of modified CaO are stable for CO2 and moisture. From the results of Fourier transform-infrared (FT-IR) and Thermogravity analysis (TG) characterization, the modifier was bonded on surface of CaO chemically and almost no Ca(OH)2 formed during the modification process. The type of aldehyde has great influence on the yield of aldol condensation.

  1. Toxicity of benzyl alcohol in adult and neonatal mice

    International Nuclear Information System (INIS)

    Benzyl alcohol (BA) is an aromatic alcohol, which is used as a bacteriostat in a variety of parenteral preparations. In 1982, it was implicated as the agent responsible for precipitating The Gasping Syndrome in premature neonates. The investigate further this toxicity, BA was administered, intraperiotoneally, to adult and neonatal CD-1 male mice. Gross behavioral changes were monitored. Low doses produced minimal toxic effects within an initial 4 hour observation period. At the end of this time, the LD50 was determined to be 1000 mg/kg for both age groups. Death was due to respiratory arrest in all cases. Rapid absorption and conversion of BA to its primary metabolite, benzaldehyde, was demonstrated by gas chromatographic analysis of plasma from both experimental groups. The conversion of BA to benzaldehyde was confirmed in in vitro by using both horse-liver and mouse liver ADH. The inhibition of alcohol dehydrogenase (ADH) by pyrazole was similarly demonstrated in both enzyme systems. 14C-labelled BA was utilized to determine the distribution of BA and its metabolites in the body, and to possibly pinpoint a target organ of toxicity

  2. EAG and behavioral responses of Helicoverpa armigera males to volatiles from poplar leaves and their combinations with sex pheromone

    Institute of Scientific and Technical Information of China (English)

    邓建宇; 黄永平; 魏洪义; 杜家纬

    2004-01-01

    Electroantennogram (EAG) evaluation of selected compounds from wilted leaves ofblack poplar,Populus nigra,showed that phenyl acetaldehyde, methyl salicylate, (E)-2-hexenal elicited strong responses from male antennae of Helicoverpa armigera. When mixed with sex pheromone (Ph), some volatiles, e.g. phenyl acetaldehyde, benzyl alcohol,phenylethanol, methylsalicylate, linalool, benzaldehyde, (Z)-3-hexenol, (Z)-3-hexenylacetate, (Z)-6-nonenol, cineole, (E)-2-hexenal, and geraniol elicited stronger responses from male antennae than Ph alone. Wind tunnel bioassay demonstrated that various volatiles could either enhance or inhibit the effect of synthetic sex pheromone. (E)-2-hexenal, (Z)-3-hexenol and linalool in combination with Ph could not induce any male to land on source at all, whereas phenyl acetaldehyde, benzaldehyde, (Z)-6-nonenol and salicylaldehyde combined with Ph enhanced male response rates by 58.63%,50.33%, 51.85% and 127.78%, respectively, compared to Ph alone. These results suggested that some volatiles should modify sex pheromone caused behavior and that some of them could possibly be used as a tool for disrupting mating or for enhancing the effect of synthetic sex pheromone in the field.

  3. A specific affinity reagent to distinguish aldehyde dehydrogenases and oxidases. Enzymes catalyzing aldehyde oxidation in an adult moth

    International Nuclear Information System (INIS)

    Aldehyde dehydrogenase (ALDH) and oxidase (AO) enzymes from the tissue extracts of male and female tobacco budworm moth (Heliothis virescens) were identified after electrophoretic protein separation. AO activity was visualized using formazan- or horseradish peroxidase-mediated staining coupled to the AO-catalyzed oxidation of benzaldehyde. A set of six soluble AO enzymes with isoelectric points from pI 4.6 to 5.3 were detected primarily in the antennal extracts. Partially purified antennal AO enzymes also oxidized both (Z)-9-tetradecenal and (Z)-11-hexadecenal, the two major pheromone components of this moth. ALDH activity was detected using a tritium-labeled affinity reagent based on a known irreversible inhibitor of this enzyme. This labeled vinyl ketone, [3H](Z)-1,11-hexadecadien-3-one, was synthesized and used to covalently modify the soluble ALDH enzymes from tissue extracts. Molecular subunits of potential ALDH enzymes were visualized in the fluorescence autoradiograms of sodium dodecyl sulfate-polyacrylamide gel electrophoresis-separated proteins of the antenna, head, and leg tissues. Covalent modification of these protein subunits decreased specifically in the presence of excess pheromone aldehyde or benzaldehyde. Labeled vinyl ketones are thus novel tools for the identification of molecular subunits of ALDH enzymes

  4. Dried powders of velvetbean and pine bark added to soil reduce Rhizoctonia solani-induced disease on soybean Pós secos de mucuna e casca de pinus adicionados ao solo reduzem a doença causada por Rhizoctonia solani em soja

    Directory of Open Access Journals (Sweden)

    Luiz E. B. Blum

    2006-06-01

    Full Text Available Diseases induced by Rhizoctonia solani, like damping-off and root and stem rot on soybean (Glycine max, are a serious problem around the world. The addition of some organic material to soil is an alternative control for these diseases. In this study, benzaldehyde and dried powders of kudzu (Pueraria lobata, velvetbean or mucuna (Mucuna deeringiana, and pine bark (Pinus spp. were used in an attempt to improve soybean plant growth and to reduce the disease R. solani (AG-4 causes on soybean. Benzaldehyde (0.1-0.4 mL/kg of soil and velvetbean (25-100 g/kg significantly (P As doenças em soja (Glycine max causadas por Rhizoctonia solani são um sério problema ao redor do mundo. A incorporação ao solo de resíduos orgânicos é uma alternativa para o controle destas doenças. Neste estudo, benzaldeido e pós-secos de kudzu (Pueraria lobata, mucuna (Mucuna deeringiana e casca de pinus (Pinus spp. foram usados com o objetivo de melhorar o crescimento de plantas de soja e de diminuir a doença causada por R. solani (AG-4. Benzaldehyde (0,1-0,4 mL/kg de solo e mucuna (25-100 g/kg reduziram significativamente (P < 0.05 o crescimento micelial de R. solani em experimentos de laboratório. Em experimentos conduzidos em casa de vegetação a porcentagem de plantas sobreviventes foi maior em solo com casca de pinus e mucuna (50-100 g/kg. Em solo tratado com kudzu (r²=0,91 ou mucuna (r²=0,94, houve tendência significativa em aumentar a massa fresca das plantas de soja. Em microparcelas de campo solos com mucuna (r²=0,85 ou com casca de pinus (r²=0,61 reduziram significativamente a quantidade de doença. A quantidade de Bacillus megaterium (r²=0,87 e Trichoderma hamatum (r²=0,92 e a hidrólise de diacetato fluoresceina (r²=0,91 foram maiores em solo com doses crescentes de mucuna, indicando uma maior atividade microbiana. Neste estudo conclui-se que pós-secos de mucuna e casca de pinus, incorporados ao solo, podem reduzir a doença causada por R

  5. Preparation of manganese oxide immobilized on SBA-15 by atomic layer deposition as an efficient and reusable catalyst for selective oxidation of benzyl alcohol in the liquid phase

    International Nuclear Information System (INIS)

    Manganese oxide supported on mesoporous silica SBA-15 catalyst (Mn-SBA-15) was tested with Mn contents in the range of 0.8–23 wt%. Samples were prepared by the controlled grafting process of atomic layer deposition (ALD). Other sample was prepared for comparisons by the wet impregnation method. These samples were characterized by the techniques of ICP, XRD, SEM, Raman, FT-IR spectroscopy, diffuse reflectance UV–Vis, TGA-DSC, and N2 absorption–desorption surface area measurement. Results indicated that anchored manganese oxide particles have been successfully synthesized over the surface of SBA-15. These samples contained Red-Ox ion pairs of Mn2+ and Mn3+ highly dispersed on the mesoporous silica surface. The impregnated sample exhibited lower surface area and contained Red-Ox ion pairs of Mn3+ and Mn4+ more aggregated particles on the SBA-15 surface. Results determined Mn-SBA-15 as an efficient and selective catalyst for oxidation of benzyl alcohol with tert-butylhydroperoxide in liquid phase. In accordance with expectations, there was a negligible amount of leaching of immobilized manganese oxide from the support during the reaction, because of strong surface interaction between manganese oxide and hydroxyls groups. The influences of reaction temperature, reaction time, solvent, TBHP/benzyl alcohol molar ratio, amount of catalyst and reusability were investigated. Under optimized conditions (0.2 g catalyst, TBHP/benzyl alcohol molar ratio 1, solvent acetonitrile; T = 90 °C; reaction time 8 h), results achieved 70% conversion of benzyl alcohol and 100% selectivity to benzaldehyde. - Highlights: • Manganese oxide immobilized on SBA-15 were prepared by atomic layer deposition (ALD). • Oxidation of benzyl alcohol to benzaldehyde over this catalyst were investigated. • Effects of loading of manganese oxide, T, oxidant/alcohol ratio were investigated. • The leaching of manganese oxide from support during the reaction was negligible. • Under optimized

  6. Preparation of manganese oxide immobilized on SBA-15 by atomic layer deposition as an efficient and reusable catalyst for selective oxidation of benzyl alcohol in the liquid phase

    Energy Technology Data Exchange (ETDEWEB)

    Mahdavi, Vahid, E-mail: v-mahdavi@araku.ac.ir; Mardani, Mahdieh

    2015-04-01

    Manganese oxide supported on mesoporous silica SBA-15 catalyst (Mn-SBA-15) was tested with Mn contents in the range of 0.8–23 wt%. Samples were prepared by the controlled grafting process of atomic layer deposition (ALD). Other sample was prepared for comparisons by the wet impregnation method. These samples were characterized by the techniques of ICP, XRD, SEM, Raman, FT-IR spectroscopy, diffuse reflectance UV–Vis, TGA-DSC, and N{sub 2} absorption–desorption surface area measurement. Results indicated that anchored manganese oxide particles have been successfully synthesized over the surface of SBA-15. These samples contained Red-Ox ion pairs of Mn{sup 2+} and Mn{sup 3+} highly dispersed on the mesoporous silica surface. The impregnated sample exhibited lower surface area and contained Red-Ox ion pairs of Mn{sup 3+} and Mn{sup 4+} more aggregated particles on the SBA-15 surface. Results determined Mn-SBA-15 as an efficient and selective catalyst for oxidation of benzyl alcohol with tert-butylhydroperoxide in liquid phase. In accordance with expectations, there was a negligible amount of leaching of immobilized manganese oxide from the support during the reaction, because of strong surface interaction between manganese oxide and hydroxyls groups. The influences of reaction temperature, reaction time, solvent, TBHP/benzyl alcohol molar ratio, amount of catalyst and reusability were investigated. Under optimized conditions (0.2 g catalyst, TBHP/benzyl alcohol molar ratio 1, solvent acetonitrile; T = 90 °C; reaction time 8 h), results achieved 70% conversion of benzyl alcohol and 100% selectivity to benzaldehyde. - Highlights: • Manganese oxide immobilized on SBA-15 were prepared by atomic layer deposition (ALD). • Oxidation of benzyl alcohol to benzaldehyde over this catalyst were investigated. • Effects of loading of manganese oxide, T, oxidant/alcohol ratio were investigated. • The leaching of manganese oxide from support during the reaction was

  7. Electrocatalytic activity of surface adsorbed ruthenium-alizarin complexone toward the oxidation of benzyl alcohol

    International Nuclear Information System (INIS)

    The surface electrochemical behavior of an adsorbed alizarin complexone (abbreviated as AC) and its surface coordination with Ru(II) were studied in aqueous solution at a pH range of 0-6. The surface complex of ruthenium with AC displays strong electrocatalytic activities toward benzyl alcohol. Based on the rotating disk electrode measurement, it is believed that the electrocatalytic oxidation of benzyl alcohol is a two-electron and two-proton process with benzaldehyde as a major product. On the other hand, ruthenium-AC surface complex has also shown catalytic activities toward electro-oxidation of several small organic molecules such as methanol, formic acid, formaldehyde, ethanol, and acetaldehyde

  8. Ruthenium(II) hydrazone Schiff base complexes: Synthesis, spectral study and catalytic applications

    Science.gov (United States)

    Manikandan, R.; Viswanathamurthi, P.; Muthukumar, M.

    2011-12-01

    Ruthenium(II) hydrazone Schiff base complexes of the type [RuCl(CO)(B)(L)] (were B = PPh 3, AsPh 3 or Py; L = hydrazone Schiff base ligands) were synthesized from the reactions of hydrazone Schiff base ligand (obtained from isonicotinoylhydrazide and different hydroxy aldehydes) with [RuHCl(CO)(EPh 3) 2(B)] (where E = P or As; B = PPh 3, AsPh 3 or Py) in 1:1 molar ratio. All the new complexes have been characterized by analytical and spectral (FT-IR, electronic, 1H, 13C and 31P NMR) data. They have been tentatively assigned an octahedral structure. The synthesized complexes have exhibited catalytic activity for oxidation of benzyl alcohol to benzaldehyde and cyclohexanol to cyclohexanone in the presence of N-methyl morpholine N-oxide (NMO) as co-oxidant. They were also found to catalyze the transfer hydrogenation of aliphatic and aromatic ketones to alcohols in KOH/Isopropanol.

  9. N-Alkylated dinitrones from isosorbide as cross-linkers for unsaturated bio-based polyesters

    Directory of Open Access Journals (Sweden)

    Oliver Goerz

    2014-04-01

    Full Text Available Isosorbide was esterified with acryloyl chloride and crotonic acid yielding isosorbide diacrylate (9a and isosorbide dicrotonate (9b, which were reacted with benzaldehyde oxime in the presence of zinc(II iodide and boron triflouride etherate as catalysts to obtain N-alkylated dinitrones 10a/b. Poly(isosorbide itaconite -co- succinate 13 as a bio-based unsaturated polyester was cross-linked by a 1,3-dipolar cycloaddition with the received dinitrones 10a/b. The 1,3-dipolar cycloaddition led to a strong change of the mechanical properties which were investigated by rheological measurements. Nitrones derived from methyl acrylate (3a and methyl crotonate (3b were used as model systems and reacted with dimethyl itaconate to further characterize the 1,3-dipolaric cycloaddition.

  10. Acidic Condensation of BODIPYs with Aldehydes: A Quick and Versatile Route to Alkenyl-BODIPYs and C(sp(3) )-Connected DYEmers.

    Science.gov (United States)

    Ahrens, Johannes; Cordes, Birte; Wicht, Richard; Wolfram, Benedikt; Bröring, Martin

    2016-07-18

    The condensation of aldehydes with BODIPY (boron dipyrrin) luminophores was investigated. Formaldehyde can be used to connect two BODIPYs at each of the three pyrrolic C positions (α-, β-, and β'-positions) in a quick and highly selective manner, yielding new DYEmers (di- and oligomeric BODIPY derivatives) with varied photophysical properties. Benzaldehydes form DYEmers only at the β- and the β'-positions. For aliphatic aldehydes the DYEmer formation competes with the elimination of water from a proposed alcohol intermediate, leading to the formation of α- and β-alkenyl-BODIPYs. 2-Phenylacetaldehyde and similar precursors exclusively yield elimination products. These acid-mediated transformations are valuable alternatives to the well-established, base-promoted Knoevenagel condensation protocol that is typically employed in the preparation of BODIPYs with near infrared (NIR)-shifted absorptions. PMID:27140934

  11. Crystal structure of 4-{[(2,4-di­hydroxy­benzyl­idene)amino]­meth­yl}cyclo­hexane­carb­oxy­lic acid

    Science.gov (United States)

    Danish, Muhammad; Akbar, Saba; Tahir, Muhammad Nawaz; Butt, Rabia Ayub; Ashfaq, Muhammad

    2015-01-01

    In the title compound, C15H19NO4, the cyclo­hexyl ring adopts a chair conformation with both exocyclic C—C bonds in equatorial orientations. The dihedral angle between the basal plane of cyclo­hexyl ring and the 2,4-di­hydroxy­benzaldehyde moiety is 84.13 (13)°. An intra­molecular O—H⋯N hydrogen bonds closes an S(6) ring. In the crystal, Oc—H⋯Op (c = carb­oxy­lic acid, p = phenol) hydrogen bonds link the mol­ecules into [100] C(13) chains whereas an Op—H⋯Oc hydrogen bond generates [101] C(15) chains. Together, these bonds generate (010) sheets incorporating R 2 2(20) loops. Weak C—H⋯O and C—H⋯π inter­actions also occur. PMID:26870569

  12. A new Mannich base and its transition metal (II) complexes - Synthesis, structural characterization and electrochemical study

    Indian Academy of Sciences (India)

    N Raman; S Esthar; C Thangaraja

    2004-06-01

    new Mannich base, N-(1-morpholinobenzyl) semicarbazide (MBS), formed by the condensation of morpholine, semicarbazide and benzaldehyde, and its Cu(II), Ni(II), Co(II) and Zn(II) complexes have been synthesized. Their structures have been elucidated on the basis of analytical, magnetic, electrical conductivity and spectral study as well as elemental analyses. The complexes exhibit square-planar geometry. The monomeric and non-electrolytic nature of the complexes is evidenced by their magnetic susceptibility and low conductance data. The electrochemical property of the ligand and its complexes in acetonitrile solution was studied by cyclic voltammetry. The X-band ESR spectra of the Cu(II) complex in DMSO at 300 and 77 K were recorded and their salient features are reported.

  13. Structural correlation of some heterocyclic chalcone analogues and evaluation of their antioxidant potential.

    Science.gov (United States)

    Kumar, C S Chidan; Loh, Wan-Sin; Ooi, Chin Wei; Quah, Ching Kheng; Fun, Hoong-Kun

    2013-01-01

    A series of six novel heterocyclic chalcone analogues 4(a-f) has been synthesized by condensing 2-acetyl-5-chlorothiophene with benzaldehyde derivatives in methanol at room temperature using a catalytic amount of sodium hydroxide. The newly synthesized compounds are characterized by IR, mass spectra, elemental analysis and melting point. Subsequently; the structures of these compounds were determined using single crystal X-ray diffraction. All the synthesized compounds were screened for their antioxidant potential by employing various in vitro models such as DPPH free radical scavenging assay, ABTS radical scavenging assay, ferric reducing antioxidant power and cupric ion reducing antioxidant capacity. Results reflect the structural impact on the antioxidant ability of the compounds. The IC₀ values illustrate the mild to good antioxidant activities of the reported compounds. Among them, 4f with a p-methoxy substituent was found to be more potent as antioxidant agent. PMID:24077177

  14. Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential

    Directory of Open Access Journals (Sweden)

    Hoong-Kun Fun

    2013-09-01

    Full Text Available A series of six novel heterocyclic chalcone analogues 4(a–f has been synthesized by condensing 2-acetyl-5-chlorothiophene with benzaldehyde derivatives in methanol at room temperature using a catalytic amount of sodium hydroxide. The newly synthesized compounds are characterized by IR, mass spectra, elemental analysis and melting point. Subsequently; the structures of these compounds were determined using single crystal X-ray diffraction. All the synthesized compounds were screened for their antioxidant potential by employing various in vitro models such as DPPH free radical scavenging assay, ABTS radical scavenging assay, ferric reducing antioxidant power and cupric ion reducing antioxidant capacity. Results reflect the structural impact on the antioxidant ability of the compounds. The IC50 values illustrate the mild to good antioxidant activities of the reported compounds. Among them, 4f with a p-methoxy substituent was found to be more potent as antioxidant agent.

  15. Size distribution and chemical composition of secondary organic aerosol formed from Cl-initiated oxidation of toluene

    Institute of Scientific and Technical Information of China (English)

    Mingqiang Huang; Weijun Zhang; Xuejun Gu; Changjin Hu; Weixiong Zhao; Zhenya Wang; Li Fang

    2012-01-01

    Secondary organic aerosol (SOA) formed from Cl-initiated oxidation of toluene was investigated in a home-made smog chamber.The size distribution and chemical composition of SOA particles were measured using aerodynamic particle sizer spectrometer and the aerosol laser time-of-flight mass spectrometer (ALTOFMS),respectively.According to a large number of single aerosol diameter and mass spectra,the size distribution and chemical composition of SOA were obtained statistically.Experimental results showed that SOA particles created by Cl-initiated oxidation of toluene is predominantly in the form of fine particles,which have diameters less than 2.5 μm (i.e.,PM2.5),and glyoxal,benzaldehyde,benzyl alcohol,benzoquinone,benzoic acid,benzyl hydroperoxide and benzyl methyl nitrate are the major products components in the SOA.The possible reaction mechanisms leading to these products are also proposed.

  16. Chemical Composition and Hepato-protective activity of Imperata cylindrica Beauv

    Directory of Open Access Journals (Sweden)

    Gamal A Mohamed

    2009-01-01

    Full Text Available Phytochemical study of the aerial parts of Imperata cylindrica Beauv. (Graminae, growing in Egypt afforded four methoxylated flavonoids 1-4 , β-sitosterol-3-0-β-D-glucopyranosyl-6 ′ -tetradecanoate 5 , 3-hydroxy-4-methoxy-benzaldehyde 6 , together with daucosterol, β-sitosterol and α-amyrin 7-9. To the best of our knowledge, this is the first isolation of compounds 1-5 from the genus Imperata. A significant hepato-protective activity had been observed upon co-administration of the methanolic extracts of I. cylindrica with CCl 4 . The structures were determined using spectroscopic data; 1D ( 1 H and 13 C, 2D (HSQC, and HMBC NMR; MS; UV and IR.

  17. STUDIES ON RADICAL POLYMERIZATION OF METHYL METHACRYLATE INITIATED WITH ORGANIC PEROXIDE-AMINE SYSTEMS

    Institute of Scientific and Technical Information of China (English)

    QIU Kunyuan; SHUI Li; FENG Xinde

    1984-01-01

    Radical polymerization of methyl methacrylate (MMA) initiated with various diacyl peroxideamine systems was studied. Benzoyl peroxide (BPO) and lauroyl peroxide (LPO) were used as diacyl peroxide component, N,N-dimethyl aniline (DMA) and its para substituted derivatives, i.e., N,N-dimethyl-p-toluidine (DMT), p-hydroxymethyl-N,N-dimethyl aniline (HDMA), p-nitro-N,N-dimethyl aniline (NDMA) and p-dimethylamino benzaldehyde (DMAB) were used as amine components. It was found that the peroxide-DMT systems give higher rates of bulk polymerization Rp of MMA than the organic hydroperoxide-DMT systems with the following descending order BPO-DMT>LPO-DMT>CHP (cumene hydroperoxide)-DMT>TBH (tert-butyl hydroperoxide)-DMT.The aromatic tertiary amines possess obvious structural effect on the Rp values in the diacyl peroxideamine system. The overall activation energy of MMA polymerization was determined and the kinetics of polymerization of MMA initiated with BPO-DMT system was investigated.

  18. Correlation between the Chemotaxonomic Classifications of the essential oils of 48 Eucalyptus species harvested from Tunisia and their Phylogenetic Classification

    Directory of Open Access Journals (Sweden)

    Elaissi Ameur

    2014-03-01

    Full Text Available Various chemical classes (monoterpenes hydrocarbons, oxygenated monoterpenes, sesquiterpenes hydrocarbons, oxygenated sesquiterpenes, esters, ketones, non classified coumpounds and non identified compounds and twenty five of the main components from the essential oils of 48 Tunisian Eucalyptus species has been reported. The compounds includes 1,8-cineole, torquatone, p-cymene, spathulenol, trans-pinocarveol, α-pinene, borneol, cryptone, 4-methyl-2-pentyl acetate, globulol, isoamyl isovalerate, α-terpineol, (E,E-farnesol, viridiflorol, aromadendrene, terpinen-4-ol, β-eudesmol, α-eudesmol, limonene, D-piperitone, caryophyllene oxide, β-phellandrene, bicyclogermacrene, α-phellandrene and benzaldehyde, as a principal component when analysed by GC-MS.. The comparison of this classification to the phylogenetic classification showed a divergence for the majority of the species, however some concordance was found.

  19. Synthesis and Antitumor Evaluation of Novel Derivatives of 6-Amino-2-phenylbenzothiazoles

    Directory of Open Access Journals (Sweden)

    Grace Karminski-Zamola

    2006-05-01

    Full Text Available Novel derivatives of 6-amino-2-phenylbenzothiazole bearing differentsubstituents (amino, dimethylamino or fluoro on the phenyl ring were prepared as thecorresponding hydrochloride salts. 6-Nitro-2-(substituted-phenylbenzothiazoles (1-6 weresynthesized by condensation reactions of substituted benzaldehydes with 2-amino-5-nitrothiophenol. Nitro derivatives were reduced to the amino derivatives with SnCl2/HCl.Water soluble hydrochloride salts of 6-amino-2-(substituted-phenylbenzothiazole (13-19were prepared using concentrated or gaseous HCl. Compounds 13-19 were found to exertcytostatic activities against malignant human cell lines: cervical (HeLa, breast (MCF-7,colon (CaCo-2, laryngeal carcinoma (Hep-2, and normal human fibroblast cell lines (WI-38.

  20. Characterization of some Pr(III) complexes in terms of electronic spectral parameters

    International Nuclear Information System (INIS)

    Pr(III) complexes from the ligands derived from methyl acetoacetate, ethyl acetoacetate, veratraldehyde, ethyl vanillin and 2,5 dimethoxy benzaldehyde forming Schiff-bases with ortho, meta and para phenylene diamines have been synthesized. The complexes have been characterized in terms of various Slater-Condon Lande and Judd-Ofelt parameters. The various trends in the parametric values have also been described. The involvement of 4f-orbital in the Pr(III) complexes including deviation in the symmetry have been discussed on the basis of electronic spectral parameters. The validity of the theories used has been established while comparing observed and calculated energies and intensities of the various bands in the present complexes on the basis of r.m.s deviation. The trends of the curves observed in the solution spectra have also been discussed. (author). 21 refs., 5 tabs., 2 figs

  1. [The stability of bromhexine and the structure of its degradation products].

    Science.gov (United States)

    Göber, B; Lisowski, H; Franke, P

    1988-01-01

    Refluxed acid or neutral aqueous solutions of Bromhexine (1) show four degradation products. 1 is decomposed at room temperature (20 degrees C; 1 year) less than 1%. Degradation products of crystalline 1 are not detectable in the temperature-moisture-test. Under normal storage conditions a 5-year stability for aqueous solutions and a more than 10-year stability for crystalline 1 are estimated. Very small amounts of three degradation products were isolated by TLC. According to MS-, UV- and IR-analysis their structures are 3-cyclohexyl-6,8-dibromo-chinazoline-4-one (2a), 3-cyclohexyl-6,8-dibromo-chinazoline (2b) and 3-amino-4,6-dibromo-benzaldehyde (3). The structure of N-Methylcyclohexylamine is supposed for a further product. Ms fragmentation and degradation mechanisms are discussed. PMID:3375295

  2. Identification of compounds that contribute to trigeminal burn in aqueous ethanol solutions.

    Science.gov (United States)

    Kokkinidou, Smaro; Peterson, Devin G

    2016-11-15

    The influence of carbonyl species on the trigeminal burn of distilled spirit model systems was investigated. Quantities of the intrinsic carbonyl compounds were significantly altered in 40% ethanol solutions using two methods; (1) increasing or decreasing the product pH, to induce hemiacetal formation and acetal stabilization or induce and stabilize carbonyl species such as aldehydes, respectively and (2) utilizing a sulfonyl hydrazine polymer treatment. Samples with reduced carbonyl concentrations had significantly lower perceived trigeminal burn intensity. Sensory recombination experiments revealed that addition of carbonyl compounds increased trigeminal burn perception in model systems; confirming the direct relationship between the concentration of carbonyl compounds and trigeminal burn. The strongest potentiators of the trigeminal response were carbonyl compounds octanal, nonanal, benzaldehyde and 2-heptanone suggesting the probability that carbonyl species such as saturated aldehydes and ketones act as agonists to activate nociceptors such as TRPV1 and TRPA1 and elicit trigeminal burn. PMID:27283693

  3. Localized operator partitioning method for electronic excitation energies in the time-dependent density functional formalism

    CERN Document Server

    Nagesh, Jayashree; Brumer, Paul; Izmaylov, Artur F

    2016-01-01

    We extend the localized operator partitioning method (LOPM) [J. Nagesh, A.F. Izmaylov, and P. Brumer, J. Chem. Phys. 142, 084114 (2015)] to the time-dependent density functional theory (TD-DFT) framework to partition molecular electronic energies of excited states in a rigorous manner. A molecular fragment is defined as a collection of atoms using Stratman-Scuseria-Frisch atomic partitioning. A numerically efficient scheme for evaluating the fragment excitation energy is derived employing a resolution of the identity to preserve standard one- and two-electron integrals in the final expressions. The utility of this partitioning approach is demonstrated by examining several excited states of two bichromophoric compounds: 9-((1-naphthyl)-methyl)-anthracene and 4-((2-naphthyl)-methyl)-benzaldehyde. The LOPM is found to provide nontrivial insights into the nature of electronic energy localization that are not accessible using simple density difference analysis.

  4. Orbital Optimization in the Active Space Decomposition Model

    CERN Document Server

    Kim, Inkoo; Shiozaki, Toru

    2015-01-01

    We report the derivation and implementation of orbital optimization algorithms for the active space decomposition (ASD) model, which are extensions of complete active space self-consistent field (CASSCF) and its occupation-restricted variants in the conventional multiconfiguration electronic-structure theory. Orbital rotations between active subspaces are included in the optimization, which allows us to unambiguously partition the active space into subspaces, enabling application of ASD to electron and exciton dynamics in covalently linked chromophores. One- and two-particle reduced density matrices, which are required for evaluation of orbital gradient and approximate Hessian elements, are computed from the intermediate tensors in the ASD energy evaluation. Numerical results on 4-(2-naphthylmethyl)-benzaldehyde and [3$_6$]cyclophane and model Hamiltonian analyses of triplet energy transfer processes in the Closs systems are presented. Furthermore model Hamiltonians for hole and electron transfer processes in...

  5. Phenolic compound from Sidastrum micranthum (A. St.-Hill.) fryxell and evaluation of acacetin and 7,4'-di-o-methylisoscutellarein as motulator of bacterial drug resistance

    Energy Technology Data Exchange (ETDEWEB)

    Gomes, Roosevelt A.; Ramirez, Rafael R.A.; Maciel, Jessica Karina da S.; Agra, Maria de Fatima; Souza, Maria de Fatima Vanderlei de, E-mail: mfvanderlei@ltf.ufpb.br [Universidade Federal da Paraiba (UFPB), Joao Pessoa, PB (Brazil). Centro de Ciencias da Saude. Lab. de Tecnologia Farmaceutica Delby Fernandes de Medeiros; Falcao-Silva, Vivyanne S.; Siqueira-Junior, Jose P. [Universidade Federal da Paraiba (UFPB), Joao Pessoa, PB (Brazil). Dept. de Biologia Molecular

    2011-07-01

    From the aerial parts of Sidastrum micranthum (A. St.-Hill.) Fryxell (Malvaceae) were isolated m-methoxy-p-hydroxy-benzaldehyde, o-hydroxy-benzoic acid, acacetin, quercetin, 7,4'-Di-O-methylisoscutellarein, genkwanin and tiliroside. These compounds were identified by data analyses of spectroscopic methods. Although acacetin and 7,4'-Di-O-methylisoscutellarein did not display relevant antibacterial activity (MIC = 256 {mu}g/mL), they modulated the activity of antibiotics, i.e. in combination with antibiotics at 64 {mu}g/mL (. MIC), a two-fold reduction in the MIC was observed for norfloxacin and ethidium bromide; regarding tetracycline and erythromycin a two-fold reduction in the MIC was observed only with 7,4'-Di-O-methylisoscutellarein. (author)

  6. Bastões de grafite reciclados de baterias comuns e seu uso como eletrodo modificado em hidrogenação eletrocatalítica de alguns substratos orgânicos

    Directory of Open Access Journals (Sweden)

    Lofrano Renata C. Z.

    2002-01-01

    Full Text Available This paper presents some results on the employ of recycled graphite electrode obtained from used common 1.5 V batteries in the preparation of modified electrode and the electrocatalytical hydrogenation of benzaldehyde and of n-valeraldehyde. This inexpensive and easy to obtain electrode was prepared by coating it with a 1:1 mixed film of poly-(allylfenil ether: poly-[allyl p-(2-ethylammonium benzene ether] and introduction of dispersed platinum particles by ion exchange and reduction of PtCl4-2. Electroreduction of H+ from aqueous H2SO4 using the proposed electrode hydrogenated the substrates in a way comparable with that of vitreous carbon electrode.

  7. Use of Competition Kinetics with Fast Reactions of Grignard Reagents

    DEFF Research Database (Denmark)

    Holm, Torkil

    2000-01-01

    Competition kinetics are useful for estimation of the reactivities of Grignard reagents if the reaction rates do not differ widely and if exact rates are not needed. If the rate of mixing is slower than the rate of reaction the ratios between the rates of fast and slow reagents are found to be too...... may account for almost all the product even when present as only 1 part in 100 parts of the competing agent. In this way allylmagnesium bromide is estimated to react with acetone, benzophenone, benzaldehyde, and diethylacetaldehyde ca. 1.5 x 105 times faster than does butylmagnesium bromide. The rates...... found for the four substrates do not differ significantly and it seems possible that there is a ceiling over the rate of reaction of this reagent, for example caused by diffusion control. This may explain that competition kinetics using allylmagnesium bromide have failed to show kinetic isotope effects...

  8. STUDIES OF NOVEL THIAZOLE-IMIDAZOLE COMBINED MOLECULE

    Directory of Open Access Journals (Sweden)

    Purvesh J. Shah

    2014-03-01

    Full Text Available The condensation reaction of 4-benzylidene-2-p-tolyloxazol-5(4H-one(2 with 2-amino substituted benzothiazole3(I-VI was yielded a series of 4-benzylidene-1-(substitued-2-benzo thiazolyl-2-(4-methoxyphenyl-1H-imidazol-5(4H-one 4(I-VI.The 4-benzylidene-2-p-tolyloxazol-5(4H-one(2 has been prepared from cyclo condensation reaction between hippuric acid (1 with p-methyl benzaldehyde. The novel prepared compounds were characterized by IR, 1H-NMR, 13C-NMR and Mass spectral data. All the prepared compounds were screened for their antibacterial activities and antifungal activities.

  9. Separation of an aqueous extract Inonotus obliquus (Chaga). A novel look at the efficiency of its influence on proliferation of A549 human lung carcinoma cells.

    Science.gov (United States)

    Mazurkiewicz, Witold; Rydel, Katarzyna; Pogocki, Dariusz; Lemieszek, Marta Kinga; Langner, Ewa; Rzeski, Wojciech

    2010-01-01

    Aqueous extract of Inonotus obliquus was hydrolyzed in dilute hydrochloric acid. The products were extracted applying organic solvents, and separated chromatographically on a silica gel-packed column. Eluted fractions were analyzed by means of GC-MS. The presence of hydrocarbons, alcohols, phenols and various carbonyl compounds in analyzed fractions has been detected and quantified. Preliminarily experiments on the influence of certain separated samples on the proliferation of A549 human lung carcinoma cells were performed. Therefore, we hypothesize that the major antiproliferative effects are related to the presence of benzaldehyde, which is a benzyl alcohol metabolite formed in situ in the cells culture with the yield moderated by the presence of trace amounts of "high molecular mass compounds". PMID:20635536

  10. Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids

    Directory of Open Access Journals (Sweden)

    Jing Zhang

    2013-01-01

    Full Text Available Chalcones 1~8 and 5-deoxyflavonoids 9~22 were synthesized in good yields by aldol condensation, Algar-Flynn-Oyamada reaction, glycosidation, and deacetylation reaction, respectively, starting from 2-acetyl phenols substituted by methoxy or methoxymethoxy group and appropriately benzaldehydes substituted by methoxy, methoxymethoxy group, or chlorine. Among them, 13 and 17~22 are new compounds. The cytotoxicity bioassays of these chalcones and 5-deoxyflavonoids were screened using the sulforhodamine B (SRB protein staining method, and the results showed that compounds 2, 4, 5, 6, 10, 15, and 19 exhibited moderate cytotoxicity against the cancer cell line of MDA-MB-231, U251, BGC-823, and B16 in comparison with control drugs (HCPT, Vincristine, and Taxol.

  11. 4’-苯氧基查尔酮类衍生物的合成%Synthesis of 4'-phenoxy Chalcone Derivatives

    Institute of Scientific and Technical Information of China (English)

    李苗苗; 徐志刚; 时志春

    2012-01-01

    Choosing diphenyl ether as the starting material,1-(4-phenoxyphenyl)ethanone was abtained through the friedel-crafts reaction.After reacted with benzaldehyde derivatives in different ways,eight unreported 4'-phenoxy chalcone derivatives were gained.The structures of all synthesized compounds were determined by 1H NMR and ESI-MS.%以联苯醚为起始原料,经傅克酰基化合成4-联苯醚乙酮,与苯甲醛衍生物以不同方式进行羟醛缩合反应,设计合成一系列4'-苯氧基查尔酮类衍生物。产物结构均经ESI-MS和1H NMR确认,合成了8种未见报道的4'-苯氧基查尔酮。

  12. Synthesis and characterization of Mn(III) chloro complexes with salen-type ligands

    International Nuclear Information System (INIS)

    A series of novel salen-type complexes ((Mn(III)(Lacn)Cl): n=1∼11) containing Cl- ion were obtained by reactions of the Mn(CH3COO)2·4H2O with the potentially tetradentate compartmental ligand (H2Lacn), prepared by condensation the of one mole of diamine (ethylenediamine, 1,3-propanediamine, o-phenylenediamine, and 2,2-dimethyl-1,3-propanediamine) with two moles of aldehyde (salicylaldehyde, 5-chloro- salicylaldehyde, 3,5-dichlorosalicylal-dehyde, and 3,5-di-tert-butyl-2-hydroxy-benzaldehyde) in a methanol solution . The resulting salen-type ligands and their Mn(III) complexes were identified and characterized by elemental analysis, conductivity, thermogravimetry and UV-VIS, IR, and NMR spectroscopy

  13. Síntese e atividade antiedematogênica de derivados N-triptofil-5-benzilideno-2,4-tiazolidinadiona e N-triptofil-5-benzilideno-rodanina Synthesis and antiedematogenic activity of some N-trypthophyl-5-benzylidene-2,4-thiazolidinedione and N-trypthophyl-5-benzylidene-rhodanine derivatives

    Directory of Open Access Journals (Sweden)

    Alexandre José da Silva Góes

    2004-12-01

    Full Text Available Derivatives of N-tryptophyl-5-benzylidene-2,4-thiazolidinedione (7a-c and N-tryptophyl-5-benzylidene-rhodanine (7d-f were prepared by condensation of the intermediates 5 and 6 with different benzaldehydes, respectively. Their structural elucidation was carried through by IR, ¹H NMR and MS. The acute toxicity and antiedematogenic activity of the compounds 7b,c and 7e,f were evaluated. The data did not reveal any sign of toxicity, and no mortality was registered. As indomethacin (10 mg/kg; v.o., the antiedematogenic activity of the compounds 7b (50 mg/kg; v.o. and 7e, 7f (50 or 100 mg/kg; v.o. against carrageenan-induced paw edema was verified at time intervals of 180 min.

  14. Synthesis of 4-Amino-1,5-dimethyl-2-phenylpyrazolone Derivatives and their Antioxidant Activity

    International Nuclear Information System (INIS)

    Schiff bases of 4-amino-1,5-dimethyl-2-phenylpyrazolone (2-18) were synthesized by treating with different benzaldehyde derivatives and tested for in vitro antioxidant activity. Synthesized Schiff base derivatives (2-18) were characterized by various spectroscopic techniques. Compounds specially having hydroxyl substituents showed good DPPH radical scavenging activity having IC/sub 50/ values between 15.16 and 48.26 meu M. Compounds 3-7 showed stronger potency than the standard (n-propyl gallate, IC/sub 50/ = 30.27 ± 0.25 meu M). However, in the superoxide anion radical assay, derivatives 2, 4, 5, 6 and 7 showed better potency than the standard (n-propyl gallate, IC/sub 50/ = 106.34 ± 1.60 meu M). (author)

  15. Ruthenium(II) complexes containing bidentate Schiff bases and triphenylphosphine or triphenylarsine

    Indian Academy of Sciences (India)

    P Viswanathamurthi; R Karvembu; V Tharaneeswaran; K Natarajan

    2005-05-01

    Reactions of ruthenium(II) complexes [RuHX(CO)(EPh3)2(B)] (X = H or Cl; B = EPh3, pyridine (py) or piperidine (pip); E = P or As) with bidentate Schiff base ligands derived by condensing - hydroxyacetophenone with aniline, - or -methylaniline have been carried out. The products were characterized by analytical, IR, electronic and 1H-NMR spectral studies and are formulated as [Ru(X)(CO) (L)(EPh3)(B)] (L = Schiff base anion; X = H or Cl; B = EPh3, py or pip; E = P or As). An octahedral structure has been tentatively proposed for the new complexes. The new complexes were tested for their catalytic activities in the oxidation of benzyl alcohol to benzaldehyde.

  16. Synthesis, Spectral and Antimicrobial Studies of Bis(cyclopentadienyltitanium(IV Derivatives with Schiff Bases Derived from 2-Amino-5-phenyl-1,3,4-thiadiazole

    Directory of Open Access Journals (Sweden)

    A. K. Srivastava

    2004-01-01

    Full Text Available The reactions of bis(cyclopentadienyltitanium(IV dichloride with Schiff bases derived by condensing 2- amino-5-phenyl-1,3,4-thiadiazole with benzaldehyde (SPT, 4-nitrobenzaldehyde (SNT, 4-methoxybenzaldehyde (SMT, 2-hydroxybenzaldehyde (SSTH or 2-hydroxyacetophenone (SATH have been studied in refluxing tetrahydrofuran and complexes of types [Cp2TiCl(SB]Cl (SB= SPT, SNT or SMT and [Cp2Ti(SB']Cl (SB'H= SSTH or SATH have been isolated. Tentative structural conclusions are drawn for these reaction products based upon elemental analyses, electrical conductance, magnetic moment and spectral (UV-vis, IR and 1H NMR data. Studies were conducted to assess the growth-inhibiting potential of the complexes synthesized, and the ligands, against various fungal and bacterial strains.

  17. (Gold core) at (ceria shell) nanostructures for plasmon-enhanced catalytic reactions under visible light

    KAUST Repository

    Wang, Jianfang

    2014-08-26

    Driving catalytic reactions with sunlight is an excellent example of sustainable chemistry. A prerequisite of solar-driven catalytic reactions is the development of photocatalysts with high solar-harvesting efficiencies and catalytic activities. Herein, we describe a general approach for uniformly coating ceria on monometallic and bimetallic nanocrystals through heterogeneous nucleation and growth. The method allows for control of the shape, size, and type of the metal core as well as the thickness of the ceria shell. The plasmon shifts of the Au@CeO2 nanostructures resulting from the switching between Ce(IV) and Ce(III) are observed. The selective oxidation of benzyl alcohol to benzaldehyde, one of the fundamental reactions for organic synthesis, performed under both broad-band and monochromatic light, demonstrates the visible-light-driven catalytic activity and reveals the synergistic effect on the enhanced catalysis of the Au@CeO2 nanostructures. © 2014 American Chemical Society.

  18. (2E)-2-(4-Hy­droxy-3-meth­oxy­benzyl­idene)hydrazinecarboxamide

    OpenAIRE

    Tahir, M. Nawaz; Ali, Akbar; Umar, M. Naveed; Hussain, Ishtiaq; Shad, Hazoor Ahmad

    2012-01-01

    In the title compound, C9H11N3O3, two mol­ecules are present in the asymmetric unit in which the 4-hy­droxy-3-meth­oxy­benzaldehyde and hydrazinecarboxamide units are almost planar [with r.m.s. deviations 0.0212 and 0.0066 Å, respectively, in one mol­ecule and 0.0346 and 0.0095 Å, respectively, in the other] and are oriented at dihedral angles of 9.7 (3) and 16.6 (3)°. In both mol­ecules, two S(5) ring motifs are present due to N—H⋯N and O—H⋯O hydrogen bonds. In the crystal, the mol­ecules ar...

  19. 3-[(E)-(Pyridin-3-yl­imino)­meth­yl]phenol

    OpenAIRE

    Tahir, M. Nawaz; Ali, Akbar; Umar, M. Naveed; Hussain, Ishtiaq; Shad, Hazoor Ahmad

    2012-01-01

    Two independent mol­ecules are present in the asymmetric unit of the title compound, C12H10N2O, in which the 3-hy­droxy­benzaldehyde and the pyridin-3-amine units are almost planar [r.m.s. deviations of 0.0236 and 0.0116Å, respectively, in one mol­ecule and 0.0245 and 0.0162Å, respectively, in the other] and are oriented at dihedral angles of 7.21 (7) and 14.77 (7)°. In the crystal, mol­ecules of the same type form inversion dimers via pairs of O—H⋯N hydrogen bonds, forming R 2 2(20) ring mot...

  20. Identification of a phytotoxic photo-transformation product of diclofenac using effect-directed analysis

    International Nuclear Information System (INIS)

    The pharmaceutical diclofenac (DCF) is released in considerably high amounts to the aquatic environment. Photo-transformation of DCF was reported as the main degradation pathway in surface waters and was found to produce metabolites with enhanced toxicity to the green algae Scenedesmus vacuolatus. We identified and subsequently confirmed 2-[2-(chlorophenyl)amino]benzaldehyde (CPAB) as a transformation product with enhanced toxicity using effect-directed analysis. The EC50 of CPAB (4.8 mg/L) was a factor of 10 lower than that for DCF (48.1 mg/L), due to the higher hydrophobicity of CPAB (log Kow = 3.62) compared with DCF (log Dow = 2.04) at pH 7.0. - Effect-directed analysis of irradiated diclofenac results in the identification of one photo-transformation product responsible for the enhanced toxicity to Scenedesmus vacuolatus.

  1. Analysis of volatiles in silver carp by headspace solid phase micro-extraction coupled with GC-MS

    International Nuclear Information System (INIS)

    In this paper, a method for the determination of volatiles using headspace solid phase microextraction (HS-SPME) and gas chromatography-mass spectrometry (GC-MS) was presented. The extraction conditions were optimized with reference to these volatiles as hexanal, heptanal, benzaldehyde, 1-Octen-3-ol, octanal, nonanal, decenal, 2,4-heptadienal and 2,4-decadienal. The extraction of fish muscle followed by incubation on a StableFlex divinyl benzene/Carboxen/polydimethylsiloxane (DVB/CAR/PDMS) fiber during 50 in at 60 obtained the most effective extraction of the analytes. The methods by HS-SPME and GC-MS were effective in detecting volatiles in the gills, scales, viscera and fish muscles. The types of volatiles in the gill were more than other organs and the number of odors compounds was 63, and the number of volatiles in scales, viscera and fish muscles was 48, 44 and 42 respectively. (authors)

  2. Analysis on Flavor Compounds of Jujube Brandy during Distillation by HS-SPME-GC/MS, E-nose and E-tongue

    Directory of Open Access Journals (Sweden)

    Ya-Nan Xia

    2015-07-01

    Full Text Available In order to find the change of flavor compounds in jujube brandy during distillation, HS-SPME-GC-MS, E-Nose and E-tongue were used to analyze flavor compositions during the distillation of jujube brandy. The results of GC-MS were as follows: total esters content dropped significantly when alcoholicity under 66.5% vol and the content of monoester decreased in the early stage of distillation; Alcohols and most higher alcohols decreased, while phenylethyl alcohol increased in the distillation; The number of acids added, acetals dropped and aldehydes, furfural and benzaldehyde presented fluctuation during distillation. E-Nose and E-tongue results showed that flavor compositions during the distillation could well be discriminated by PCA and LDA, aromatic compounds and oxynitride were the main flavor compounds because of high contribution rate and foreshot and after-run had a big difference with other samples.

  3. Synthesis and Characterization of Zn(1-x)NixAl2O4 Spinels as a New Heterogeneous Catalyst of Biginelli's Reaction

    International Nuclear Information System (INIS)

    Zn(1-x)NixAl2O4 (x = 0.0-1.0) spinels were prepared at 800 .deg. C by co-precipitation method and characterized by infrared spectroscopy, X-ray diffraction, scanning electron microscopy and X-ray photoelectron spectroscopy. The specific surface area was determined by BET. SEM image showed nano sized spherical particles. XPS confirmed the valence states of the metals, showing moderate Lewis character for the surface of materials. The powders were successfully used as new heterogeneous catalysts of Biginelli's reaction, a one-pot three-component reaction, leading to some dihydropyrimidinones (DHPMs). These new catalysts that produced good yields of DHPMs, were easily recovered by simple filtration and subsequently reused with persistent activity, and they are non-toxic and environmentally friendly. The optimum amount of catalyst is 20% by weight of benzaldehyde derivatives, while the doping amount has been found optimal for x = 0.1

  4. Synthesis of Nickel Hexacyanoferrate Nanoparticles and Their Potential as Heterogeneous Catalysts for the Solvent-Free Oxidation of Benzyl Alcohol

    Institute of Scientific and Technical Information of China (English)

    Shah R. ALI; Prakash CHANDRA; Mamta LATWAL; Shalabh K. JAIN; Vipin K. BANSAL; Sudhanshu P. SINGH

    2011-01-01

    Nickel hexacyanoferrate nanoparticles were synthesized and characterized using elemental analysis,thermal analysis,infrared spectroscopy,and X-ray diffraction.A FE-SEM image of the nickel hexacyanoferrate showed that it consists of nearly spherical particles with sizes ranging from 30 to 70 nm.The synthesized material was found to be a heterogeneous catalyst useful for the solvent-free oxidation of benzyl alcohol with H2O2 as an oxidant.A 36% conversion of benzyl alcohol to benzaldehyde was achieved under optimized reaction conditions using specific parameters such as the amount of catalyst,the temperature,the benzyl alcohol to H2O2 molar ratio,and the reaction time.

  5. Synthesis of Novel Flavanone Derivatives and Their Anti Staphylococcus aureus Evaluation

    Institute of Scientific and Technical Information of China (English)

    XU Qing-hui; LI Ji-zhen; HE Jiang-hua; ZHAO Xin; HUO Qi-sheng

    2013-01-01

    The authors synthesized two novel flavanones bearing iso-pentenyl side chain and evaluated their anti Staphylococcus aureus(S.aureus) activity.The target compounds 7a[2-5'-(l",2"-dimethylallyl)-2'-methoxy-4',5,7-tetrahydroxyflavanone] and 7b[2-5'-(l",2"-dimethylallyl)-3'-methoxy-4',5,7-tetrahydroxyflavanone] were synthesized respectively through total four steps starting from 2,4,6-trihydroxy acetophenone(3) and the corresponding iso-pentenyl substituted benzaldehyde(1),in which the 1,2-dimethyl-2-propenyl group had been introduced previously via abnormal Claisen rearrangement.The bioactivities of the two flavanones against S.aureus strains ATCC 25923,29213,and MRSA 252 were evaluated,showing the same minimum inhibitory concentration(MIC) value of 16 μg/mL.

  6. Mutations Closer to the Active Site Improve the Promiscuous Aldolase Activity of 4-Oxalocrotonate Tautomerase More Effectively than Distant Mutations.

    Science.gov (United States)

    Rahimi, Mehran; van der Meer, Jan-Ytzen; Geertsema, Edzard M; Poddar, Harshwardhan; Baas, Bert-Jan; Poelarends, Gerrit J

    2016-07-01

    The enzyme 4-oxalocrotonate tautomerase (4-OT), which catalyzes enol-keto tautomerization as part of a degradative pathway for aromatic hydrocarbons, promiscuously catalyzes various carbon-carbon bond-forming reactions. These include the aldol condensation of acetaldehyde with benzaldehyde to yield cinnamaldehyde. Here, we demonstrate that 4-OT can be engineered into a more efficient aldolase for this condensation reaction, with a >5000-fold improvement in catalytic efficiency (kcat /Km ) and a >10(7) -fold change in reaction specificity, by exploring small libraries in which only "hotspots" are varied. The hotspots were identified by systematic mutagenesis (covering each residue), followed by a screen for single mutations that give a strong improvement in the desired aldolase activity. All beneficial mutations were near the active site of 4-OT, thus underpinning the notion that new catalytic activities of a promiscuous enzyme are more effectively enhanced by mutations close to the active site. PMID:27238293

  7. Synthesis of Bioactive Natural Polymethoxyflavones and Their Vinyl Ether Derivatives

    Institute of Scientific and Technical Information of China (English)

    CAI Shuang-lian; LIU Shuang; LIU Li; WANG Qiu-an

    2012-01-01

    Bioactive natural polymethoxyflavones 1-6 and their vinyl ether derivatives 7-15 were synthesized by bromination,aromatic nucleophilic substitution,methylation,benzyl protection,Friedel-Crafts acetylation,aldol condensation,cyclization,DDQ dehydrogenation,regioselective demethylation,debenzylation and O-prenylation or O-farnesylation with resorcinol and appropriate substituted benzaldehydes as starting materials.Among them,compounds 7-15 are new compounds.Natural products 2-4 were firstly total synthesized.The syntheses of compounds 1,5 and 6 were efficiently improved by the new synthetic routes.The structures of all synthetic compounds were confirmed by NMR,IR spectra and MS.

  8. Hydroxyapatite catalyzed aldol condensation: Synthesis, spectral linearity, antimicrobial and insect antifeedant activities of some 2,5-dimethyl-3-furyl chalcones

    Science.gov (United States)

    Subramanian, M.; Vanangamudi, G.; Thirunarayanan, G.

    2013-06-01

    A series of 2,5-dimethyl-3-furyl chalcones [2E-1-(2,5-dimethyl-3-furyl)-3-(substituted phenyl)-2-propen-1-ones] have been synthesized by Hydrotalcite catalyzed aldol condensation between 3-acetyl-2,5-dimethylfuron and substituted benzaldehydes. Yields of chalcones are more than 80%. These chalcones were characterized by their physical constants and spectral data. The group frequencies of infrared ν(cm-1) of CO s-cis and s-trans, CH in-plane and out of plane, CHdbnd CH out of plane, lbond2 Cdbnd Crbond2 out of plane modes, NMR chemical shifts δ(ppm) of Hα, Hβ, CO, Cα and Cβ of these chalcones were correlated with Hammett substituent constants, F and R parameters using single and multi-regression analyses. From the results of statistical analyses, the effects of substituents on the group frequencies are explained. Antibacterial, antifungal and insect antifeedant activities of these chalcones have been studied.

  9. Synthesis, crystal growth and characterization of 1,5-diphenylpenta-1,4-dien-3-one: An organic crystal

    Science.gov (United States)

    Vanchinathan, K.; Bhagavannarayana, G.; Muthu, K.; Meenakshisundaram, S. P.

    2011-11-01

    1,5-Diphenylpenta-1,4-dien-3-one ( dibenzalacetone, DBA) was synthesized by a base-catalyzed aldol condensation reaction between benzaldehyde and acetone. High quality single crystals have been grown by the slow evaporation of ethanol solution and the crystal belongs to monoclinic system with centrosymmetric space group C 2/c. The DBA crystals are transparent in the entire visible region and have a lower optical cutoff at ∼440 nm. It is stable up to 119 °C and has a good chemical stability. The high resolution X-ray diffraction curve (DC) indicates that the specimen is free from structural grain boundaries. Molecular packing leads to a centrosymmetric arrangement resulting in zero second harmonic generation (SHG; χ(2)=0) efficiency.

  10. Synthetic studies on axial chiral biaryls and functional materials utilizing arene-metal complexes; aren kinzokusakutai no tokusei wo riyo shita jikufusai biariru, oyobi shinki kinosei zairyo no gosei kenkyu

    Energy Technology Data Exchange (ETDEWEB)

    Uemura, Motokazu [Osaka Prefecture University, Osaka (Japan). Faculty of Integrated Arts and Sceinces

    1999-12-16

    Axially chiral biaryls compounds are of importance not only as chiral ligands for asymmetric reactions but also as biologically active natural products, e. g., korupensamine, michellamine and vancomycin. (Arene) chromium complex exists in two enantiomeric forms based on a planar chirality. Axially chiral biaryls were stereoselectively prepared by palladium(0)-catalyzed cross-coupling of (aryl halide)Cr(CO){sub 3} complexes with arylboronic acids. This method was applied for the total synthesis of antimaralial agent korupensamine A, naphthyltetrahydro-isoquinoline alkaloid. Furthermore, chiral 1,2-diols and diamines are important compounds for asymmetric reactions. These enantionerically pure 1,2-diols and 1,2-diamines were stereoselectively prepared by pinacol coupling of planar chiral chromium complexes of benzaldehydes and benzaldimines with samarium iodide. Moreover, non-biaryl axial compounds, N,N-dialkyl 2,6-disubstituted benzamides were synthesized in enantiomerically pure form utilizing planar chiral arene chromium complex. (author)

  11. Analysis of volatile chemical components of Radix Paeoniae Rubra by gas chromatography-mass spectrometry and chemometric resolution

    Institute of Scientific and Technical Information of China (English)

    LI Xiao-ru; LAN Zheng-gang; LIANG Yi-zeng

    2007-01-01

    The volatile chemical components of Radix Paeoniae Rubra (RPR) were analyzed by gas chromatography-mass spectrometry with the method of heuristic evolving latent projections and overall volume integration.The results show that 38 volatile chemical components of RPR are determined.accounting for 95.21% of total contents of volatile chemical components of RPR.The main volatile chemical components of RPR are(Z,Z)-9, 12-octadecadienoic acid, n-hexadecanoic acid, 2-hydroxy benzaldehyde, 1-(2-hydroxy-4-methoxyphenyl)-ethanone, 6,6-dimethyl-bicyclo[3.1.1]heptane-2-methanol, 4,7-dimethyl-benzofuran, 4-(1-methylethenyl)-1-cyclohexene-1-carboxaldehyde, and cyclohexadecane.

  12. Influence of Preparation Methods of Nano Au/MCM-41 Catalysts for Vapor Phase Oxidation of Benzyl Alcohol.

    Science.gov (United States)

    Kumar, Ashish; Kumar, Vanama Pavan; Vishwanathan, Venkataraman; Chary, V R

    2015-12-01

    The Au/MCM-41 nano catalysts were synthesized from four different methods, viz., homogeneous deposition-precipitation, micro-emulsion, impregnation and polyol and their catalytic activities were tested for the vapor phase oxidation of benzyl alcohol to benzaldehyde. The physico-chemical properties of the catalysts were investigated by XRD, TEM, BET surface area, PSD, CO-chemisorption and XPS techniques. The effect of preparation methods, nature of the metal, support and the metal-support interaction in Au/MCM-41 catalysts were studied for the title reaction. The Au/MCM-41 catalysts synthesized from HDP method has shown higher and better catalytic activity as compared to the catalysts prepared by other methods. PMID:26682438

  13. Crystal structure of 4-{[(2,4-di-hydroxy-benzyl-idene)amino]-meth-yl}cyclo-hexane-carb-oxy-lic acid.

    Science.gov (United States)

    Danish, Muhammad; Akbar, Saba; Tahir, Muhammad Nawaz; Butt, Rabia Ayub; Ashfaq, Muhammad

    2015-12-01

    In the title compound, C15H19NO4, the cyclo-hexyl ring adopts a chair conformation with both exocyclic C-C bonds in equatorial orientations. The dihedral angle between the basal plane of cyclo-hexyl ring and the 2,4-di-hydroxy-benzaldehyde moiety is 84.13 (13)°. An intra-molecular O-H⋯N hydrogen bonds closes an S(6) ring. In the crystal, Oc-H⋯Op (c = carb-oxy-lic acid, p = phenol) hydrogen bonds link the mol-ecules into [100] C(13) chains whereas an Op-H⋯Oc hydrogen bond generates [101] C(15) chains. Together, these bonds generate (010) sheets incorporating R 2 (2)(20) loops. Weak C-H⋯O and C-H⋯π inter-actions also occur. PMID:26870569

  14. Proline and benzylpenicillin derivatives grafted into mesoporous MCM-41: Novel organic-inorganic hybrid catalysts for direct aldol reaction

    Indian Academy of Sciences (India)

    Dwairath Dhar; Ian Beadham; Srinivasan Chandrasekaran

    2003-10-01

    New organic-inorganic hybrid catalysts were synthesized by covalent grafting of proline and benzylpenicillin derivatives into mesoporous MCM-41. These catalysts were extensively characterized using FT-IR, 13C CP MAS solid state NMR, XRD and TEM techniques. These were used as catalysts for direct, asymmetric aldol reaction between acetone and activated aromatic aldehydes. In the reaction of 4-nitro and 4-fluoro benzaldehyde, the aldol products were obtained in 36% and 59% ee respectively. The catalysts were reusable with neither significant drop in enantioselectivity nor loss of mesostructure. An attempt was made to substantiate the proposed `enamine’ mechanism for direct aldol reaction by trapping the intermediate between proline-MCM-41 and acetone.

  15. Effect of condensation product on electrodeposition of zinc on mild steel

    Indian Academy of Sciences (India)

    S Shivakumara; U Manohar; Y Arthoba Naik; T V Venkatesha

    2007-10-01

    Electrodeposition of zinc on steel was obtained from acid chloride bath containing condensation products (CP) of 3,4,5-trimethoxy benzaldehyde (TMB) and chitosan (CTN). The effect of bath constituents, pH, current density and temperature on the nature of deposit was studied by Hull cell experiments. The bath composition and operating parameters were optimized. The adhesion, ductility and corrosion resistance of the deposits were discussed. Throwing power and current efficiency values under different plating conditions were measured. SEM photomicrographs of the deposit were taken to study the surface morphology. The inclusion of addition agent in the deposit was investigated from IR spectrum of the scrapped deposit. The consumption of brightener in the lab scale is 10 mLL-1 for 1000 amp-h.

  16. Polymeric reagents with propane-1,3-dithiol functions and their precursors for supported organic syntheses

    Science.gov (United States)

    Bertini; Lucchesini; Pocci; De Munno A

    2000-08-11

    Reliable completely odorless syntheses of soluble copolymeric reagents of styrene type containing propane-1,3-dithiol functions able to convert carbonyl compounds into 1,3-dithiane derivatives and to support other useful transformations are reported together with their progenitor copolymers containing benzenesulfonate or thioacetate groups perfectly stable in open air and suitable for unlimited storage. The effectiveness of the prepared reagents as tools for polymer-supported syntheses to produce ketones by aldehyde umpolung and alkylation is tested in the conversion of benzaldehyde to phenyl n-hexyl ketone starting from copolymers with different contents of active units and molecular weights. To facilitate the adaptation of the prepared soluble copolymeric reagents to other possible applications, a table of solvents and nonsolvents is presented. PMID:10956461

  17. Phenolic compound from Sidastrum micranthum (A. St.-Hill.) fryxell and evaluation of acacetin and 7,4'-di-o-methylisoscutellarein as motulator of bacterial drug resistance

    International Nuclear Information System (INIS)

    From the aerial parts of Sidastrum micranthum (A. St.-Hill.) Fryxell (Malvaceae) were isolated m-methoxy-p-hydroxy-benzaldehyde, o-hydroxy-benzoic acid, acacetin, quercetin, 7,4'-Di-O-methylisoscutellarein, genkwanin and tiliroside. These compounds were identified by data analyses of spectroscopic methods. Although acacetin and 7,4'-Di-O-methylisoscutellarein did not display relevant antibacterial activity (MIC = 256 μg/mL), they modulated the activity of antibiotics, i.e. in combination with antibiotics at 64 μg/mL (. MIC), a two-fold reduction in the MIC was observed for norfloxacin and ethidium bromide; regarding tetracycline and erythromycin a two-fold reduction in the MIC was observed only with 7,4'-Di-O-methylisoscutellarein. (author)

  18. Oxidation of substituted 4-fluorobenzaldehydes: an application to the no-carrier-added syntheses of 4-( sup 18 F)fluoroguaiacol and 4-( sup 18 F)fluorocatechol

    Energy Technology Data Exchange (ETDEWEB)

    Chakraborty, P.K.; Kilbourn, M.R. (Michigan Univ., Ann Arbor, MI (USA). Div. of Nuclear Medicine)

    1991-01-01

    The synthesis of 4-({sup 18}F)fluoroguaiacol (4-({sup 18}F)fluoro-2-methoxyphenol) has been achieved in no-carrier-added form starting from 2-methoxy-4-nitrobenzaldehyde, using nucleophilic aromatic substitution by ({sup 18}F)fluoride followed by Baeyer-Villiger oxidation of the benzaldehyde to the phenol. Demethylation with boron tribromide gave 4-({sup 18}F)fluorocatechol (1,2-dihydroxy-4-({sup 18}F)fluorobenzene) with an overall yield of 18-28% (EOB) in less than 2 h synthesis time. The fluorine-18 labeled intermediates and products were identical to standards of 4-fluoroguaiacol and 4-fluorocatechol prepared by the same methods. This represents a new approach to the synthesis of fluorinated phenols in fluorine-19 and fluorine-18 forms. (author).

  19. Preparation and preliminary biological evaluation of [[sup 18]F]NCQ-115: a new selective reversible dopamine D2 receptor ligand

    Energy Technology Data Exchange (ETDEWEB)

    Najafi, A.; Peterson, A.; Buchsbaum, M. (California Univ., Irvine, CA (United States). Dept. of Psychiatry); O' Dell, S.; Weihmuller, F. (California Univ., Irvine , CA (United States). Dept. of Psychobiology)

    1993-05-01

    [sup 18]F-labeled dopamine D2 antagonist, NCQ-115 ((+)-(R)-5-bromo-N-((fluorobenzyl)-2-pyrrolidinyl)-methyl-2,3-dime thoxybenzamide), was successfully prepared using a remotely controlled system. [[sup 18]F]Fluoride was reacted with the trifluoromethanesulfonate salt of 4-(trimethylamino)benzaldehyde. The product was first reduced with LAH, and then reacted with thionyl bromide to yield [sup 18]F-labeled 4-fluorobenzylbromide. [[sup 18]F]4-fluorobenzylbromide was then reacted with the pyrrolidine precursor (NCQ-282) to yield the product [[sup 18]F]NCQ-115 contaminated with unreacted starting material. The product was purified by reverse phase chromatography yielding [[sup 18]F]NCQ-115 with a specific activity of more than 1400 Ci/mmol. Autoradiographic and biodistribution data following injection of [[sup 18]F]NCQ-115 in rats revealed the regional uptake of striatum/cerebellum to be 3.2 at 30 min post-injection. (author).

  20. Photocatalytic degradation of 2-chlorophenol: a study of kinetics, intermediates and biodegradability

    International Nuclear Information System (INIS)

    The kinetics of photocatalytic (TiO2/UV) degradation of 2-chlorophenol (2-CP), characterization of intermediates and induction of biodegradability in treated chlorophenol solutions is reported. Approximately 95% of the 2-CP is removed in approximately 2 h at pH 5 and 0.2 g TiO2 l-1 when the 2-CP concentration is ≤100 mg l-1; the pseudo-first-order rate constant (k) is estimated to be 0.0183 min-1. GC-MS analyses detected phenol, catechol, hydroxyhydroquinone (HHQ), and chlorohydroquinone (CHQ) intermediates during the short irradiation time (<1 h); however two other higher carbon intermediates 2-hydroxy-benzaldehyde (HB) and [1.1'-biphenyl]-2,2'-diol (BPD) are found as major intermediates over longer irradiation times. The biochemical oxygen demand (BOD) of treated 2-CP solutions improved substantially. A tentative mechanistic pathway to explain formation of higher carbon intermediates is presented

  1. The electrochemical oxidation of toluene catalysed by Co(II) in N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide.

    Science.gov (United States)

    Balaji, S; Kannan, K; Moon, I S

    2015-12-14

    The electrochemical oxidation of toluene in N-butyl-N-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide ([bmpyr](+)[Ntf2](-)) was investigated by using cyclic voltammetry and galvanostatic electrolysis in the presence of Co(II) at a Pt disc working electrode. Cyclic voltammetry (CV) investigations revealed that Co(II)-Co(III) oxidation is a diffusion controlled electron transfer process. The diffusion coefficient values of Co(II) were found to increase from 0.38 × 10(-7) to 1.9 × 10(-7) cm(2) s(-1) as the temperature was increased from 25 °C to 80 °C. The CV peak current for toluene electro-oxidation increased by nearly 7 fold in the presence of Co(II) demonstrating a good catalytic effect. Co(II) catalysed galvanostatic electrolysis of toluene at room temperature has shown that benzaldehyde was formed along with a small quantity of 3-methyl-1-hexanol. PMID:26538114

  2. N-Alkylated dinitrones from isosorbide as cross-linkers for unsaturated bio-based polyesters.

    Science.gov (United States)

    Goerz, Oliver; Ritter, Helmut

    2014-01-01

    Isosorbide was esterified with acryloyl chloride and crotonic acid yielding isosorbide diacrylate (9a) and isosorbide dicrotonate (9b), which were reacted with benzaldehyde oxime in the presence of zinc(II) iodide and boron triflouride etherate as catalysts to obtain N-alkylated dinitrones 10a/b. Poly(isosorbide itaconite -co- succinate) 13 as a bio-based unsaturated polyester was cross-linked by a 1,3-dipolar cycloaddition with the received dinitrones 10a/b. The 1,3-dipolar cycloaddition led to a strong change of the mechanical properties which were investigated by rheological measurements. Nitrones derived from methyl acrylate (3a) and methyl crotonate (3b) were used as model systems and reacted with dimethyl itaconate to further characterize the 1,3-dipolaric cycloaddition. PMID:24991239

  3. Estudo experimental e teórico da redução de bases de Schiff derivadas da 3,3-difenilpropilamina

    Directory of Open Access Journals (Sweden)

    Esteves-Souza Andressa

    2004-01-01

    Full Text Available A series of seven Schiff bases have been synthesized from 3,3-diphenylpropilamine and substituted benzaldehydes. These imines were treated with NaBH4 in ethanol affording the corresponding amines in 98-55% yields. A molecular modeling study was performed with the Schiff bases in order to compare the theoretical parameters with the experimental results. The theoretical parameters were obtained by AM1 and PM3 semi-empirical methods. The analysis of charge, electron densities and LUMO coefficients suggested that the most favorable interactions should occur with Schiff bases containing electron-donating groups, in accordance with experimental yields, showing that the higher reactivity is due to higher electrophilic character of imine carbons.

  4. Experimental and theoretical study of the reduction of Schiff bases derived from 3,3-diphenylpropylamine; Estudo experimental e teorico da reducao de bases de Schiff derivadas da 3,3-difenilpropilamina

    Energy Technology Data Exchange (ETDEWEB)

    Esteves-Souza, Andressa; Echevarria, Aurea; Sant' Anna, Carlos Mauricio R. [Universidade Federal Rural do Rio de Janeiro, RJ (Brazil). Dept. de Quimica; Nascimento, Maria da Graca [Santa Catarina Univ., Florianopolis, SC (Brazil). Dept. de Quimica]. E-mail: echevarr@ufrrj.br

    2004-02-01

    A series of seven Schiff bases have been synthesized from 3,3-diphenylpropylamine and substituted benzaldehydes. These imines were treated with NaBH{sub 4} in ethanol affording the corresponding amines in 98-55% yields. A molecular modeling study was performed with the Schiff bases in order to compare the theoretical parameters with the experimental results. The theoretical parameters were obtained by AM1 and PM3 semi-empirical methods. The analysis of charge, electron densities and LUMO coefficients suggested that the most favorable interactions should occur with Schiff bases containing electron donating groups, in accordance with experimental yields, showing that the higher reactivity is due to higher electrophilic character of imine carbons. (author)

  5. Experimental and theoretical study of the reduction of Schiff bases derived from 3,3-diphenylpropylamine

    International Nuclear Information System (INIS)

    A series of seven Schiff bases have been synthesized from 3,3-diphenylpropylamine and substituted benzaldehydes. These imines were treated with NaBH4 in ethanol affording the corresponding amines in 98-55% yields. A molecular modeling study was performed with the Schiff bases in order to compare the theoretical parameters with the experimental results. The theoretical parameters were obtained by AM1 and PM3 semi-empirical methods. The analysis of charge, electron densities and LUMO coefficients suggested that the most favorable interactions should occur with Schiff bases containing electron donating groups, in accordance with experimental yields, showing that the higher reactivity is due to higher electrophilic character of imine carbons. (author)

  6. Synthesis and antibacterial and antifungal studies of novel nitrogen containing heterocycles from 5-Ethylpyridin-2-ethanol

    Directory of Open Access Journals (Sweden)

    Patel N

    2010-01-01

    Full Text Available A novel series of chalcones, pyrimidines and imidazolinone is described; chalcones (4a-o were prepared from the lead molecule 4-[2-(5-ethylpyridin-2-ylethoxy]benzaldehyde. Pyrimidine (5a-o derivatives were prepared from the reaction of chalcones and guanidine nitrate in alkali media. Imidazolinones (6a-o were synthesized from reaction of pyrimidine and oxazolone derivatives (prepared by Erlenmeyer azlactone synthesis. The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, 1 H and 13 C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of these compounds showed better inhibitory activity in comparison to the standard drugs.

  7. Synthesis and Antibacterial Activity of Some Heterocyclic Chalcone Analogues Alone and in Combination with Antibiotics

    Directory of Open Access Journals (Sweden)

    Tuong-Ha Do

    2012-06-01

    Full Text Available A series of simple heterocyclic chalcone analogues have been synthesized by Claisen Schmidt condensation reactions between substituted benzaldehydes and heteroaryl methyl ketones and evaluated for their antibacterial activity. The structures of the synthesized chalcones were established by IR and 1H-NMR analysis. The biological data shows that compounds p5, f6 and t5 had strong activities against both susceptible and resistant Staphylococcus aureus strains, but not activity against a vancomycin and methicillin resistant Staphylococcus aureus isolated from a human sample. The structure and activity relationships confirmed that compounds f5, f6 and t5 are potential candidates for future drug discovery and development.

  8. Synthesis, crystal growth and studies on non-linear optical property of new chalcones

    Science.gov (United States)

    Sarojini, B. K.; Narayana, B.; Ashalatha, B. V.; Indira, J.; Lobo, K. G.

    2006-09-01

    The synthesis, crystal growth and non-linear optical (NLO) property of new chalcone derivatives are reported. 4-Propyloxy and 4-butoxy benzaldehydes were made to under go Claisen-Schmidt condensation with 4-methoxy, 4-nitro and 4-phenoxy acetophenones to form corresponding chalcones. The newly synthesized compounds were characterized by analytical and spectral data. The Second harmonic generation (SHG) efficiency of these compounds was measured by powder technique using Nd:YAG laser. Among tested compounds three chalcones showed NLO property. The chalcone 1-(4-methoxyphenyl)-3-(4-propyloxy phenyl)-2-propen-1-one exhibited SHG conversion efficiency 2.7 times that of urea. The bulk crystal of 1-(4-methoxyphenyl)-3-(4-butoxyphenyl)-2-propen-1-one (crystal size 65×28×15 mm 3) was grown by slow-evaporation technique from acetone. Microhardness of the crystal was tested by Vicker's microhardness method.

  9. Synthesis of Some Pyrazolone Derivatives and Evaluation of its Antibacterial and Cytotoxic Activity

    Directory of Open Access Journals (Sweden)

    Rishiram Prajuli

    2015-12-01

    Full Text Available A series of novel pyrazolone derivative were synthesized by two different schemes (scheme-1 by the reaction of phenyl hydrazine and ethyl acetoacetate with substituted benzaldehydes PYR-1 to PYR-4 and (by the reaction of synthesized chalcone with phenyl hydrazine PYR-5 and characterised with its physical parameters (M.P, colour, %yield, solubility etc.. The entire synthesized compound was tested for their antimicrobial activity against Gram-positive and Gram-negative strains of bacteria and brimeshrimp bioassay was conducted for evaluation of cytotoxic activity The Investigation of antimicrobial screening data revealed that most of the tested compounds showed moderate to good antimicrobial activity. And cytotoxicity activity of compounds was also found to be satisfactory.

  10. Solvent-free oxidation of aldehydes to acids by TBHP using environmental-friendly MnO$^{−1}_{4}$-exchanged Mg-Al hydrotalcite catalyst

    Indian Academy of Sciences (India)

    Vasant R Choudhary; Deepa K Dumbre; Vijay S Narkhede

    2012-07-01

    A number of hydrotalcite (Mg-Al, Mn-Al, Co-Al, Ni-Al, Mg-Fe, Mg-Cr and Cu-Al) catalysts, with or without MnO$^{−1}_{4}$-exchange, were evaluated for their performance in the solvent-free oxidation of benzaldehyde to benzoic acid by tert-butyl hydroperoxide under reflux in the absence of any solvent. The MnO$^{−1}_{4}$-exchanged Mg-Al-hydrotalcite (Mg/Al = 10) showed high activity in the oxidation of different aromatic and aliphatic aldehydes to their corresponding acids and also showed excellent reusability in the oxidation process which is environmental-friendly.

  11. Phenolic compounds from Sidastrum micranthum (A. St.-Hil. fryxell and evaluation of acacetin and 7,4'-Di-O-methylisoscutellarein as motulator of bacterial drug resistence

    Directory of Open Access Journals (Sweden)

    Roosevelt A. Gomes

    2011-01-01

    Full Text Available From the aerial parts of Sidastrum micranthum (A. St.-Hil. Fryxell (Malvaceae were isolated m-methoxy-p-hydroxy-benzaldehyde, o-hydroxy-benzoic acid, acacetin, quercetin, 7,4′-Di-O-methylisoscutellarein, genkwanin and tiliroside. These compounds were identified by data analyses of spectroscopic methods. Although acacetin and 7,4′-Di-O-methylisoscutellarein did not display relevant antibacterial activity (MIC = 256 µg/mL, they modulated the activity of antibiotics, i.e. in combination with antibiotics at 64 µg/mL (¼ MIC, a two-fold reduction in the MIC was observed for norfloxacin and ethidium bromide; regarding tetracycline and erythromycin a two-fold reduction in the MIC was observed only with 7,4′-Di-O-methylisoscutellarein.

  12. A novel vanadium n-propylamino phosphate catalyst: synthesis, characterization and applications

    Directory of Open Access Journals (Sweden)

    Rajini Anumula

    2012-01-01

    Full Text Available A novel, lamellar type Vanadium n-propylamino phosphate catalyst is synthesized and characterized by using various physicochemical techniques such as Powder X-ray diffraction, Scanning electron microscopy/Energy dispersive X-ray analysis, Thermogravimetry/Differential thermal analysis, Fourier transform Infrared analysis, Electron spin resonance spectroscopy, Ultraviolet - Visible Diffuse reflectance spectroscopy, X-ray Photoelectron spectroscopy, 31P Magic angle spinning Nuclear Magnetic Resonance spectroscopy and Catalytic applications toward Octahydroquinazolinone synthesis. It is found that the n-propylamine is present as sandwich between Vanadyl phosphate layers. Most of the Vanadium is present as V4+ ions in tetrahedral co-ordination. Vanadium n-propylamino phosphate catalyses Octahydroquinazolinone synthesis more effeciently and the optimum conditions required for Octahydroquinazolinone synthesis are, Benzaldehyde (2 mmol, Dimedone (2 mmol, Urea (4 mmol, Methanol + Water (1:1, 5 mL and Catalyst (0.05 g. A plausible mechanism is also proposed.

  13. A novel vanadium n-propylamino phosphate catalyst: synthesis, characterization and applications

    Directory of Open Access Journals (Sweden)

    Rajini Anumula

    2013-02-01

    Full Text Available A novel, lamellar type Vanadium n-propylamino phosphate catalyst is synthesized and characterized by using various physicochemical techniques such as Powder X-ray diffraction, Scanning electron microscopy/Energy dispersive X-ray analysis, Thermogravimetry/Differential thermal analysis, Fourier transform Infrared analysis, Electron spin resonance spectroscopy, Ultraviolet - Visible Diffuse reflectance spectroscopy, X-ray Photoelectron spectroscopy, 31P Magic angle spinning Nuclear Magnetic Resonance spectroscopy and Catalytic applications toward Octahydroquinazolinone synthesis. It is found that the n-propylamine is present as sandwich between Vanadyl phosphate layers. Most of the Vanadium is present as V4+ ions in tetrahedral co-ordination. Vanadium n-propylamino phosphate catalyses Octahydroquinazolinone synthesis more effeciently and the optimum conditions required for Octahydroquinazolinone synthesis are, Benzaldehyde (2 mmol, Dimedone (2 mmol, Urea (4 mmol, Methanol + Water (1:1, 5 mL and Catalyst (0.05 g. A plausible mechanism is also proposed.

  14. Photocatalytic Degradation of p-Cresol by Zinc Oxide under UV Irradiation

    Directory of Open Access Journals (Sweden)

    Nor Azah Yusof

    2011-12-01

    Full Text Available Photocatalytic degradation of p-cresol was carried out using ZnO under UV irradiation. The amount of photocatalyst, concentration of p-cresol and pH were studied as variables. The residual concentration and mineralization of p-cresol was monitored using a UV-visible spectrophotometer and total organic carbon (TOC analyzer, respectively. The intermediates were detected by ultra high pressure liquid chromatography (UPLC. The highest photodegradation of p-cresol was observed at 2.5 g/L of ZnO and 100 ppm of p-cresol. P-cresol photocatalytic degradation was favorable in the pH range of 6–9. The detected intermediates were 4-hydroxy-benzaldehyde and 4-methyl-1,2-benzodiol. TOC studies show that 93% of total organic carbon was removed from solution during irradiation time. Reusability shows no significant reduction in photocatalytic performance in photodegrading p-cresol.

  15. Synthesis, characterization, scale-up and catalytic behaviour of Co3O4 nanoparticles

    Indian Academy of Sciences (India)

    Manpreet Singh; N K Ralhan; Sukhdeep Singh

    2015-04-01

    Highly uniform cobalt oxide (Co3O4) nanoparticles were synthesized via thermal decomposition of cobalt hydroxy carbonates with particle size around 16 ± 1 nm. The process gives reproducible results in batches of 1–5 kg. The particles show good catalytic activity for the oxidation of oxalic acid and benzaldehyde under mild temperature conditions. The characterization was performed by X-ray diffractometry (XRD), Transmission electron microscopy (TEM), Fourier-transform infrared (FT-IR) spectrum and Nuclear magnetic resonance (NMR). The XRD measurements show cubic spinel phase and Debye–Scherrer relation was used to measure average particle size. The convenience of the production of catalyst can be exploited for its large-scale production and use in laboratories, R&Ds and industries.

  16. Synthesis and Antibacterial and Antifungal Studies of Novel Nitrogen Containing Heterocycles from 5-Ethylpyridin-2-ethanol.

    Science.gov (United States)

    Patel, N B; Patel, H R

    2010-09-01

    A novel series of chalcones, pyrimidines and imidazolinone is described; chalcones (4a-o) were prepared from the lead molecule 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde. Pyrimidine (5a-o) derivatives were prepared from the reaction of chalcones and guanidine nitrate in alkali media. Imidazolinones (6a-o) were synthesized from reaction of pyrimidine and oxazolone derivatives (prepared by Erlenmeyer azlactone synthesis). The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, (1)H and (13)C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of these compounds showed better inhibitory activity in comparison to the standard drugs. PMID:21694994

  17. A general strategy for the rational design of size-selective mesoporous catalysts.

    Science.gov (United States)

    Zapilko, Clemens; Liang, Yucang; Nerdal, Willy; Anwander, Reiner

    2007-01-01

    A series of functionalized mesoporous silicas with cagelike pore topology has been synthesized and screened for size-selective catalytic transformations. The aluminum-catalyzed Meerwein-Ponndorf-Verley (MPV) reduction of differently sized aromatic aldehydes (benzaldehyde and 1-pyrenecarbox-aldehyde) has been investigated as a test reaction. The catalysts were synthesized in a two-step grafting sequence comprising pore-size engineering of mesoporous silicas (SBA-1, SBA-2, SBA-16) with long-chain alkyl dimethylaminosilanes and surface organoaluminum chemistry with triethylaluminum [{Al(CH(2)CH(3))3}2]. Size-selective reaction behavior was found for small pore SBA-1 materials, and the selectivity could be efficiently tuned by selecting a silylating reagent of appropriate size. The results are compared with the catalytic performance of a large-pore periodic mesoporous organosilica PMO[SBA-1] and the nonporous high-surface-area silicas Aerosil 300/380. PMID:17203494

  18. Camphor-10-sulfonic acid catalyzed condensation of 2-naphthol with aromatic/aliphatic aldehydes to 14-aryl/alkyl-14H-dibenzo[a,j]xanthenes

    Directory of Open Access Journals (Sweden)

    Kundu Kshama

    2014-01-01

    Full Text Available (±-Camphor-10-sulfonic acid (CSA catalyzed condensation of 2-naphthol with both aliphatic/aromatic aldehydes at 80°C yielded 14-alkyl/aryl-dibenzoxanthenes as the sole product in high yields. However, the same condensation with benzaldehyde at 25°C afforded a mixture of intermediate 1,1-bis-(2-hydroxynaphthylphenylmethane and 14-phenyl-dibenzoxanthene while the condensation with aliphatic aldehydes at 25°C furnished the corresponding 14-alkyl-dibenzoxanthenes as the sole product. Moreover, condensation of 2-naphthol with aromatic/aliphatic aldehydes with low catalyst loading (2 mol% was greatly accelerated under microwave irradiation to afford the corresponding 14-aryl/alkyl-dibenzoxanthenes as the sole product in high yields.

  19. Synthesis of paclitaxel-C3`-{sup 14}C

    Energy Technology Data Exchange (ETDEWEB)

    Walker, D.G.; Standridge, R.T.; Swigor, J.E. [Bristol-Myers-Squibb Co., Syracuse, NY (United States). Pharmaceutical Research Inst.

    1995-12-31

    Reductive cleavage of the C13 side chain of paclitaxel (3) followed by regioselective silylation gave 7-triethylsilybaccatin lll (6). Successive reaction of L-threonine methyl ester hydrochloride (7) with tertbutoxydiphenylchlorosilane, benzaldehyde-C7-{sup 14}C and acetoxyacetyl chloride/triethylamine gave a 92:8 ratio (NMR) of azetidinones in 57% yield from 7. Removal of the chiral auxiliary, and 3-O-triethylsilylation and N-benzoylation provided (3R,4S)-cis-1-benzoyl-3-O-(triethylsilyl)-4-phenylazetidin-2-one-C 4-{sup 14}C (18). Coupling of 18 and 6 followed by deprotection gave 1.12 g of paclitaxel-C3`-{sup 14}C having a specific activity of 16.4 mCi/mmol and a radiochemical purity of 96%. (Author).

  20. Spectral assignments and structural studies of a warfarin derivative stereoselectively formed by tandem cyclization

    Science.gov (United States)

    Velayutham Pillai, M.; Rajeswari, K.; Vidhyasagar, T.

    2015-11-01

    The structural elucidation of a Mannich condensation product of rac-Warfarin with benzaldehyde and methyl amine was carried out using IR, Mass, 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C COSY, DEPT-135, HMBC, NOESY spectra and single crystal X-ray diffraction. Formation of a new pyran ring via a tandem cyclization in the presence of methyl amine was observed. The optimized geometry and HOMO-LUMO energy gap along with other important physical parameters were found by Gaussian 09 program using HF 6-31G (d, p) and B3YLP/DFT 6-31G (d, p) level of theory. The preferred conformation of the piperidine ring in solution state was found to be chair from the NMR spectra. Single crystal X-ray diffraction and optimized geometry (by theoretical study) also confirms the chair conformation in the solid state.

  1. Compostos voláteis em méis florais Volatile compounds in floral honeys

    Directory of Open Access Journals (Sweden)

    Carlos Alberto Bastos De Maria

    2003-01-01

    Full Text Available A review about origin, composition and importance of volatile compounds in floral honeys is presented. Hydrocarbons, aromatic components, acids, diacids, terpenoids, ketones, aldehydes, esters and alcohols have been found in honey aroma of different botanical origin. Cis-rose oxide has been proposed as an indicator for Tilia cordata honey. Citrus honeys are known to contain methyl anthranilate, a compound which other honeys virtually lack. Linalool, phenylethylalcohol, phenylacetaldehyde, p-anisaldehyde and benzaldehyde are important contributors for the aroma of different unifloral honeys. Both isovaleric acid, gama-decalactone and benzoic acid appears to be important odourants for Anarcadium occidentale and Croton sp. honeys from Brazil. The furfurylmercaptan, benzyl alcohol, delta-octalactone, eugenol, phenylethylalcohol and guaiacol appear to be only relevant compounds for Anarcadium occidentale. The vanillin was considered an important odourant only for Croton sp..

  2. Studies on the Synthesis, Characterization and Antibacterial Activity of Rare Earth Complexes with Schiff Base Derived from o-Vanillin and Adamantaneamine%金刚烷胺邻香兰素Schiff碱稀土配合物的合成、表征及抗菌活性研究

    Institute of Scientific and Technical Information of China (English)

    赵国良; 张萍华; 冯云龙

    2005-01-01

    The new solid complexes [LnL2(NO3)2]NO3 (L=C18H23NO2, N-2-hydroxy-3-methoxy-benzaldehyde-1-aminoadamanantane, Ln=La, Ce, Pr, Nd, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, Y) of rare earth nitrates with Schiff base derived from o-vanillin and adamantaneamine have been synthesized in non-aqueous system and characterized by elemental analysis, molar conductance, infrared spectra,1H NMR spectra, thermal analysis. The coordination modes of the bonding in these complexes were discussed and the possible structure were proposed.Every central Ln(m) ion in the complexes coordinates with both two Schiff base ligands via four oxygen atoms of the phenol hydroxy groups and methoxy groups and two nitrates via their four oxygen atoms. Their coordination numbers are eight. In addition, the antibacterial activity of the Schiff base ligand and the complexes were studied.

  3. Highly Chemical and Regio-selective Catalytic Oxidation with a Novel Manganese Catalyst

    Institute of Scientific and Technical Information of China (English)

    刘斌; 陈怡; 余成志; 沈征武

    2003-01-01

    The chemical selectivity of a novel active manganese compound [Mn2IVμ-O)3(TMTACN)2] (PF6)2 (1) in catalytic oxidation reactions depended on the structure of substrates and 1 was able to catalyze the oxidation of toluene into benzaldehyde and/or benzoic acid under very mild conditions. The following results were obtained: (1) The selectivity of the oxidation depended on the electronic density of double bonds. Reactivity was absent when strong electron-witherawing groups were conjugated with double bonds. (2) Allylic oxidation reactions mostly take place when double bond is present inside a ring system, whilst epoxiclarion reactions occur when the alkene moiety is part of linear chain. (3) In ring systems, the methylene group was more likely to be oxidized than the methyl group on ailylic position. As expected, the C--H bonds at the bridgeheads were unreactive.The secondary hydroxyl groups are more easily to be oxidized than the primary hydroxyl groups.

  4. Síntesis y actividad antimicrobiana de derivados de 4,6-diaminopirimidinas análogos de citosina

    Directory of Open Access Journals (Sweden)

    Gricela Lobo

    2012-09-01

    Full Text Available A new synthesis of novel 4,6-diaminopyrimidines 2a-j, cytosine analogous, is described. This involves the base-assisted cyclization reaction of benzylidenemalononitriles 1a-j (BMNs with urea. Compounds 1a-j were prepared by a Knoevenagel condensation reaction from benzaldehyde and malononitrile using EtOH as solvent at room temperature conditions. The antimicrobial activity against Gram-positive microorganisms: Staphylococcus aureus (ATCC 25923 and Bacillus cereus (ATCC 14579 and Gram-negative: Escherichia coli (ATCC 35218 and Pseudomonas aeruginosa (ATCC 27853 and th yeast Candida tropicalis (MLDM 372 is also reported. The compounds 2c, 2e, 2f, 2g, 2i and 2j are considered wide spectrum. Antimicrobial activity, Benzylidenemalononitriles (BMNs, Cytosine, Diaminopyrimidine, Urea,

  5. Site-isolated porphyrin catalysts in imprinted polymers.

    Science.gov (United States)

    Burri, Estelle; Ohm, Margarita; Daguenet, Corinne; Severin, Kay

    2005-08-19

    A meso-tetraaryl ruthenium porphyrin complex having four polymerizable vinylbenzoxy groups (2) has been synthesized by reaction of pyrrole with 4-(vinylbenzoxy)benzaldehyde and subsequent metalation with [Ru3(CO)12]. The porphyrin complex was immobilized by copolymerization with ethylene glycol dimethacrylate. The resulting polymer P2 was found to catalyze the oxidation of alcohols and alkanes with 2,6-dichloropyridine N-oxide without activation by mineral acids. Under similar conditions, the homogeneous catalyst 2 was completely inefficient. By using diphenylaminomethane and 1-aminoadamantane as coordinatively bound templates during the polymerization procedure, the molecularly imprinted polymers P3 and P4 have been synthesized. Compared with the polymer P2, the imprinted catalysts displayed a significantly increased activity with rate enhancements of up to a factor of 16. PMID:15977282

  6. MOF-Derived Tungstated Zirconia as Strong Solid Acids toward High Catalytic Performance for Acetalization.

    Science.gov (United States)

    Wang, Peng; Feng, Jian; Zhao, Yupei; Wang, Shaobin; Liu, Jian

    2016-09-14

    A strong solid acid, tungstated zirconia (WZ), has been prepared first using tungstate immobilized UiO-66 as precursors through a "double-solvent" impregnation method under mild calcination temperature. With moderate W contents, the as-synthesized WZ catalysts possess a high density of acid sites, and the proper heat treatment also has facilely led to a bunch of oligomeric tungsten clusters on stabilized tetragonal ZrO2. The resultant solid acids show an improved catalytic performance toward the benzaldehyde's acetalization in comparison with traditional zirconium hydroxide-prepared WZ. Notably, due to large surface area and additionally introduced strong acid sites, the MOF-derived WZ catalysts afforded conversion up to 86.0%. The facile method endows the WZ catalysts with superior catalytic activities and excellent recyclability, thus opening a new avenue for preparation of metal oxide-based solid superacids and superbases. PMID:27557351

  7. Effects of Gamma Irradiation on Active Components in Essential Oils of Cinnamomum verum J.S.Presl

    International Nuclear Information System (INIS)

    Full text: Gamma irradiation is one of the methods utilized to reduce microbial contamination of medicinal herbs. Since irradiation may also affect active compounds of the irradiated herbs, the objective of this research is to study the effect of gamma irradiation (10 and 25 kGy) from cobalt-60 on active compounds in essential oils of Cinnamomum verum J.S.Presl by using GC-MS. The results showed that gamma irradiation at the dose of 10 and 25 kGy does not significantly affect active components in essential oils such as alpha-pinene, camphene, 1,8-cineole, alpha-copaene, benzaldehyde, linalool, bornyl acetate, terpinen-4-0l, alpha-terpineol, benzylacetaldehyde, Z-cinnamaldehyde, E-cinnamaldehyde, and cinnamic acid

  8. Bis-(1-2-benzopyran-1-one) derivatives: Synthesis and antimicrobial evaluation

    Indian Academy of Sciences (India)

    Poonam Kumar Koppula; Nalini Purohit

    2013-11-01

    The aim of the present study was to synthesize isocoumarin heterocycles and to elucidate the potential role of these compounds as biological active agents. A new series of isocoumarin derivatives containing two six-membered lactone rings is reported. 3-Aroyl-substituted isocoumarins (3) obtained by condensing 2-carboxy benzaldehyde (1) with bromoacetophenone derivatives (2) was further reacted with different aromatic aldehydes (4) affording bis-(1-2-benzopyran-1-one) derivatives (5). This short review compiles examples of most promising antibacterial, antifungal and analgesic bis-(1H-2-benzopyran-1-one) derivatives. The products were characterized on the basis of analytical and spectral (IR, 1HNMR, C13NMR, Mass) data. The biological activity study revealed that all compounds showed promising activities and bis-(1-2-benzopyran-1-one) derivatives (5) were found to be more active than 3-aroyl-substituted isocoumarins (3).

  9. Responses of the L5178Y mouse lymphoma cell forward mutation assay. V: 27 coded chemicals

    Energy Technology Data Exchange (ETDEWEB)

    McGregor, D.B.; Brown, A.G.; Howgate, S.; McBride, D.; Riach, C. (Inveresk Research International Limited, Musselburgh (Scotland)); Caspary, W.J. (National Inst. of Health, Research Triangle Park, NC (United States))

    1991-01-01

    Twenty-seven chemicals were tested for their mutagenic potential in the L5178Y tk{sup +}/tk{sup {minus}} mouse lymphoma cell forward mutation assay. Cultures were exposed to the chemicals for 4 hr, then cultured for 2 days before plating in soft agar with or without trifluorothymidine (TFT), 3 {mu}g/ml. The chemicals were tested at least twice. Statistically significant responses were obtained with acid orange 10, aniline, benzaldehyde o-chloroaniline, chlorodibromomethane, cytembena, 1,2-dibromo-4-(1,2-dibromomethyl) cyclohexane, dieldrin, lithocholic acid, oxytetracycline, phenazopyridine HCl, 1phenyl-3-methyl-5-pyrazolone, sodium diethyldithiocarbamate, solvent yellow 14, tetraethylthiuram disulfide (disulfiram), 2,4-toluene diisocyanate, and 2,6-toluene diisocyanate. Apart from phenazopyridine HCl, acid orange 10, and solvent yellow 14, rat liver S9 mix was not a requirement for the mutagenic activity of these compounds.

  10. Identification of the airborne aggregation pheromone of the common bed bug, Cimex lectularius.

    Science.gov (United States)

    Siljander, Eric; Gries, Regine; Khaskin, Grigori; Gries, Gerhard

    2008-06-01

    Adults and juveniles of the common bed bug, Cimex lectularius L. (Hemiptera: Cimicidae), return to and aggregate in harborages after foraging for hosts. We tested the hypothesis that the aggregation is mediated, in part, by an airborne aggregation pheromone. Volatiles from experimental C. lectularius harborages were captured on Porapak Q, fractionated by liquid chromatography, and bioassayed in dual-choice, still-air olfactometer experiments. Of 14 compounds with >100 pg abundance in gas chromatography-mass spectrometry analyses of two bioactive fractions, 10 compounds [nonanal, decanal, (E)-2-hexenal, (E)-2-octenal, (2E,4E)-octadienal, benzaldehyde, (+)- and (-)-limonene, sulcatone, benzyl alcohol] proved to be essential components of the C. lectularius airborne aggregation pheromone. PMID:18470566

  11. Kinetics and Mechanism of Oxidation of Phenyl Acetic Acid and Dl-Mandelic Acid by Permanganate in Acid Medium

    Directory of Open Access Journals (Sweden)

    B.Syama Sundar

    2014-06-01

    Full Text Available Kinetics of oxidation of phenyl acetic acid and DL- Mandelic acid by potassium permanganate in aqueous acetic acid and perchloric acid mixture reveals that the kinetic orders are first order in oxidant, first order in H+ and zero order in substrate for phenyl acetic acid. DL-Mandelic acid exhibits first order in oxidant and zero order in substrate. The results are rationalised by a mechanism involving intermediate formation of mandelic acid in case of Phenyl acetic acid and ester formation with Mn (VII in case of DL-Mandelic acid. The following order of reactivity is observed: DL-Mandelic acid > Phenyl acetic acid. The high reactivity of DL-Mandelic acid over phenyl acetic acid may be due to different mechanisms operating with the two substrates and benzaldehyde is the final product in both the cases.

  12. Molecular structure, vibrational spectral assignments (FT-IR and FT-RAMAN), NMR, NBO, HOMO-LUMO and NLO properties of O-methoxybenzaldehyde based on DFT calculations

    Science.gov (United States)

    Vennila, P.; Govindaraju, M.; Venkatesh, G.; Kamal, C.

    2016-05-01

    Fourier transform - Infra red (FT-IR) and Fourier transform - Raman (FT-Raman) spectroscopic techniques have been carried out to analyze O-methoxy benzaldehyde (OMB) molecule. The fundamental vibrational frequencies and intensity of vibrational bands were evaluated using density functional theory (DFT). The vibrational analysis of stable isomer of OMB has been carried out by FT-IR and FT-Raman in combination with theoretical method simultaneously. The first-order hyperpolarizability and the anisotropy polarizability invariant were computed by DFT method. The atomic charges, hardness, softness, ionization potential, electronegativity, HOMO-LUMO energies, and electrophilicity index have been calculated. The 13C and 1H Nuclear magnetic resonance (NMR) have also been obtained by GIAO method. Molecular electronic potential (MEP) has been calculated by the DFT calculation method. Electronic excitation energies, oscillator strength and excited states characteristics were computed by the closed-shell singlet calculation method.

  13. Chemical treatment of zinc surface and its corrosion inhibition studies

    Indian Academy of Sciences (India)

    S K Rajappa; T V Venkatesha; B M Praveen

    2008-02-01

    The surface treatment of zinc and its corrosion inhibition was studied using a product (BTSC) formed in the reaction between benzaldehyde and thiosemicarbozide. The corrosion behaviour of chemically treated zinc surface was investigated in aqueous chloride–sulphate medium using galvanostatic polarization technique. Zinc samples treated in BTSC solution exhibited good corrosion resistance. The measured electrochemical data indicated a basic modification of the cathode reaction during corrosion of treated zinc. The corrosion protection may be explained on the basis of adsorption and formation of BTSC film on zinc surface. The film was binding strongly to the metal surface through nitrogen and sulphur atoms of the product. The formation of film on the zinc surface was established by surface analysis techniques such as scanning electron microscopy (SEM–EDS) and Fourier transform infrared spectroscopy (FTIR).

  14. Microwave enhanced synthesis of N-propargyl derivatives of imidazole

    International Nuclear Information System (INIS)

    N-Propargyl imidazole has been synthesized by Knoevenagel condensation of benzaldehyde with propargyl bromide, assisted by microwave irradiation. Two alkaline-promoted clays (Li+- and Cs+-exchanged saponites) have been used as catalysts. The influence of several factors, such as irradiation power, irradiation time and alkaline promoter has been studied. The catalysts were characterized by XRD and chemical analysis. The basicity enhancement is directly connected to the presence of alkaline metal promoters in the saponite structure. In addition, a significant increase in the conversion values has been found when the reaction is activated by microwave irradiation, as compared with thermal activation. The yield to the N-propargyl imidazole shows a maximum for the Cs+-saponite at 750 W in only 5 min of microwave irradiation. This green and solvent-free procedure can be extended to the preparation of other N-substituted heterocycles, which could serve as precursors in the primary route to pharmaceutical compounds of interest

  15. Headspace solid-phase microextraction gas chromatography-mass spectrometry and gas chromatography-olfactometry analysis of volatile compounds in pineapple breads.

    Science.gov (United States)

    Ying, Saw; Lasekan, Ola; Naidu, Kalla Reddi Mohan; Lasekan, Seye

    2012-01-01

    Sensorial analysis of pineapple breads (conventionally baked, Cpb; fully baked frozen, Fpb and partially baked, Ppb) showed no significant differences in terms of aroma and taste. On the contrary, the scores for the overall quality between the partially baked and conventionally baked breads showed significant (p pineapple breads. Further analysis of the similarities and differences between the pineapple breads in terms of the key odourants were carried out by the application of PLS-DA and PLS-regression coefficients. Results showed that Ppb exhibited strong positive correlations with most of the volatile- and non-volatile compounds, while the Cpb showed significant positive correlations with hexanal and 4-hydroxy-2,5-dimethyl-3(2H)-furanone, and the Fpb had strong positive correlations with lactic acid, benzoic acid, benzaldehyde and ethyl propanoate. PMID:23174897

  16. Microwave-Assisted Synthesis of Arylidene Acetophenones

    Directory of Open Access Journals (Sweden)

    Sheauly Khatun

    2013-01-01

    Full Text Available An efficient synthesis of arylidene acetophenones have been achieved by using the microwave heating in comparison to the conventional heating. In this work compound 1-phenyle-3-(4-droxyphenyle-2-propen-1-one, 1-(4-chlorophenyle-3-phenyle-2-propen-1-one, and 1-(4-chlorophenyle-3-(4-hydroxyphenyle-2-propen-1-one have been synthesized by the condensation reaction between aromatic aldehydes and substituted acetophenones under microwave irradiation. The compounds of aldehydes and acetophenones were used as benzaldehyde, parahydroxybenzaldehyde, acetophenone, and parachloroacetophenone. The result shows that the time taken for the reaction was reduced from the conventional 1-2 hours to 60–120 seconds. The yield of the compounds in the conventional heating was moderate while the highest yield of 90–98% was observed in MWI method. The structure of the compounds was characterized by their IR, 1H-NMR spectral data.

  17. Synthetic Process Optimization of Chalcone Derivative under Microwave Irradiation%微波辅助合成查尔酮衍生物的工艺

    Institute of Scientific and Technical Information of China (English)

    张国喜; 杨金凤; 姬广军; 李炳奇

    2011-01-01

    Eight chalcone derivatives (3a~3d,4a~4d) were synthesized by benzaldehyde(2e,2f) and substituted acetonphenone (la~Id) under microwave irradiation conditions, which is to further study the preparation of new pyrazoline. The structures were confirmed by 1H-NMR,IR,MS and elementary analysis. The synthesis technology chalcone (3a) was studied. Effects of raw materials mole ratio,reaction time and microwave radiation power on the reaction yield were investigated. The optimal synthesis conditions are benzaldehyde to acetophenone mole ratio,microwave power reaction,microwave irradiation time. The synthesis reaction were easily worked up with short time,high yields and green initiative.%本文应用微波辐射技术,以苯甲醛衍生物(1a~1d)和苯乙酮衍生物(2e,2f)为原料,合成了8种查尔酮衍生物(3a~3d,4a~4d),它们是重要的有机中间体,其结构经1H NMR,IR,MS和元素分析表征;研究了查尔酮3a的合成工艺,考察了物料比微波辐射时间辐射功率对产率的影响,通过正交实验确定查尔酮的最佳合成条件为:苯甲醛与苯乙酮的物质的量之比1∶ 1,微波功率140W,微波反应时间为25 min,产率85%~92%.

  18. Purification and characterization of laccase from Coriolopsis floccosa MTCC-1177 and its use in the selective oxidation of aromatic methyl group to aldehyde without mediators

    Indian Academy of Sciences (India)

    P K Chaurasia; A Yadav; R S S Yadav; S Yadava

    2013-11-01

    A laccase from the culture filtrate of white rot fungus Coriolopsis floccosa MTCC-1177 has been purified to homogeneity. The method involved concentration of the culture filtrate by ammonium sulphate precipitation and an anion exchange chromatography on diethylaminoethyl (DEAE) cellulose. Sodium dodecyl sulphate polyacrylamide gel electrophoresis (SDS-PAGE) as well as native polyacrylamide gel electrophoresis (native-PAGE) produced single protein bands indicating that the enzyme preparation was pure. Molecular mass of the enzyme determined from SDS-PAGE analysis was 64 kDa. Using 2,6-dimethoxyphenol (DMP), 2,2'-[Azino-bis-(3-ethylbonzthiazoline-6-sulphonic acid (ABTS) diammonium salt and 4-hydroxy-3,5-dimethoxy benzaldehyde azine (syringaldazine) as the substrates, the m, cat and cat/m values of the laccase were found to be 112.5 M, 5.16 s-1, 4.60 × 104M-1 s-1, 58 M, 5.16 s-1, 8.90 × 104M-1 s-1 and 100 M, 5.16 s-1, 5.16 × 104M-1 s-1, respectively. The pH and temperature optima were 5.0°C and 40°C, respectively. Activation energy for thermal denaturation of the enzyme was 36.6 kJ/mol/K. The enzyme was most stable at pH4.0 when exposed for 1 h. The purified laccase has yellow colour and does not show absorption band around 610 nm found in blue laccases. The enzyme transforms toluene, 3-nitrotoluene and 4-chlorotoluene to benzaldehyde, 3-nitrobenzaldehyde and 4-chlorobenzaldehyde, respectively, in the absence of electron transfer mediators.

  19. Synthesis and Characterization of New Palladium(II Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines

    Directory of Open Access Journals (Sweden)

    Wilfredo Hernández

    2013-01-01

    Full Text Available The palladium(II bis-chelate complexes of the type [Pd(TSC1-52] (6–10, with their corresponding ligands 4-phenyl-1-(acetone-thiosemicarbazone, HTSC1 (1, 4-phenyl-1-(2′-chloro-benzaldehyde-thiosemicarbazone, HTSC2 (2, 4-phenyl-1-(3′-hydroxy-benzaldehyde-thiosemicarbazone, HTSC3 (3, 4-phenyl-1-(2′-naphthaldehyde-thiosemicarbazone, HTSC4 (4, and 4-phenyl-1-(1′-nitro-2′-naphthaldehyde-thiosemicarbazone, HTSC5 (5, were synthesized and characterized by elemental analysis and spectroscopic techniques (IR and 1H- and 13C-NMR. The molecular structure of HTSC3, HTSC4, and [Pd(TSC12] (6 have been determined by single crystal X-ray crystallography. Complex 6 shows a square planar geometry with two deprotonated ligands coordinated to PdII through the azomethine nitrogen and thione sulfur atoms in a cis arrangement. The in vitro cytotoxic activity measurements indicate that the palladium(II complexes (IC50=0.01–9.87 μM exhibited higher antiproliferative activity than their free ligands (IC50=23.48–70.86 and >250 μM against different types of human tumor cell lines. Among all the studied palladium(II complexes, the [Pd(TSC32] (8 complex exhibited high antitumor activity on the DU145 prostate carcinoma and K562 chronic myelogenous leukemia cells, with low values of the inhibitory concentration (0.01 and 0.02 μM, resp..

  20. Synthesis and Characterization of New Palladium(II) Thiosemicarbazone Complexes and Their Cytotoxic Activity against Various Human Tumor Cell Lines

    Science.gov (United States)

    Hernández, Wilfredo; Paz, Juan; Carrasco, Fernando; Spodine, Evgenia; Manzur, Jorge; Sieler, Joachim; Blaurock, Steffen; Beyer, Lothar

    2013-01-01

    The palladium(II) bis-chelate complexes of the type [Pd(TSC1-5)2] (6–10), with their corresponding ligands 4-phenyl-1-(acetone)-thiosemicarbazone, HTSC1 (1), 4-phenyl-1-(2′-chloro-benzaldehyde)-thiosemicarbazone, HTSC2 (2), 4-phenyl-1-(3′-hydroxy-benzaldehyde)-thiosemicarbazone, HTSC3 (3), 4-phenyl-1-(2′-naphthaldehyde)-thiosemicarbazone, HTSC4 (4), and 4-phenyl-1-(1′-nitro-2′-naphthaldehyde)-thiosemicarbazone, HTSC5 (5), were synthesized and characterized by elemental analysis and spectroscopic techniques (IR and 1H- and 13C-NMR). The molecular structure of HTSC3, HTSC4, and [Pd(TSC1)2] (6) have been determined by single crystal X-ray crystallography. Complex 6 shows a square planar geometry with two deprotonated ligands coordinated to PdII through the azomethine nitrogen and thione sulfur atoms in a cis arrangement. The in vitro cytotoxic activity measurements indicate that the palladium(II) complexes (IC50 = 0.01–9.87 μM) exhibited higher antiproliferative activity than their free ligands (IC50 = 23.48–70.86 and >250 μM) against different types of human tumor cell lines. Among all the studied palladium(II) complexes, the [Pd(TSC3)2] (8) complex exhibited high antitumor activity on the DU145 prostate carcinoma and K562 chronic myelogenous leukemia cells, with low values of the inhibitory concentration (0.01 and 0.02 μM, resp.). PMID:24391528

  1. Induction of intrinsic and extrinsic apoptosis through oxidative stress in drug-resistant cancer by a newly synthesized Schiff base copper chelate.

    Science.gov (United States)

    Banerjee, Kaushik; Basu, Soumya; Das, Satyajit; Sinha, Abhinaba; Biswas, Manas Kumar; Choudhuri, Soumitra Kumar

    2016-04-01

    Multidrug resistance (MDR) in cancer represents a variety of strategies employed by tumor cells to evade the beneficial cytotoxic effects of structurally different anticancer drugs and thus confers impediments to the successful treatment of cancers. Efflux of drugs by MDR protein-1, functional P-glycoprotein and elevated level of reduced glutathione confer resistance to cell death or apoptosis and thus provide a possible therapeutic target for overcoming MDR in cancer. Previously, we reported that a Schiff base ligand, potassium-N-(2-hydroxy 3-methoxy-benzaldehyde)-alaninate (PHMBA) overcomes MDR in both in vivo and in vitro by targeting intrinsic apoptotic/necrotic pathway through induction of reactive oxygen species (ROS). The present study describes the synthesis and spectroscopic characterization of a copper chelate of Schiff base, viz., copper (II)-N-(2-hydroxy-3-methoxy-benzaldehyde)-alaninate (CuPHMBA) and the underlying mechanism of cell death induced by CuPHMBA in vitro. CuPHMBA kills both the drug-resistant and sensitive cell types irrespective of their drug resistance phenotype. The cell death induced by CuPHMBA follows apoptotic pathway and moreover, the cell death is associated with intrinsic mitochondrial and extrinsic receptor-mediated pathways. Oxidative stress plays a pivotal role in the process as proved by the fact that antioxidant enzyme; polyethylene glycol conjugated-catalase completely blocked CuPHMBA-induced ROS generation and abrogated cell death. To summarize, the present work provides a compelling rationale for the future clinical use of CuPHMBA, a redox active copper chelate in the treatment of cancer patients, irrespective of their drug-resistance status. PMID:26733073

  2. Changes of Aroma Components in Hongdeng Sweet Cherry During Fruit Development

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    To study the changes of aroma components in sweet cherry during fruit development, the aroma components in sweet cherry fruit from the green stage, the color stage, the commercial stage, and the ripe stage were collected using head-space solid phase microextraction (HS-SPME), and were analyzed using a gas chromatograph-mass spectrophotometer (GCMS). A total of 37 compounds were identified from the sample extracts. Aldehydes, alcohols, and esters were the major constituents. The aroma components behaved differently during the fruit developmental period. C6 aldehydes and aromatic aldehydes were the main aldehydes in the sweet cherry fruit. The contents of C6 aldehydes increased quickly to 84.16% in the color stage, then decreased as ripening proceeded, and then, the contents decreased to 59.20 and 55.58% at the commercial stage and the ripe stage, respectively. The aromatic aldehydes (benzaldehyde) increased as ripening proceeded, and the maximum was found at the ripe stage. Alcohols of sweet cherry fruit included C6 alcohols and aromatic alcohols. The content of (E)-2-hexen-1-ol increased as ripening proceeded. The maximum was found at the commercial stage; alcohol was only found at the ripe stage. Ester components included ethyl acetate, butanoic acid ethyl ester,hexanoic acid ethyl ester, which increased as the fruit ripened. Hexanal, (E)-2-hexenal, benzaldehyde, (E)-2-hexen-1-ol,ethyl acetate, and hexanoic acid ethyl ester were the characteristic aroma components of sweet cherry fruit. These aroma components started to form drastically at the color stage, and the main aroma was formed at the commercial stage, which then turned bad at the ripe stage because of the presence of alcohol. So the optimal harvest time of sweet cherry was at the commercial stage.

  3. Synthesis and Application of New-Generation Polypropylene Nucleation Agent%新一代聚丙烯成核剂的合成及应用

    Institute of Scientific and Technical Information of China (English)

    赵光辉; 关旭

    2011-01-01

    介绍了二(3,4-二甲基二苄叉)山梨糖醇(DMDBS)的合成路线和作用机理,并以山梨糖醇和3,4-甲基苯甲醛为原料,在固体酸的作用下,不用分离水就能直接合成出新一代聚丙烯透明成核剂DMDBS.结果表明,在醇醛物质的量比2.1、催化剂加量4.5%(质量分数,以醇醛质量总和为基准,下同)、反应温度25℃、反应时间5h、溶剂加量为300%的最佳反应条件下,DMDBS的收率大于85%,纯度达到了98%以上.%Synthetic route and mechanism of di-(3,4-dimethyl benzyl) sorbitol (DMD-BS) were described. A new generation of polypropylene nucleation agent (DMDBS) was synthesized with sorbitol and 3,4-dimethyl benzaldehyde as raw materials, solid acid as catalyst and without separation of water. The results show that the yield is more than 85%, purity is more than 98% while the molar ratio of 3,4-dimethyl benzaldehyd to sorbitol is 2.1,the amount of catalyst is 4.5%, the reaction temperature is 25 °C , the reaction time is 5 h,the amount of solvent is 300%.

  4. Thiosemicarbazone complexes of the platinum metals. A story of variable coordination modes

    Indian Academy of Sciences (India)

    Indrani Pal; Falguni Basuli; Samaresh Bhattacharya

    2002-08-01

    Salicylaldehyde thiosemicarbazone (H2saltsc) reacts with [M(PPh3)3X2] (M = Ru, Os; X = Cl, Br) to afford complexes of type [M(PPh3)2(Hsaltsc)2], in which the salicylaldehyde thiosemicarbazone ligand is coordinated to the metal as a bidentate N,S-donor forming a four-membered chelate ring. Reaction of benzaldehyde thiosemicarbazones (Hbztsc-R) with [M(PPh3)3X2] also affords complexes of similar type, viz. [M(PPh3)2(bztsc-R)2], in which the benzaldehyde thiosemicarbazones have also been found to coordinate the metal as a bidentate N,S-donor forming a fourmembered chelate ring as before. Reaction of the Hbztsc-R ligands has also been carried out with [M(bpy)2X2] (M = Ru, Os; X = Cl, Br), which has afforded complexes of type [M(bpy)2(bztsc-R)]+, which have been isolated as perchlorate salts. Coordination mode of bztsc-R has been found to be the same as before. Structure of the Hbztsc-OMe ligand has been determined and some molecular modelling studies have been carried out determine the reason for the observed mode of coordination. Reaction of acetone thiosemicarbazone (Hactsc) has then been carried out with [M(bpy)2X2] to afford the [M(bpy)2(actsc)]ClO4 complexes, in which the actsc ligand coordinates the metal as a bidentate N,S-donor forming a five-membered chelate ring. Reaction of H2saltsc has been carried out with [Ru(bpy)2Cl2] to prepare the [Ru(bpy)2(Hsaltsc)]ClO4 complex, which has then been reacted with one equivalent of nickel perchlorate to afford an octanuclear complex of type [{Ru(bpy)2(saltsc-H)}4Ni4](ClO4)4.

  5. Effect of organic amendments on sclerotial germination, mycelial growth, and Sclerotium rolfsii-induced diseases Efeitos de resíduos orgânicos no solo na germinação de esclerócios, no crescimento micelial e na ocorrência de doenças induzidas por Sclerotium rolfsii

    Directory of Open Access Journals (Sweden)

    Luiz E. B Blum

    2004-02-01

    Full Text Available The addition of organic residues to soil is an option to control some soil-borne diseases. Benzaldehyde and powders of kudzu (Pueraria lobata, velvetbean (Mucuna deeringiana, and pine-bark (Pinus elliottii and P. taeda added to soil could reduce certain soil-borne diseases. This study evaluated the effects of benzaldehyde and the dried powders of kudzu, velvetbean, and pine-bark as soil amendments on germination and formation of sclerotia, on mycelial growth of Sclerotium rolfsii, on plant survival, and disease incidence. The data showed that high amounts of benzaldehyde (0.4 ml kg-1 of soil and velvetbean (100 g kg-1 inhibited S. rolfsii mycelial growth and sclerotium germination. However, low amounts of benzaldehyde (0.1 ml kg-1, kudzu (25 g kg-1, and pine-bark (25 g kg-1 stimulated mycelial growth and sclerotium germination. Kudzu (25-100 g kg-1 and velvetbean (25-100 g kg-1 inhibited the formation of sclerotia. Nevertheless, benzaldehyde at 0.2 and 0.4 ml kg-1 stimulated the formation of sclerotia. Kudzu (50 and 100 g kg-1 and pine-bark (50 g kg-1 favored the colonization of sclerotia by Trichoderma sp. The numbers of soybean (Glycine max plants were higher and diseased plants were lower than the non-amend soil in the following treatments: kudzu (50 and 100 g kg-1, velvetbean (50 and 100 g kg-1, and pine-bark (50 g kg-1. Disease severity on tomato (Lycopersicon esculentum plants was low in soil treated with kudzu or velvetbean (30 and 35 g kg-1 and pine-bark (35 g kg-1. Dried powders of kudzu, velvetbean, or pine-bark added to soil can reduce disease by reducing pathogen inoculum.A adição ao solo de resíduos orgânicos é uma opção para o manejo de doenças causadas por patógenos de solo. Benzaldeido e resíduos moídos de puerária (Pueraria lobata, mucuna (Mucuna deeringiana e casca de Pinus (Pinus elliottii e P. taeda podem reduzir certas doenças propagadas pelo solo. Este estudo avaliou os efeitos do benzaldeido e de pós-secos de

  6. Catalytic synthesis of 5-ethoxycarbonyl-4-(4-hydroxyphenyl)-6-methyl-3,4-dihydropyrimidine-2(1H)-ketone with H6P2W18O62/SiO2%H6P2W18O62/SiO2催化合成5-乙氧羰基-4-(4-羟基苯基)-6-甲基-3,4-二氢嘧啶-2(1H)-酮

    Institute of Scientific and Technical Information of China (English)

    刘晓霞; 肖欢; 杨水金

    2015-01-01

    5-Ethoxycarbonyl-4-(4-hydroxyphenyl)-6-methyl-3,4-dihydropyrimidine-2(1H)-ketone was synthesized by using H6P2W18O62/SiO2 as the catalyst and p-hydroxy benzaldehyde,ethyl acetoacetate and urea as raw materials. Catalytic activity of this reaction using H6P2W18O62/SiO2 as the catalyst was explored. The effects of reaction on the yield of the product were investigated and the optimum conditions were determined as follows:fixing p-hydroxy benzaldehyde consumption is 0.04 mol,n(p-hydroxy benzaldehyde):n(ethyl acetoacetate):n(urea)=1∶1.5∶1.5,the mass ratio of the catalyst to total reactant is 1.5%,the reaction temperature is 80℃, and the reaction time is 1.0 h. The yield of the product was up to 94.4%.%采用H6P2W18O62/SiO2为催化剂,以对羟基苯甲醛、乙酰乙酸乙酯、尿素为原料合成5-乙氧羰基-4-(4-羟基苯基)-6-甲基-3,4-二氢嘧啶-2(1H)-酮.探讨H6P2W18O62/SiO2对本反应的催化活性,较系统地研究了反应物物质的量比、催化剂用量、反应时间、反应温度四因素对产物收率的影响.实验表明:H6P2W18O62/SiO2是合成5-乙氧羰基-4-(4-羟基苯基)-6-甲基-3,4-二氢嘧啶-2(1H)-酮的良好催化剂;在n (对羟基苯甲醛)∶n (乙酰乙酸乙酯)∶n (尿素)=1∶1.5∶1.5,催化剂的用量占反应物料总质量的1.5%,反应温度为80℃,反应时间为60 min的最佳条件下,其收率可达94.4%.

  7. Selective oxidation of benzyl alcohol catalyzed by (TEAH)nH3-nPW12O40 and its reaction mechanism%(TEAH)nH3-nPW12O40催化苯甲醇选择氧化及其反应机理

    Institute of Scientific and Technical Information of China (English)

    苏浩; 杨春

    2014-01-01

    Several triethylamine (TEA) salts of phosphotungstic acid were synthesized by an acid-base reac-tion using a Keggin-type phosphotungstic acid and TEA, and used to catalyze the oxidation of benzyl alcohol to benzaldehyde in water with 30% aqueous hydrogen peroxide as oxidant. (TEAH)nH3-nPW12O40 (n = 1, 2, 3) were excellent catalysts for the reaction and could be isolated and recycled. With (TEAH)H2PW12O40, the conversion of benzyl alcohol and selectivity to benzaldehyde were as high as 99.6% and 100%, respectively, under optimized reaction conditions. The catalysts and their transformation and distribution during the reaction were investigated by IR, 31P NMR and analysis of the reaction system, and the reaction mechanism was deduced. In this water-oil biphasic reaction, (PW12O40)3- was first oxidized and degraded into small (PO4(WO(O2)2)4)3- and free tung-sten species that were soluble in the aqueous phase upon reaction with H2O2. Then (PO4(WO(O2)2)4)3-, as the actual oxidant, oxidized benzyl alcohol soluble in the aqueous phase to benzaldehyde, and was converted into a SAR (species after reaction) after losing its active oxygen. The catalytic cycle was completed by the polymerization of the SAR with the free tungsten species back to larger catalyst precursor (PW12O40)3-, which was soluble in the oil phase.%以Keggin结构的磷钨酸和三乙胺(TEA)为原料,通过简单的酸碱反应合成了磷钨酸的TEA盐.并以它们为催化剂,考察了以H2O2为氧化剂、以水为溶剂的体系中苯甲醇选择氧化制备苯甲醛的反应性能.结果表明,(TEAH)nH3-nPW12O40(n =1,2,3)系列催化剂对苯甲醇的选择氧化反应有很高的活性和选择性,且可被分离和循环使用.在适宜的反应条件下,最佳催化剂(TEAH)H2PW12O40上,苯甲醇的转化率可达99.6%,苯甲醛的选择性为100%.还采用IR,31P NMR谱和元素分析技术,对催化剂和反应过程中催化剂物种的转化和分布进行了考察,进而导出了反应机理.

  8. Preparation of Different Substitued Polypyridine Ligands, Ruthenium(II)-Bridged Complexes and Spectoscopıc Studies.

    Science.gov (United States)

    Obali, Aslihan Yilmaz; Ucan, Halil Ismet

    2016-09-01

    Novel different substitued polypyridine ligands 4-((4-(1H-imidazo[4,5-f][1,10]phenanthroline-2-yl)phenoxy)methyl)benzaldehyde (BA-PPY), (E)-N-(4-((4-(1H-imidazo[4,5-f][1,10]phenanthroline-2-yl)phenoxy)methyl)benzylidene)-pyrene-4-amine (PR-PPY), (E)-N-(4-((4-(1H-imidazo[4,5-f][1,10] phenanthroline-2-yl)phenoxy)methyl)benzylidene)-1,10-phenanthroline-5amine (FN-PPY), 2-(4-(bromomethyl)phenyl)-1H-imidazo[4,5-f][1,10] phenanthroline (BR-PPY), 2-(4-(azidomethyl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (N3-PPY) and triazole containing polypyridine ligand 3,4-bis[(4-(metoxy)-1,2,3-triazole)1-methylphenyl)-1H-imidazo[4,5-f][1,10]phenanthroline)] benzaldehyde (BA-DIPPY) and Ruthenium(II) complexes were synthesized and characterized. Their photopysical properties were investigated. The complexes RuP(PR-PPY), RuB(PR-PPY, RuP(FN-PPY) and RuB(FN-PPY) exhibited a broad absorption bands at 485, 475, 476, and 453 nm, respectively, assignable to the spin-allowed MLCT (dπ-π*) transition. The emission maxima of the pyrene-appended polypyridine ligand PR-PPY was observed at λems = 616 nm and the phenanthroline-appended polypyridine ligand FN-PPY was observed at λems = 668 nm. And the emission maxima of the complexes RuP(PR-PPY), RuB(PR-PPY), RuP(FN-PPY) and RuB(FN-PPY) were observed at λems = 646, 646, 685 and 685 nm, respectively. As seen in fluorescence spectra, the fluorescence intensities of the ligands are higher than their metal complexes. This is because of quenching effect of Ruthenium(II) metal on chromophore groups. PMID:27351670

  9. pH-Responsive Tumor-Targetable Theranostic Nanovectors Based on Core Crosslinked (CCL Micelles with Fluorescence and Magnetic Resonance (MR Dual Imaging Modalities and Drug Delivery Performance

    Directory of Open Access Journals (Sweden)

    Sidan Tian

    2016-06-01

    Full Text Available The development of novel theranostic nanovectors is of particular interest in treating formidable diseases (e.g., cancers. Herein, we report a new tumor-targetable theranostic agent based on core crosslinked (CCL micelles, possessing tumor targetable moieties and fluorescence and magnetic resonance (MR dual imaging modalities. An azide-terminated diblock copolymer, N3-POEGMA-b-P(DPA-co-GMA, was synthesized via consecutive atom transfer radical polymerization (ATRP, where OEGMA, DPA, and GMA are oligo(ethylene glycolmethyl ether methacrylate, 2-(diisopropylaminoethyl methacrylate, and glycidyl methacrylate, respectively. The resulting diblock copolymer was further functionalized with DOTA(Gd (DOTA is 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakisacetic acid or benzaldehyde moieties via copper(I-catalyzed alkyne-azide cycloaddition (CuAAC chemistry, resulting in the formation of DOTA(Gd-POEGMA-b-P(DPA-co-GMA and benzaldehyde-POEGMA-b-P(DPA-co-GMA copolymers. The resultant block copolymers co-assembled into mixed micelles at neutral pH in the presence of tetrakis[4-(2-mercaptoethoxyphenyl]ethylene (TPE-4SH, which underwent spontaneous crosslinking reactions with GMA residues embedded within the micellar cores, simultaneously switching on TPE fluorescence due to the restriction of intramolecular rotation. Moreover, camptothecin (CPT was encapsulated into the crosslinked cores at neutral pH, and tumor-targeting pH low insertion peptide (pHLIP, sequence: AEQNPIYWARYADWLFTTPLLLLDLALLVDADEGTCG moieties were attached to the coronas through the Schiff base chemistry, yielding a theranostic nanovector with fluorescence and MR dual imaging modalities and tumor-targeting capability. The nanovectors can be efficiently taken up by A549 cells, as monitored by TPE fluorescence. After internalization, intracellular acidic pH triggered the release of loaded CPT, killing cancer cells in a selective manner. On the other hand, the nanovectors labeled with DOTA

  10. Retinoic acid signaling plays a restrictive role in zebrafish primitive myelopoiesis.

    Directory of Open Access Journals (Sweden)

    Dong Liang

    Full Text Available Retinoic acid (RA is known to regulate definitive myelopoiesis but its role in vertebrate primitive myelopoiesis remains unclear. Here we report that zebrafish primitive myelopoiesis is restricted by RA in a dose dependent manner mainly before 11 hpf (hours post fertilization when anterior hemangioblasts are initiated to form. RA treatment significantly reduces expressions of anterior hemangioblast markers scl, lmo2, gata2 and etsrp in the rostral end of ALPM (anterior lateral plate mesoderm of the embryos. The result indicates that RA restricts primitive myelopoiesis by suppressing formation of anterior hemangioblasts. Analyses of ALPM formation suggest that the defective primitive myelopoiesis resulting from RA treatment before late gastrulation may be secondary to global loss of cells for ALPM fate whereas the developmental defect resulting from RA treatment during 10-11 hpf should be due to ALPM patterning shift. Overexpressions of scl and lmo2 partially rescue the block of primitive myelopoiesis in the embryos treated with 250 nM RA during 10-11 hpf, suggesting RA acts upstream of scl to control primitive myelopoiesis. However, the RA treatment blocks the increased primitive myelopoiesis caused by overexpressing gata4/6 whereas the abolished primitive myelopoiesis in gata4/5/6 depleted embryos is well rescued by 4-diethylamino-benzaldehyde, a retinal dehydrogenase inhibitor, or partially rescued by knocking down aldh1a2, the major retinal dehydrogenase gene that is responsible for RA synthesis during early development. Consistently, overexpressing gata4/6 inhibits aldh1a2 expression whereas depleting gata4/5/6 increases aldh1a2 expression. The results reveal that RA signaling acts downstream of gata4/5/6 to control primitive myelopoiesis. But, 4-diethylamino-benzaldehyde fails to rescue the defective primitive myelopoiesis in either cloche embryos or lycat morphants. Taken together, our results demonstrate that RA signaling restricts

  11. Synthesis, characterisation, reactivity and in vitro antiamoebic activity of hydrazone based oxovanadium(IV), oxovanadium(V) and mu-bis(oxo)bis{oxovanadium(V)} complexes.

    Science.gov (United States)

    Maurya, Mannar R; Agarwal, Shalu; Abid, Mohammad; Azam, Amir; Bader, Cerstin; Ebel, Martin; Rehder, Dieter

    2006-02-21

    -phenylacetaldehyde, benzaldehyde, benzoic acid and 1-phenyl-ethane-1,2-diol, while ethyl benzene yields benzyl alcohol, benzaldehyde and 1-phenyl-ethane-1,2-diol. PMID:16462954

  12. 催化油浆重质芳烃制备沥青树脂%Synthesis asphalt resin from heavy aromatic of catalytic slurry

    Institute of Scientific and Technical Information of China (English)

    赵晓隆; 赵华; 李会鹏; 卢传竹; 李智超

    2015-01-01

    以催化油浆重质芳烃为原料,苯甲醛为交联剂,在浓硫酸作催化剂条件下,合成沥青树脂。采用FTIR探究了反应机理,采用TGA考察了合成树脂的热重反应性能。通过单因素实验,考察了合成条件对沥青树脂软化点、残炭量、收率的影响。结果表明,反应机理为质子催化下的缩聚反应;合成树脂的工艺条件为:交联剂用量70%,反应时间为5 h,反应温度为130℃,催化剂用量为6%。合成树脂的收率为83.2%,残炭量为27.6%,软化点为76.5℃。%Asphalt resin has been synthesized using heavy aromatic as monomer and benzaldehyde as cross-linking agent in the presence of concentrated sulfuric acid. FTIR was used to study the reaction mechanism. The thermal weight loss behavior of the synthesized resin was characterized by TGA. The effects of synthesis conditions on the softening point and carbon residue of the pitch resin as well as its yield were investigated by single factor experiments. The results showed that the reaction of heavy aromatic and benzaldehyde is a positive ion-typed condensation polymerization catalyzed by acid. The suitable con-ditions for synthesizing the asphalt resin were:the usage of crosslinkers 70%,the reaction time of 5 h, the reaction temperature of 130 ℃ and the usage of catalyst 6%. Under the optimal conditions, the asphalt resin exhibits the yield of 83. 2%,the carbon residue of 27. 6% and the softening point of 76. 5 ℃.

  13. Improvement of catalytic activity in selective oxidation of styrene with H2O2 over spinel Mg–Cu ferrite hollow spheres in water

    International Nuclear Information System (INIS)

    Graphical abstract: Uniform spinel Mg–Cu ferrite hollow spheres were prepared using carbon spheres as templates. Solid spinel Mg0.5Cu0.5Fe2O4 ferrite nanocrystals were also prepared by sol–gel auto-combustion, hydrothermal and coprecipitation methods for comparison. The samples were found to be efficient catalysts for oxidation of styrene using hydrogen peroxide as oxidant. Especially, in the case of Mg0.5Cu0.5Fe2O4 hollow spheres, obvious improvement on catalytic activity was observed and 21.2% of styrene conversion and 75.2% of selectivity for benzaldehyde were obtained at 80 °C for 6 h reaction in water. The catalyst can be magnetically separated easily for reuse and no obvious loss of activity was observed when reused in six consecutive runs. - Highlights: • Uniform spinel ferrite hollow spheres were prepared by a simple method. • The catalyst has been proved much more efficient for styrene oxidation than the reported analogues. • The catalyst can be easily separated by external magnetic field and has exhibited excellent reusability. • The catalytic system is environmentally friendly. - Abstract: Uniform spinel Mg–Cu ferrite hollow spheres were prepared using carbon spheres as templates. For comparison, solid Mg–Cu ferrite nanocrystals were also prepared by sol–gel auto-combustion, hydrothermal and coprecipitation methods. All the samples were characterized by Fourier transform infrared spectrophotometry (FT-IR), X-ray diffractometry (XRD), transmission electron microscopy (TEM) and N2 physisorption. The samples were found to be efficient catalysts for oxidation of styrene using hydrogen peroxide as oxidant. Especially, in the case of Mg0.5Cu0.5Fe2O4 hollow spheres, obvious improvement on catalytic activity was observed, and 21.2% of styrene conversion and 75.2% of selectivity for benzaldehyde were obtained at 80 °C for 6 h reaction in water. The catalyst can be magnetically separated easily for reuse and no obvious loss of activity was

  14. Ligand-protein conjugated quantification assay by UV spectrophotometry in 99mTc indirect labeling

    International Nuclear Information System (INIS)

    Objective: Quantify IgG-HYNIC conjugated for obtaining substitution ratio and as a chemical quality control for 99mTc labeling of this immunoglobulin. Introduction: The Operational Guidance on Hospital Radiopharmacy by IAEA states that the procedures performed in a Radiopharmacy Laboratory fall into three operational levels. At present, Nuclear Medicine Centre of 'Hospital de Clinicas' has an operational level 2b which requires the preparation of radiopharmaceuticals from approved reagent kits and radionuclide generators, and labeling of autologous blood cells. Centre's goal is to reach an operational level 3a, which allows us to compounding radiopharmaceuticals from drugs and radionuclides for diagnosis; modification to existing commercial kits; related research and development. In approach of that goal, we addressed the optimization of conjugation of proteins and peptides with S-HYNIC so as to bring about the procedures involved. In this work, was conjugated nonspecific polyclonal immunoglobulin G (IgG) with S-HYNIC. Our interest was focused in calculate how many HYNIC groups were incorporated per IgG molecule so that in later stages can be obtained a correlate with labeling efficiency. Materials and methods: A sample of IgG-HYNIC conjugate of 0.2 ml was diluted in 4 ml of benzaldehyde o-sulfonic acid (1 mg / ml, 0.1 M NaAc, pH 4.7). The reaction was incubated at room temperature overnight in darkness. As a negative control took 0.2 ml of IgG-HYNIC conjugate in 4 ml of NaAc buffer 0.1 M. 3 ml of benzaldehyde o-sulfonic acid (1 mg / ml 0.1 M NaAc, pH 4.7) was used as blank. The absorption of the hydrazone was read at 343 nm. The hydrazine concentration was calculated using a molar extinction coefficient ε (343 nm) 17000 M-1cm-1. Results: Molar substitution ratio (MSR) was calculated. The MSR indicates the number of HYNIC groups incorporated in the IgG-HYNIC conjugate determined by the spectrophotometric assay. Conclusions: In labeling with a bifunctional

  15. Comparison of the olfactory sensitivity of two sympatric steppe grasshopper species (Orthoptera: Acrididae) to plant volatile compounds

    Institute of Scientific and Technical Information of China (English)

    CHEN; Huhai; ZHAO; Yunxian; KANG; Le

    2004-01-01

    Electroantennogram (EAG) responses of male and female Oedipodinae grasshoppers, Oedaleus decorus asiaticus B.-Bienko and Angaracris barabensis Pall to 37 plant volatile compounds were recorded. The two species have sympatric distribution and synchronous seasonal activity in Inner Mongolia Grasslands. They have different host plant preference with Oedaleus decorus asiaticus graminivorous and A. barabensis forbivorous. The EAG response profiles to 37 compounds of the two species and their both sexes were similar. Most of the green leaf volatiles elicited higher EAG responses in both species and sexes than terpenic compounds and some aromatic compounds. Strong EAG responses were elicited by 6-carbon alcohols (1-hexanol, Z-hexen-2-ol-1, E-2-hexen-1-ol, E-hexen-3-ol-1), aldehyde (E-2-hexen-1-al), ester (Z-hexen-3-yl acetate), and 7-carbon alcohols (1-heptanol) in both species and sexes. Monoterpenes with functional groups of alcohols and aldehydes were more stimulating than other monoterpenes tested. The sesquiterpenes tested elicited relatively low responses. Benzaldehyde elicited the highest responses for both species among aromatic components. Oedaleus decorus asiaticus showed higher EAG responses than A. barabensis to the green leaf volatiles, 1-decanol, 1-nonanol, 1-pentanol, hexanal, Z-hexen-3-yl acetate and to the sesquiterpenes (-)-trans-caryophyllene. Males have higher responses than females in Oedaleus decorus asiaticus. No sexual difference was observed in A. barabensis. Dose-dependent responses to six selected chemicals were observed from females. In both species, all the chemicals tested elicit EAG responses at concentration between 103 mol/L and 102 mol/L, except that the responses of A. barabensis to terpineol had a threshold concentration of 102 mol/L benzaldehyde and 1-hexanol had the highest slopes in dose curves, while 1-octen-3-ol showed the smallest slope in responses to the six chemicals tested. Comparative studies on the responses of two antennal

  16. Comparison of the olfactory sensitivity of two sympatric steppe grasshopper species (Orthoptera:Acrididae) to plant volatile compounds

    Institute of Scientific and Technical Information of China (English)

    CHEN Huhai; ZHAO Yunxian; KANG Le

    2004-01-01

    Electroantennogram (EAG) responses of male and female Oedipodinae grasshoppers, Oedaleus decorus asiaticus B.-Bienko and Angaracris barabensis Pall to 37 plant volatile compounds were recorded. The two species have sympatric distribution and synchronous seasonal activity in Inner Mongolia Grasslands. They have different host plant preference with Oedaleus decorus asiaticus graminivorous and A. barabensis forbivorous. The EAG response profiles to 37 compounds of the two species and their both sexes were similar. Most of the green leaf volatiles elicited higher EAG responses in both species and sexes than terpenic compounds and some aromatic compounds. Strong EAG responses were elicited by 6-carbon alcohols (1-hexanol, Z-hexen-2-ol-1, E-2-hexen-1-ol, E-hexen-3-ol-1), aldehyde (E-2-hexen-1-al), ester (Z-hexen-3-yl acetate), and 7-carbon alcohols (1-heptanol) in both species and sexes. Monoterpenes with functional groups of alcohols and aldehydes were more stimulating than other monoterpenes tested. The sesquiterpenes tested elicited relatively low responses. Benzaldehyde elicited the highest responses for both species among aromatic components. Oedaleus decorus asiaticus showed higher EAG responses than A. barabensis to the green leaf volatiles, 1-decanol, 1-nonanol, 1-pentanol, hexanal, Z-hexen-3-yl acetate and to the sesquiterpenes (-)-trans-caryophyllene. Males have higher responses than females in Oedaleus decorus asiaticus. No sexual difference was observed in A. barabensis. Dose-dependent responses to six selected chemicals were observed from females. In both species, all the chemicals tested elicit EAG responses at concentration between 103 mol/L and 102 mol/L, except that the responses of A. barabensis to terpineol had a threshold concentration of 102 mol/L benzaldehyde and 1-hexanol had the highest slopes in dose curves, while 1-octen-3-ol showed the smallest slope in responses to the six chemicals tested. Comparative studies on the responses of two antennal

  17. Synthesis of cobalt-containing mesoporous catalysts using the ultrasonic-assisted “pH-adjusting” method: Importance of cobalt species in styrene oxidation

    Energy Technology Data Exchange (ETDEWEB)

    Li, Baitao, E-mail: btli@scut.edu.cn; Zhu, Yanrun; Jin, Xiaojing

    2015-01-15

    Cobalt-containing SBA-15 and MCM-41 (Co-SBA-15 and Co-MCM-41) mesoporous catalysts were prepared via ultrasonic-assisted “pH-adjusting” technique in this study. Their physiochemical structures were comprehensively characterized and correlated with catalytic activity in oxidation of styrene. The nature of cobalt species depended on the type of mesoporous silica as well as pH values. The different catalytic performance between Co-SBA-15 and Co-MCM-41 catalysts originated from cobalt species. Cobalt species were homogenously incorporated into the siliceous framework of Co-SBA-15 in single-site Co(II) state, while Co{sub 3}O{sub 4} particles were loaded on Co-MCM-41 catalysts. The styrene oxidation tests showed that the single-site Co(II) state was more beneficial to the catalytic oxidation of styrene. The higher styrene conversion and benzaldehyde selectivity over Co-SBA-15 catalysts were mainly attributed to single-site Co(II) state incorporated into the framework of SBA-15. The highest conversion of styrene (34.7%) with benzaldehyde selectivity of 88.2% was obtained over Co-SBA-15 catalyst prepared at pH of 7.5, at the mole ratio of 1:1 (styrene to H{sub 2}O{sub 2}) at 70 °C. - Graphical abstract: Cobalt-containing mesoporous silica catalysts were developed via ultrasonic-assisted “pH-adjusting” technique. Compared with Co{sub 3}O{sub 4} in Co-MCM-41, the single-site Co(II) state in Co-SBA-15 was more efficient for the styrene oxidation. - Highlights: • Fast and cost-effective ultrasonic technique for preparing mesoporous materials. • Incorporation of Co via ultrasonic irradiation and “pH-adjusting”. • Physicochemical comparison between Co-SBA-15 and Co-MCM-41. • Correlation of styrene oxidation activity and catalyst structural property.

  18. Facile synthesis of ultrasmall monodisperse ``raisin-bun''-type MoO3/SiO2 nanocomposites with enhanced catalytic properties

    Science.gov (United States)

    Wang, Jiasheng; Li, Xin; Zhang, Shufen; Lu, Rongwen

    2013-05-01

    We report the preparation of ultrasmall monodisperse MoO3/SiO2 nanocomposites in reverse microemulsions formed by Brij-58/cyclohexane/water. The nanocomposites are of ``raisin-bun''-type with 1.0 +/- 0.2 nm MoO3 homogeneously dispersed in 23 +/- 2 nm silica spheres. Characterization is carried out based on transmission electron microscopy (TEM), high-resolution transmission electron microscopy (HRTEM), energy-dispersive X-ray spectrometry (EDS), X-ray powder diffraction (XRD), Raman spectroscopy, X-ray photoelectron spectroscopy (XPS), inductively coupled plasma-optical emission spectrometry (ICP-OES), N2 sorption measurement, and NH3 temperature-programmed desorption (NH3-TPD). The as-prepared MoO3/SiO2 nanocomposites are microporous and exhibit enhanced catalytic activities for acetalization of benzaldehyde with ethylene glycol and can be repeatedly used 5 times without obvious deactivation. The catalytic performance improvement is attributed to the unique structure and ultrasmall size of the nanocomposites.We report the preparation of ultrasmall monodisperse MoO3/SiO2 nanocomposites in reverse microemulsions formed by Brij-58/cyclohexane/water. The nanocomposites are of ``raisin-bun''-type with 1.0 +/- 0.2 nm MoO3 homogeneously dispersed in 23 +/- 2 nm silica spheres. Characterization is carried out based on transmission electron microscopy (TEM), high-resolution transmission electron microscopy (HRTEM), energy-dispersive X-ray spectrometry (EDS), X-ray powder diffraction (XRD), Raman spectroscopy, X-ray photoelectron spectroscopy (XPS), inductively coupled plasma-optical emission spectrometry (ICP-OES), N2 sorption measurement, and NH3 temperature-programmed desorption (NH3-TPD). The as-prepared MoO3/SiO2 nanocomposites are microporous and exhibit enhanced catalytic activities for acetalization of benzaldehyde with ethylene glycol and can be repeatedly used 5 times without obvious deactivation. The catalytic performance improvement is attributed to the unique

  19. Biogenic aldehyde determination by reactive paper spray ionization mass spectrometry.

    Science.gov (United States)

    Bag, Soumabha; Hendricks, P I; Reynolds, J C; Cooks, R G

    2015-02-20

    Ionization of aliphatic and aromatic aldehydes is improved by performing simultaneous chemical derivatization using 4-aminophenol to produce charged iminium ions during paper spray ionization. Accelerated reactions occur in the microdroplets generated during the paper spray ionization event for the tested aldehydes (formaldehyde, n-pentanaldehyde, n-nonanaldehyde, n-decanaldehyde, n-dodecanaldehyde, benzaldehyde, m-anisaldehyde, and p-hydroxybenzaldehyde). Tandem mass spectrometric analysis of the iminium ions using collision-induced dissociation demonstrated that straight chain aldehydes give a characteristic fragment at m/z 122 (shown to correspond to protonated 4-(methyleneamino)phenol), while the aromatic aldehyde iminium ions fragment to give a characteristic product ion at m/z 120. These features allow straightforward identification of linear and aromatic aldehydes. Quantitative analysis of n-nonaldehyde using a benchtop mass spectrometer demonstrated a linear response over 3 orders of magnitude from 2.5 ng to 5 μg of aldehyde loaded on the filter paper emitter. The limit of detection was determined to be 2.2 ng for this aldehyde. The method had a precision of 22%, relative standard deviation. The experiment was also implemented using a portable ion trap mass spectrometer. PMID:25682245

  20. Synthesis, vibrational spectral and nonlinear optical studies of N-(4-hydroxy-phenyl)-2-hydroxybenzaldehyde-imine: A combined experimental and theoretical investigation

    Science.gov (United States)

    Wang, Yufeng; Yu, Zongxue; Sun, Yuxi; Wang, Yishi; Lu, Lude

    2011-09-01

    The study of imine-bridged organics has been the one hot spot of photo-responsive material sciences in recent years. Herein we make a study of the synthesis, characteristics and potential application of N-(4-hydroxy-phenyl)-2-hydroxy-benzaldehyde-imine (HPHBI), C 13H 11NO 2. The studied compound was synthesized in one step by the condensation reaction of salicylaldehyde and 4-aminophenol in methanol solution, and characterized by single crystal X-ray diffraction, FT-IR and FT-Raman techniques with theoretical calculations at B3LYP/6-31G(d) level. The molecule adopts trans configuration about central C dbnd6 N bond with intramolecular hydrogen bonding, and the adjacent molecules form wave-shaped structure linked by strong intermolecular hydrogen bonding mechanism along b axis. The vibrational spectra have been precisely assigned with the aid of theoretical frequencies. Furthermore, the thermodynamic properties have been obtained by the theoretical vibrational analysis for HPHBI. The total linear polarizability and first-order hyperpolarizabilities calculated on the studied compound respectively present 25.378 Å 3 and 1.655 × 10 -29 cm 5/esu, which indicates the compound has relatively good nonlinear optical property.

  1. Ruthenium (II) complexes containing quinone based ligands: synthesis, characterization and catalytic applications

    International Nuclear Information System (INIS)

    A series of ruthenium (II) complexes containing ONS and ONO donor ligands of general formula (RuX(CO)(B)(L)) (X = H or Cl; B = PPh3, AsPh3 or Py; L = mono negative tridentate ligand) were synthesized from the reactions of tridentate ligand with (RuHX(CO)(EPh3)2(B)) (X = H or Cl; E = P or As; B = PPh3, AsPh3 or Py) in 1:1 molar ratio. All the new complexes have been characterized by analytical and spectral (FT-IR, electronic, 1H, 13C and 31PNMR) data. They have been tentatively assigned an octahedral structure. The synthesized complexes have exhibited catalytic activity for oxidation of benzyl alcohol to benzaldehyde and cyclohexanol to cyclohexanone in the presence of N-methyl morpholine N-oxide (NMO) as co-oxidant. They were also found to catalyze the transfer hydrogenation of aliphatic and aromatic ketones to alcohols in KOH/lsopropanol. (author)

  2. Polarized Emission of Wholly Aromatic Bio-Based Copolyesters of a Liquid Crystalline Nature

    Directory of Open Access Journals (Sweden)

    Daisaku Kaneko

    2011-05-01

    Full Text Available A novel thermotropic liquid crystalline polymers poly{3-benzylidene amino-4-hydroxybenzoic acid (3,4-BAHBA-co-trans-4-hydroxycinnamic acid (4HCA: trans-coumaric acid} (Poly(3,4-BAHBA-co-4HCA, was synthesized by the thermal polycondensation of 4HCA and 3,4-BAHBA, which was synthesized by a reaction of 3-amino-4-hydroxybenzoic acid (3,4-AHBA with benzaldehyde. When the 4HCA compositions of Poly(3,4-BAHBA-co-4HCAs were above 55 mol%, the copolymers showed a nematic, liquid crystalline phase. Differential scanning calorimetry (DSC measurements of the copolymers showed a high glass transition temperature of more than 100 °C, sufficient for use in engineering plastics. Furthermore, the copolymers showed photoluminescence in an N-methylpyrrolidone (NMP solution under ultraviolet (UV light with a wavelength of 365 nm. Oriented film of Poly(3,4-BAHBA-co-4HCA with a 4HCA composition of 75 mol% emitted polarized light, which was confirmed by fluorescent spectroscopy equipped with parallel and crossed polarizers.

  3. Chiral Separation of Spiro-compounds and Determination Configuration

    Institute of Scientific and Technical Information of China (English)

    LIANG Ya; GUO Jing-jing; LIU Xiu-ming; WEI Rong-bao

    2008-01-01

    Chiral spirocyclic compounds have attracted the attention of scholars and scientists owing to their potential applications in the pharmaceutical industry as either active pharmaceutical ingredients,catalysts in synthesizing active enantiomers,or as surface modifiers on silica particles to resolve entantiomers,In this study,five spiro compounds of 3,9-diphenyl-2,4,8,10-tetraoxaspiro[5.5]-undecane(1),3,9-(4-methoxyphenyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane(2),3,9-(4-methylphenyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane(3),4,4'-(2,4,8,10-tetraoxaspiro[5.5]undecane-3,9-diyl)dibenzoie acid(4) and 3,9-di(4-formyl-phenyl)-2,4,8,10-tetraoxa-spiro[5.5]-undecane(5) were synthesized by grinding pentaerythritol with benzaldehyde,4-methoxybenzaldehyde,4-methylbenzaldehyde,4-carboxybenzaldehyde or terephthalaldehyde monoacetal in the presence of InBr3 under solvent-free conditions,A normal phase HPLC method was successfully developed to resolve entantiomers of compounds 1-5 on a chiral column,Specific optical rotation of R or S entantiomers(1) was determined and the corresponding configurations were proposed based on Lowe's rule.

  4. Quantification of Carbonyl Compounds Generated from Ozone-Based Food Colorants Decomposition Using On-Fiber Derivatization-SPME-GC-MS

    Directory of Open Access Journals (Sweden)

    Wenda Zhu

    2014-12-01

    Full Text Available Fruit leathers (FLs production produces some not-to-specification material, which contains valuable ingredients like fruit pulp, sugars and acidulates. Recovery of FL for product recycling requires decolorization. In earlier research, we proved the efficiency of an ozone-based decolorization process; however, it produces carbonyls as major byproducts, which could be of concern. A headspace solid-phase microextraction with on-fiber derivatization followed by gas chromatography-mass spectrometry was developed for 10 carbonyls analysis in ozonated FL solution/suspension. Effects of dopant concentration, derivatization temperature and time were studied. The adapted method was used to analyze ozonated FL solution/suspension samples. Dopant concentration and derivatization temperature were optimized to 17 mg/mL and 60 °C, respectively. Competitive extraction was studied, and 5 s extraction time was used to avoid non-linear derivatization of 2-furfural. The detection limits (LODs for target carbonyls ranged from 0.016 and 0.030 µg/L. A much lower LOD (0.016 ppb for 2-furfural was achieved compared with 6 and 35 ppb in previous studies. Analysis results confirmed the robustness of the adapted method for quantification of carbonyls in recycled process water treated with ozone-based decolorization. Ethanal, hexanal, 2-furfural, and benzaldehyde were identified as byproducts of known toxicity but all found below levels for concern.

  5. Purification and characterization of a furfural reductase (FFR) from Escherichia coli strain LYO1--an enzyme important in the detoxification of furfural during ethanol production.

    Science.gov (United States)

    Gutiérrez, Tony; Ingram, Lonnie O; Preston, James F

    2006-01-24

    Furfural, an inhibitor of ethanol production from hemicellulose acid hydrolysates, is reductively detoxified to furfuryl alcohol by the ethanologenic bacterium Escherichia coli strain LYO1. Furfural reductase was purified 106-fold from this bacterium to approximately 50% homogeneity. It has a native molecular mass of 135 kDa, determined by gel filtration, and subunit molecular mass of approximately 68 kDa, determined by denaturing gel electrophoresis, indicating the holoenzyme is a dimer of two similar if not identical subunits. The enzyme shows strong activity from pH 4 to 8 (optimum pH 7.0), relatively high temperature tolerance (50-55 degrees C), and an apparent Km and Vmax for furfural of 1.5x10(-4)M and 28.5 micromol/min/mg of protein, respectively. It catalyzes the essentially irreversible reduction of furfural with NADPH, is specific for NADPH as cofactor, and is relatively specific for the reduction of furfural and benzaldehyde; 2-acetylfuran, xylose, and glucose were not reduced, while acetaldehyde was reduced at a rate 25-fold lower than furfural. This is the first description of a furfural reductase which, based upon size and substrate specificity, appears to represent a new type of alcohol-aldehyde oxido-reductase. The conversion of relatively toxic furfural to less toxic furfuryl alcohol suggests a beneficial role for this enzyme in mitigating furfural toxicity encountered during ethanol production from lignocellulosic biomass. PMID:16111779

  6. Preparation of porous paper composites with ruthenium hydroxide and catalytic alcohol oxidation in a multiphase gas–liquid–solid reaction

    Energy Technology Data Exchange (ETDEWEB)

    Homma, Taichi [Department of Agro-Environmental Sciences, Graduate School of Bioresource and Bioenvironmental Sciences, and Biotron Application Center, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581 (Japan); Processing Development Research Laboratory, Kao Corporation, 2606 Akabane, Ichikai-machi, Haga-gun, Tochigi 321-3497 (Japan); Kitaoka, Takuya, E-mail: tkitaoka@agr.kyushu-u.ac.jp [Department of Agro-Environmental Sciences, Graduate School of Bioresource and Bioenvironmental Sciences, and Biotron Application Center, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581 (Japan)

    2014-05-01

    Highlights: • Flexible and porous paper-structured Ru(OH){sub x} catalysts were prepared successfully. • Ru(OH){sub x} catalysts were dispersed on the ceramic fiber networks of paper composites. • Catalytic oxidation of benzyl alcohol proceeded efficiently in three-phase reactions. • Paper catalysts exhibited much higher performance than conventional solid catalysts. - Abstract: In situ synthesis of ruthenium hydroxide catalysts on a microporous fiber-network structure of ceramic paper composites was achieved. The efficient catalytic oxidation of alcohol was investigated in a heterogeneous, multiphase gas–liquid–solid reaction. A simple papermaking technique and subsequent immersion in a ruthenium chloride solution allowed us to fabricate novel-concept microstructured catalysts. The paper-structured catalysts possess micropores ca. 30 μm in diameter with high porosity of ca. 90%. They exhibited much higher catalytic efficiency in the O{sub 2}-mediated oxidation in toluene of benzyl alcohol to benzaldehyde in a fixed bed external loop reactor, as compared with conventional pellet- and bead-type solid catalysts. This excellent catalytic effect is possibly attributed to the porous paper composite microstructure like microreactors.

  7. Inhibition of a Gold-Based Catalyst in Benzyl Alcohol Oxidation: Understanding and Remediation

    Directory of Open Access Journals (Sweden)

    Emmanuel Skupien

    2014-04-01

    Full Text Available Benzyl alcohol oxidation was carried out in toluene as solvent, in the presence of the potentially inhibiting oxidation products benzaldehyde and benzoic acid. Benzoic acid, or a product of benzoic acid, is identified to be the inhibiting species. The presence of a basic potassium salt (K2CO3 or KF suppresses this inhibition, but promotes the formation of benzyl benzoate from the alcohol and aldehyde. When a small amount of water is added together with the potassium salt, an even greater beneficial effect is observed, due to a synergistic effect with the base. A kinetic model, based on the three main reactions and four major reaction components, is presented to describe the concentration-time profiles and inhibition. The inhibition, as well as the effect of the base, was captured in the kinetic model, by combining strong benzoic acid adsorption and competitive adsorption with benzyl alcohol. The effect of the potassium salt is accounted for in terms of neutralization of benzoic acid.

  8. Plasmonic Au/CdMoO4 photocatalyst: Influence of surface plasmon resonance for selective photocatalytic oxidation of benzylic alcohol

    International Nuclear Information System (INIS)

    Graphical abstract: - Highlights: • Au/CdMoO4 composites were constructed for the first time. • Au/CdMoO4 showed superior activity for selective oxidation of benzylic alcohol. • The visible light photocatalytic activity is ascribed to the SPR effect of Au. - Abstract: Novel visible-light-driven plasmonic Au/CdMoO4 photocatalysts were synthesized by hydrothermal process following chemical reduction process. The catalysts were characterized by X-ray diffraction, transmission electron microscopy, UV–vis diffuse reflectance spectroscopy and X-ray photoelectron spectroscopy. The results show the catalysts exhibited strong visible light absorption due to the surface plasmon resonance effect of Au nanoparticles. Compared to CdMoO4, Au/CdMoO4 composites displayed superior photocatalytic activities for the selective oxidation of benzylic alcohol to benzaldehyde under visible light. The highest conversion was obtain by the 1.6% Au loaded CdMoO4. The mechanism for the selective oxidation of benzylic alcohol in the Au/CdMoO4 system is proposed

  9. Preparation of porous paper composites with ruthenium hydroxide and catalytic alcohol oxidation in a multiphase gas–liquid–solid reaction

    International Nuclear Information System (INIS)

    Highlights: • Flexible and porous paper-structured Ru(OH)x catalysts were prepared successfully. • Ru(OH)x catalysts were dispersed on the ceramic fiber networks of paper composites. • Catalytic oxidation of benzyl alcohol proceeded efficiently in three-phase reactions. • Paper catalysts exhibited much higher performance than conventional solid catalysts. - Abstract: In situ synthesis of ruthenium hydroxide catalysts on a microporous fiber-network structure of ceramic paper composites was achieved. The efficient catalytic oxidation of alcohol was investigated in a heterogeneous, multiphase gas–liquid–solid reaction. A simple papermaking technique and subsequent immersion in a ruthenium chloride solution allowed us to fabricate novel-concept microstructured catalysts. The paper-structured catalysts possess micropores ca. 30 μm in diameter with high porosity of ca. 90%. They exhibited much higher catalytic efficiency in the O2-mediated oxidation in toluene of benzyl alcohol to benzaldehyde in a fixed bed external loop reactor, as compared with conventional pellet- and bead-type solid catalysts. This excellent catalytic effect is possibly attributed to the porous paper composite microstructure like microreactors

  10. Efficient synthesis of triarylamine-based dyes for p-type dye-sensitized solar cells

    Science.gov (United States)

    Wild, Martin; Griebel, Jan; Hajduk, Anna; Friedrich, Dirk; Stark, Annegret; Abel, Bernd; Siefermann, Katrin R.

    2016-01-01

    The class of triarylamine-based dyes has proven great potential as efficient light absorbers in inverse (p-type) dye sensitized solar cells (DSSCs). However, detailed investigation and further improvement of p-type DSSCs is strongly hindered by the fact that available synthesis routes of triarylamine-based dyes are inefficient and particularly demanding with regard to time and costs. Here, we report on an efficient synthesis strategy for triarylamine-based dyes for p-type DSSCs. A protocol for the synthesis of the dye-precursor (4-(bis(4-bromophenyl)amino)benzoic acid) is presented along with its X-ray crystal structure. The dye precursor is obtained from the commercially available 4(diphenylamino)benzaldehyde in a yield of 87% and serves as a starting point for the synthesis of various triarylamine-based dyes. Starting from the precursor we further describe a synthesis protocol for the dye 4-{bis[4′-(2,2-dicyanovinyl)-[1,1′-biphenyl]-4-yl]amino}benzoic acid (also known as dye P4) in a yield of 74%. All synthesis steps are characterized by high yields and high purities without the need for laborious purification steps and thus fulfill essential requirements for scale-up. PMID:27196877

  11. 滇杨挥发物成分对马铃薯块茎蛾产卵选择的影响%Effects of volatiles from Populus yunnanensis on oviposition preference of potato tuber moth,Phthorimaea operculella

    Institute of Scientific and Technical Information of China (English)

    马艳粉; 张晓梅; 胥勇; 肖春

    2016-01-01

    In order to screen the oviposition repellent from non-host plant volatiles of Populus yunnanensis for Phthorimaea operculella ,the effects of eight non-host plant volatiles (eugenol,benzoic acid,benzyl alcohol,phe-nylethyl alcohol,2-hydroxy-benzaldehyde,β-ionone,methyl salicylate and benzaldehyde)at the concentrations from 0.75 mg/L to 12 mg/L on the oviposition choices of P .operculella were tested in the laboratory.The re-sults showed that methyl salicylate at the concentrations from 6 mg/L to 12 mg/L had an extremely significant at-tractive effect on oviposition.Eugenol at the concentrations from 3 mg/L to 12 mg/L extremely repelled oviposi-tion,and the oviposition-repelling percentage at the concentration of 12 mg/L was 62.1%.Benzoic acid at the concentrations from 1.5 mg/L to 12 mg/L exhibited extremely repellent activity on oviposition,but their oviposi-tion-repelling percentage had no significant difference.The oviposition-repelling percentage of benzyl alcohol and phenylethyl alcohol at the concentration of 12 mg/L were 12.1% and 20.2%,respectively.The oviposition-repel-ling percentage of 2-hydroxy-benzaldehyde at the concentrations of 6 mg/L and 12 mg/L were 44.1% and 33.2%, respectively.β-ionone at the concentration of 1.5 mg/L resulted in a repellent effect of 30.9% on oviposition. Benzaldehyde at the concentration of 12 mg/L had a significant repellent effect,and its oviposition-repelling per-centage was 38.5%.Seven of the eight tested volatiles showed repellent activity to the oviposition of P .opercule-lla at different concentration ranges.%为了筛选非寄主植物滇杨的挥发物中驱避马铃薯块茎蛾产卵的活性成分,在室内利用选择性产卵试验方法分别测定了8种挥发物:丁香酚、苯甲酸、苯甲醇、苯乙醇、2-羟基苯甲醛、β-紫罗兰酮、水杨酸甲酯、苯甲醛不同浓度(0.75~12 mg/L)的溶液对马铃薯块茎蛾产卵选择的影响。结果表明:水杨酸甲酯在6~12 mg

  12. Metal based new triazoles: Their synthesis, characterization and antibacterial/antifungal activities

    Science.gov (United States)

    Sumrra, Sajjad H.; Chohan, Zahid H.

    2012-12-01

    A series of new triazoles and their oxovanadium(IV) complexes have been synthesized, characterized and evaluated for antibacterial/antifungal properties. The new Schiff bases ligands (L1)-(L5) were prepared by the condensation reaction of 3,5-diamino-1,2,4-triazole with 2-hydroxy-1-naphthaldehyde, pyrrole-2-carboxaldehyde, pyridine-2-carboxaldehyde, 2-acetyl pyridine and 2-methoxy benzaldehyde. The structures of the ligands have been established on the basis of their physical, spectral (IR, 1H and 13C NMR and mass spectrometry) and elemental analytical data. The prepared ligands were used to synthesize their oxovanadium(IV) complexes (1)-(5) which were also characterized by their physical, spectral and analytical data and proposed to have a square pyramidal geometry. The ligands and their complexes were screened for in vitro antibacterial activity against six bacterial species such as, Escherichia coli, Shigella flexneri, Pseudomonas aeruginosa, Salmonella typhi, Staphylococcus aureus, and Bacillus subtilis and for in vitro antifungal activity against six fungal strains, Trichophyton longifusus, Candida albicans, Aspergillus flavus, Microsporum canis, Fusarium solani, and Candida glabrata. Cytotoxic nature of the compounds was also reported using brine shrimp bioassay method against Artemia salina.

  13. Design, spectral characterization and biological studies of transition metal(II) complexes with triazole Schiff bases

    Science.gov (United States)

    Hanif, Muhammad; Chohan, Zahid H.

    2013-03-01

    A new series of three biologically active triazole derived Schiff base ligands L1-L3 have been synthesized in equimolar reaction of 3-amino-1H-1,2,4-triazole with pyrrol-2-carboxaldehyde, 4-bromo-thiophene-2-carboxaldehyde, and 5-iodo-2-hydroxy benzaldehyde. The prepared Schiff bases were used for further complex formation reaction with different metal elements like Co(II), Ni(II), Cu(II) and Zn(II) as chlorides by using a molar ratio of ligand:metal as 2:1. The structure and bonding nature of all the compounds were identified by their physical, spectral and analytical data. All the metal(II) complexes possessed an octahedral geometry except the Cu(II) complexes which showed a distorted octahedral geometry. All the synthesized compounds, were studied for their in vitro antibacterial, and antifungal activities, against four Gram-negative (Escherichia coli, Shigella sonnei, Pseudomonas aeruginosa and Salmonella typhi) and two Gram-positive (Bacillus subtilis and Staphylococcus aureus) bacterial strains and against six fungal strains (Trichophyton longifusus, Candida albicans, Aspergillus flavus, Microsporum canis, Fusarium solani and Candida glabrata) by using agar-well diffusion method. It has been shown that all the synthesized compounds showed moderate to significant antibacterial activity against one or more bacterial strains. In vitro Brine Shrimp bioassay was also carried out to investigate the cytotoxic properties of these compounds. The data also revealed that the metal complexes showed better activity than the ligands due to chelation/coordination.

  14. Kinetic Studies on the Selective Oxidation of Benzyl Alcohols in Organic Medium under Phase Transfer Catalysis

    Directory of Open Access Journals (Sweden)

    K. Bijudas

    2014-07-01

    Full Text Available Kinetic studies on the oxidation of benzyl alcohol and substituted benzyl alcohols in benzene as the reaction medium have been studied by using potassium dichromate under phase transfer catalysis (PTC. The phase transfer catalysts (PT catalysts used were tetrabutylammonium bromide (TBAB and tetrabutylphosphonium bromide (TBPB.  Benzyl alcohols were selectively oxidised to corresponding benzaldehydes in good yield (above 90%.  The order of reactivity among the studied benzyl alcohols is p - OCH3 > p - CH3 > - H > p - Cl.  Plots of log k2 versus Hammett's substituent constant (s has been found to be curve shaped and this suggests that there should be a continuous change in transition state with changes in substituent present in the substrate from electron donating to electron withdrawing. A suitable mechanism has been suggested in which the rate determining step involves both C - H bond cleavage and C - O bond formations in concerted manner. © 2014 BCREC UNDIP. All rights reserved.Received: 16th March 2014; Revised: 18th May 2014; Accepted: 18th May 2014[How to Cite: Bijudas, K., Bashpa, P., Nair, T.D.R. (2014. Kinetic Studies on the Selective Oxidation of Benzyl Alcohol and Substituted Benzyl Alcohols in Organic Medium under Phase Transfer Catalysis. Bulletin of Chemical Reaction Engineering & Catalysis, 9 (2: 142-147. (doi:10.9767/bcrec.9.2.6476.142-147][Permalink/DOI: http://dx.doi.org/10.9767/bcrec.9.2.6476.142-147] 

  15. Design, Synthesis, Acaricidal Activity, and Mechanism of Oxazoline Derivatives Containing an Oxime Ether Moiety.

    Science.gov (United States)

    Li, Yongqiang; Li, Chaojie; Zheng, Yanlong; Wei, Xingcun; Ma, Qiaoqiao; Wei, Peng; Liu, Yuxiu; Qin, Yaoguo; Yang, Na; Sun, Yufeng; Ling, Yun; Yang, Xinling; Wang, Qingmin

    2014-03-27

    Two series of novel 2,4-diphenyl-1,3-oxazolines containing an oxime ether moiety were designed and synthesized via the key intermediate N-(2-chloro-1-(p-tolyl)ethyl)-2,6-difluorobenzamide. The bioassay results showed that the target compounds with an oxime ether substituent at the para position of 4-phenyl exhibited excellent acaricidal activity against Tetranychus cinnabarinus in the laboratory. Moreover, all of the target compounds had much higher activities than etoxazole, as the ovicidal and larvicidal activities of the target compounds I-a-I-l and II-a-II-n against T. cinnabarinus were all over 90% at 0.001 mg L(-1), but etoxazole gave only 30% and 40% respectively at the same concentration. The activity order of compounds with regard to acaricidal activity in vivo was almost consistent with their affinity activity with sulfonylurea receptor (SUR) of Blattella germanica in vitro, hence, it was supposed that the acaricidal mechanism of action of the target compounds was that they can bind with the site of SUR and therefore inhibit chitin synthesis. Moreover, the eminent effect of the compound II-l, [2-(trifluoromethyl)benzaldehyde O-(4-(2-(2,6-difluorophenyl)-4,5-dihydrooxazol-4-yl)benzyl) oxime], against Panonychus citri and T. cinnabarinus in the field indicated that II-l exhibited a promising application prospect as a new candicate for controlling spider mites in the field. PMID:24673392

  16. Experimental study of the structure of a lean premixed indane/CH4/O2/Ar flame

    CERN Document Server

    Pousse, Emir; Fournet, René; Battin-Leclerc, Frédérique

    2009-01-01

    In order to better understand the chemistry involved during the combustion of components of diesel fuel, the structure of a laminar lean premixed methane flame doped with indane has been investigated. The gases of this flame contains 7.1% (molar) of methane, 36.8% of oxygen and 0.90% of indane corresponding to an equivalence ratio of 0.74 and a ratio C9H10/CH4 of 12.75%. The flame has been stabilized on a burner at a pressure of 6.7 kPa using argon as dilutant, with a gas velocity at the burner of 49.2 cm/s at 333 K. Quantified species included usual methane C0-C2 combustion products, but also 11 C3-C5 hydrocarbons and 3 C1-C3 oxygenated compounds, as well as 17 aromatic products, namely benzene, toluene, phenylacetylene, styrene, ethylbenzene, xylenes, trimethylbenzenes, ethyltoluenes, indene methylindane, methylindene, naphthalene, phenol, benzaldehyde, benzofuran. The temperature was measured thanks to a thermocouple in PtRh (6%)-PtRh (30%) settled inside the enclosure and ranged from 800 K close to the bu...

  17. A Lean Methane Prelixed Laminar Flame Doped witg Components of Diesel Fuel. Part I: n)Butylbenzene

    CERN Document Server

    Pousse, Emir; Fournet, René; Battin-Leclerc, Frédérique; 10.1016/j.combustflame.2008.09.012

    2009-01-01

    To better understand the chemistry involved during the combustion of components of diesel fuel, the structure of a laminar lean premixed methane flame doped with n-butylbenzene has been investigated. The inlet gases contained 7.1% (molar) of methane, 36.8% of oxygen and 0.96% of n-butylbenzene corresponding to an equivalence ratio of 0.74 and a ratio C10H14 / CH4 of 13.5%. The flame has been stabilized on a burner at a pressure of 6.7 kPa using argon as diluent, with a gas velocity at the burner of 49.2 cm/s at 333 K. Quantified species included the usual methane C0-C2 combustion products, but also 16 C3-C5 hydrocarbons, 7 C1-C3 oxygenated compounds, as well as 20 aromatic products, namely benzene, toluene, phenylacetylene, styrene, ethylbenzene, xylenes, allylbenzene, propylbenzene, cumene, methylstyrenes, butenylbenzenes, indene, indane, naphthalene, phenol, benzaldehyde, anisole, benzylalcohol, benzofuran, and isomers of C10H10 (1-methylindene, dihydronaphtalene, butadienylbenzene). A new mechanism for the...

  18. Ultrasound accelerated Claisen-Schmidt condensation: A green route to chalcones

    International Nuclear Information System (INIS)

    Chalcones have been synthesized under sonochemical irradiation by Claisen-Schmidt condensation between benzaldehyde and acetophenone. Two basic activated carbons (Na and Cs-Norit) have been used as catalysts. The effect of the ultrasound activation has been studied. A substantial enhancing effect in the yield was observed when the carbon catalyst was activated under ultrasonic waves. This 'green' method (combination of alkaline-doped carbon catalyst and ultrasound waves) has been applied to the synthesis of several chalcones with antibacterial properties achieving, in all cases, excellent activities and selectivities. A comparative study under non-sonic activation has showed that the yields are lower in silent conditions, indicating that the sonication exerts a positive effect on the activity of the catalyst. Cs-doped carbon is presented as the optimum catalyst, giving excellent activity for this type of condensation. Cs-Norit carbon catalyst can compete with the traditional NaOH/EtOH when the reaction is carried out under ultrasounds. The role of solvent in this reaction was studied with ethanol. High conversion was obtained in absence of solvent. The carbons were characterized by thermal analysis, nitrogen adsorption and X-ray photoelectron spectroscopy

  19. Adsorptive removal of lead and cadmium ions using Cross -linked CMC Schiff base: Isotherm, Kinetics and Catalytic Activity

    Directory of Open Access Journals (Sweden)

    P. Moganavally

    2016-03-01

    Full Text Available Water plays a vital role to human and other living organisms. Due to the effluent coming from chemical industries, the industrial activity, contamination of ground water level is goes on increasing nowadays. Therefore, there is a need to develop technologies that can remove toxic pollutants in wastewater. Hence the cross linked Carboxymethyl chitosan(CMC/ 2,3-dimethoxy Benzaldehyde Schiff base complex has been synthesized and characterized by using FT-IR and SEM analysis. All these results revealed that cross linked Schiff base has formed with high adsorption capacity. The prepared effective adsorbent used for the removal of heavy metals like lead (II and cadmium (II ions from aqueous solution and the adsorption data follow the Freundlich model, which follows pseudo first order kinetics. Effect of various parameters like solution pH, adsorbent dose and contact time for the removal of heavy metals has been studied. The synthesized sample undergoes catalytic oxidation process significantly at 24 hrs. The results showed that cross linked Schiff base is an effective, eco-friendly, low-cost adsorbent.

  20. Electrophysiological and behavioral responses of female Helicoverpa armigera to compounds identified in flowers of African marigold, Tagetes erecta.

    Science.gov (United States)

    Bruce, T J; Cork, A

    2001-06-01

    Seven electrophysiologically active compounds were detected in air-entrained headspace samples of live flowers of Tagetes erecta analyzed by gas chromatography (GC) linked to a female Helicoverpa armigera electroantennograph (EAG) using polar and nonpolar capillary columns. These compounds were subsequently identified using GC linked to mass spectrometry as benzaldehyde, (S)-(-)-limonene, (R,S)-(+/-)-linalool, (E)-myroxide, (Z)-beta-ocimene, phenylacetaldehyde, and (R)-(-)-piperitone. Electrophysiological activity was confirmed by EAG with a 1-microg dose of each compound on filter paper eliciting EAG responses that were significantly greater than the solvent control response from female moths. Wind-tunnel bioassays with T. erecta headspace samples, equivalent to 0.4 flower/hr emission from a live flower, elicited a significant increase in the number of upwind approaches from female H. armigera relative to a solvent control. Similarly, a seven-component synthetic blend of EAG-active compounds identified from T. erecta presented in the same ratio (1.0:1.6:0.7:1.4:0.4:5.0:2.7, respectively) and concentration (7.2 microg) as found in the natural sample elicited a significant increase in the number of upwind approaches relative to a solvent control during a 12-min bioassay that was equivalent to that elicited by the natural T. erecta floral volatiles. PMID:11504018

  1. Biological activities of Eremostachys laevigata Bunge. grown in Iran.

    Science.gov (United States)

    Esmaeili, Akbar

    2012-10-01

    Essential oil from flowers, stems, and roots of Eremostachys laevigata Bunge. gathered in Iran was analyzed using gas chromatography (GC) and gas chromatography/mass spectroscopy (GC/MS), and 23, 21, and 9 compounds were identified, respectively. The primary components of all three oils were found to be 1,8-cineole, benzaldehyde, and piperitenone oxide: 18.3%, 18.7%, and 2.5%; 17.9%, 7.7%, and 63.3%; and 15.7%, 21.3%, and 1.2%, respectively. The oils derived from flowers and stems also contained cis-piperitone oxide as a major component (10.1% and 12.2%, respectively). E. laevigata oil showed antibacterial activity, particularly towards Gram-positive bacteria; additionally antioxidant activity was induced with IC(50) of flowers, stems and roots of E. laevigata (277.1, 495.0, and 212.6 μg/ml), respectively. Furthermore, under β-carotene-linoleic acid test assay the flower, stem, and root oils of E. laevigata had a high antibacterial effect. PMID:23009997

  2. Surface functional group characterization using chemical derivatization X-ray photoelectron spectroscopy (CD-XPS)

    Energy Technology Data Exchange (ETDEWEB)

    Jagst, Eda

    2011-03-18

    Chemical derivatization - X-ray photolectron spectroscopy (CD-XPS) was applied successfully in order to determine different functional groups on thin film surfaces. Different amino group carrying surfaces, prepared by spin coating, self-assembly and plasma polymerization, were successfully investigated by (XPS) and near edge X-ray absorption fine structure (NEXAFS) spectroscopy. Amino groups were derivatized with the widely used primary amino group tags, pentafluorobenzaldehyde (PFB) and 4-(trifluoromethyl)-benzaldehyde (TFBA), prior to analysis. Primary amino group quantification was then carried out according to the spectroscopical data. Self-assembled monolayers (SAMs) of different terminal groups were prepared and investigated with XPS and spectra were compared with reference surfaces. An angle resolved NEXAFS measurement was applied to determine the orientation of SAMs. Plasma polymerized allylamine samples with different duty cycle, power and pressure values were prepared in order to study the effects of external plasma parameters on the primary amino group retention. CD-XPS was used to quantify the amino groups and experiments show, that the milder plasma conditions promote the retention of amino groups originating from the allylamine monomer. An interlaboratory comparison of OH group determination on plasma surfaces of polypropylene treated with oxygen plasma, was studied. The surfaces were investigated with XPS and the [OH] amount on the surfaces was calculated. (orig.)

  3. Boronic acid functionalized superparamagnetic iron oxide nanoparticle as a novel tool for adsorption of sugar

    International Nuclear Information System (INIS)

    Synthesis of boronic acid functionalized superparamagnetic iron oxide nanoparticles has been reported. Magnetite nanoparticles were prepared by simple co-precipitation from Fe2+ and Fe3+ solution. m-Aminophenyl boronic acid was attached to iron oxide particles through 3,4-dihydroxy benzaldehyde through C=N bond. X-ray diffraction and selected area electron diffraction have shown the formation of inverse spinel phase magnetite of both as prepared and functionalized magnetite particles. FTIR shows attachment of boronic acid-imine onto iron oxide surface through enediol group. Transmission electron microscopy shows well dispersion of boronic acid functionalized particles of size 8 ± 2 nm. Vibration sample magnetometry shows both the particles are superparamagnetic at room temperature having saturation magnetization (Ms) 52 emu/g. In this work the affinity of these boronic acid functionalized particles towards sugar binding was studied taking dextrose sugar as a model. The influence of pH and sugar concentration has been extensively investigated. The results show that such boronic acid modified superparamagnetic particles are efficient support for sugar separation having maximum sugar loading capacity (60 μg/50 μl) at pH 8.

  4. Studying Plant–Insect Interactions with Solid Phase Microextraction: Screening for Airborne Volatile Emissions Response of Soybeans to the Soybean Aphid, Aphis glycines Matsumura (Hemiptera: Aphididae

    Directory of Open Access Journals (Sweden)

    Lingshuang Cai

    2015-05-01

    Full Text Available Insects trigger plants to release volatile compounds that mediate the interaction with both pest and beneficial insects. Soybean aphids (Aphis glycines induces soybean (Glycine max leaves to produce volatiles that attract predators of the aphid. In this research, we describe the use of solid-phase microextraction (SPME for extraction of volatiles from A. glycines-infested plant. Objectives were to (1 determine if SPME can be used to collect soybean plant volatiles and to (2 use headspace SPME-GC-MS approach to screen compounds associated with A. glycines-infested soybeans, grown in the laboratory and in the field, to identify previously known and potentially novel chemical markers of infestation. A total of 62 plant volatiles were identified, representing 10 chemical classes. 39 compounds had not been found in previous studies of soybean volatile emissions. 3-hexen-1-ol, dimethyl nonatriene, indole, caryophyllene, benzaldehyde, linalool, methyl salicylate (MeSA, benzene ethanol, and farnesene were considered herbivore-induced plant volatiles (HIPVs. For reproductive field-grown soybeans, three compounds were emitted in greater abundance from leaves infested with A. glycines, cis-3-hexen-1-ol acetate, MeSA and farnesene. In summary, SPME can detect the emission of HIPVs from plants infested with insect herbivores.

  5. New Approach to Evaluate the Antennal Response of an Adult Predator Insect to Different Volatile Chemical Compounds by using Electroantennogram Technique

    Science.gov (United States)

    Shonouda, Mourad L.

    The antennal response of adult syrphid flies to selected plant volatile chemical compounds was investigated in the present study. The main chemical classes and their chemical compounds were aldehydes (nonanal and benzaldehyde), monoterpene-alcohols (linalool and alpha-terpineol), ketones (6-methyl-5-heptene-2-one and 2-undecanone), hydrocarbons (tetradecane) and benzoids (methyl salicylate). Electroantennogram (EAG) records showed that the syrphid antennae were strongly responded to linalool, 6-methyl-5-heptene-2-one and methyl salicylate even at low concentrations, in addition to the high dose concentration of nonanal comparably to the other chemical compounds. The antennae of old syrphid adults were more responsive and elicited higher levels of responses to all compounds rather than young syrphid adults. The antennal sensitivity may differ from one compound to another according to the sex. The difference in responses could be attributed to the sensitivity of olfactory receptors and/or the characterization of binding protein(s). The quality of biocontrol agent could be improved if the chemical interaction between beneficial natural enemies and the surrounding environment is intensively studied and we clearly understand the chemical ecology of each natural enemy.

  6. Plasmonic nanostructures to enhance catalytic performance of zeolites under visible light

    Science.gov (United States)

    Zhang, Xingguang; Ke, Xuebin; Du, Aijun; Zhu, Huaiyong

    2014-01-01

    Light absorption efficiency of heterogeneous catalysts has restricted their photocatalytic capability for commercially important organic synthesis. Here, we report a way of harvesting visible light efficiently to boost zeolite catalysis by means of plasmonic gold nanoparticles (Au-NPs) supported on zeolites. Zeolites possess strong Brønsted acids and polarized electric fields created by extra-framework cations. The polarized electric fields can be further intensified by the electric near-field enhancement of Au-NPs, which results from the localized surface plasmon resonance (LSPR) upon visible light irradiation. The acetalization reaction was selected as a showcase performed on MZSM-5 and Au/MZSM-5 (M = H+, Na+, Ca2+, or La3+). The density functional theory (DFT) calculations confirmed that the intensified polarized electric fields played a critical role in stretching the C = O bond of the reactants of benzaldehyde to enlarge their molecular polarities, thus allowing reactants to be activated more efficiently by catalytic centers so as to boost the reaction rates. This discovery should evoke intensive research interest on plasmonic metals and diverse zeolites with an aim to take advantage of sunlight for plasmonic devices, molecular electronics, energy storage, and catalysis.

  7. Phytochemical and physical-chemical analysis of Polish willow (Salix spp.) honey: identification of the marker compounds.

    Science.gov (United States)

    Jerković, Igor; Kuś, Piotr Marek; Tuberoso, Carlo Ignazio Giovanni; Šarolić, Mladenka

    2014-02-15

    The case study of Polish Salix spp. honey was compared with published data on willow honey from other regions. GC-FID/MS (after HS-SPME and ultrasonic solvent extraction) and targeted HPLC-DAD were applied. Phenolic content, FRAP/DPPH assays and the colour coordinates were determined spectrophotometrically. Beside ubiquitous linalool derivatives, borneol (up to 10.9%), bicyclic monoterpenes with pinane skeleton (pinocarvone up to 10.6%, myrtenal up to 4.8% and verbenone up to 3.4%) and trans-β-damascenone (up to 13.0%) dominated in the headspace. The main compounds of the extractives were vomifoliol (up to 39.6%) and methyl syringate (up to 16.5%) along with not common 4-hydroxy-3-(1-methylethyl)benzaldehyde (up to 11.1%). Abscisic acid (ABA) was found (up to 53.7 mg/kg) with the isomeric ratio (Z,E)-ABA:(E,E)-ABA=1:2. The honey exhibited low antioxidant potential with pale yellow colour. The composition of Polish willow honey is similar to Mediterranean willow honeys with several relevant differences. PMID:24128442

  8. Chemical composition and antimicrobial activity of the essential oil of apricot seed.

    Science.gov (United States)

    Lee, Hyun-Hee; Ahn, Jeong-Hyun; Kwon, Ae-Ran; Lee, Eun Sook; Kwak, Jin-Hwan; Min, Yu-Hong

    2014-12-01

    In traditional oriental medicine, apricot (Prunus armeniaca L.) seed has been used to treat skin diseases such as furuncle, acne vulgaris and dandruff, as well as coughing, asthma and constipation. This study describes the phytochemical profile and antimicrobial potential of the essential oil obtained from apricot seeds (Armeniacae Semen). The essential oil isolated by hydrodistillation was analysed by gas chromatography-mass spectroscopy. Benzaldehyde (90.6%), mandelonitrile (5.2%) and benzoic acid (4.1%) were identified. Disc diffusion, agar dilution and gaseous contact methods were performed to determine the antimicrobial activity against 16 bacteria and two yeast species. The minimum inhibitory concentrations ranged from 250 to 4000, 500 to 2000 and 250 to 1000 µg/mL for Gram-positive bacteria, Gram-negative bacteria and yeast strains, respectively. The minimum inhibitory doses by gaseous contact ranged from 12.5 to 50, 12.5 to 50 and 3.13 to 12.5 mg/L air for Gram-positive bacteria, Gram-negative bacteria and yeast strains, respectively. The essential oil exhibited a variable degree of antimicrobial activity against a range of bacteria and yeasts tested. PMID:25219371

  9. Enhancing Isolated Ti(Ⅳ) Framework Sites in HMS

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    Ti-HMS materials were prepared by grafting titanocene onto the inner walls of hexagonal mesoporous silica (HMS). The materials were characterized via powder X-ray diffraction, N2 adsorption-desorption isotherms, diffuse reflectance UV-Vis spectroscopy, and thermo-gravimetric analysis. The template of HMS was removed by calcination,ethanol-extraction, and ethanol-extraction followed by hydrolysis. The available grafting sites of OH groups depend on the different template removal methods of HMS. Ethanol-extraction followed by hydrolysis favors site-isolated Ti atoms in HMS. The catalytic performances of Ti-HMS materials were tested in the oxidation of 4-tert-butyltoluene with aqueous hydrogen peroxide. Ti-HMS prepared from HMS via the processing of ethanol-extraction followed by hydrolysis as support gave a maximum conversion of 7. 5% and a complete selectivity to 4-tert-butyl-benzaldehyde, and showed a higher activity compared with those prepared by calcination and ethanol-extraction.

  10. Studies on the effect of a newly synthesized Schiff base compound from phenazone and vanillin on the corrosion of steel in 2M HCl

    International Nuclear Information System (INIS)

    The inhibiting action of a Schiff base 4-[(4-hydroxy-3-hydroxymethyl-benzylidene)-amino]-1,5-dimethyl-2-phenyl-1,2 -dihydro-pyrazol-3-one (phv), derived from 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one (phz) and 4-hydroxy-3-methoxy-benzaldehyde (vn), towards the corrosion behavior of steel in 2M HCl solution has been studied using weight loss, polarization and electrochemical impedance spectroscopy (EIS) techniques. Although vn and phz were found to retard the corrosion rate of steel, the compound synthesized from vn and phz was seen to retard the corrosion rate even more. At constant temperature, the corrosion rate decreases with increasing inhibitor concentration. However, at any inhibitor concentration the increase in temperature leads to an increase in the corrosion rate of steel. The activations energies, ΔEa, as well as other thermodynamic parameters (ΔGads0, ΔHads0) for the inhibitor process were calculated. The inhibitor efficiencies calculated from all the applied methods were in agreement and were found to be in the order: phv>phz>vn

  11. UV spectra and OH-oxidation kinetics of gaseous phase morpholinic compounds

    KAUST Repository

    Al Rashidi, M.

    2014-05-01

    This paper presents an experimental study of the UV spectra as well as the kinetics of gaseous phase OH-oxidation of morpholine, N-formylmorpholine (NFM) and N-acetlymorpholine (NAM). The spectra recorded using a UV spectrometer in the spectral range 200-280nm show that the analytes mainly absorb at wavelengths less than 280nm. This indicates that their photolysis potential in the troposphere is insignificant. Meanwhile, the OH-reactivity of these analytes was studied using a triple-jacket 2m long reactor equipped with a multi-reflection system and coupled to an FTIR spectrometer. The experiments were carried out at 295 and 313K for the amine and amides, respectively. The study was conducted in the relative mode using isoprene and benzaldehyde as reference compounds. The rate constants obtained are 14.0±1.9, 4.0±1.1 and 3.8±1.0 (in units of 10-11cm3molecule-1s-1) for morpholine, NFM and NAM respectively. These results are discussed in terms of reactivity and compared to those obtained for other oxy-nitrogenated species. In addition, the determined rate constants are used to estimate effective atmospheric lifetimes of the investigated morpholinic compounds with respect to reaction with OH radicals. © 2014 Elsevier Ltd.

  12. Trichocyanines: a Red-Hair-Inspired Modular Platform for Dye-Based One-Time-Pad Molecular Cryptography.

    Science.gov (United States)

    Leone, Loredana; Pezzella, Alessandro; Crescenzi, Orlando; Napolitano, Alessandra; Barone, Vincenzo; d'Ischia, Marco

    2015-06-01

    Current molecular cryptography (MoCryp) systems are almost exclusively based on DNA chemistry and reports of cryptography technologies based on other less complex chemical systems are lacking. We describe herein, as proof of concept, the prototype of the first asymmetric MoCryp system, based on an 8-compound set of a novel bioinspired class of cyanine-type dyes called trichocyanines. These novel acidichromic cyanine-type dyes inspired by red hair pigments were synthesized and characterized with the aid of density functional theory (DFT) calculations. Trichocyanines consist of a modular scaffold easily accessible via an expedient condensation of 3-phenyl- or 3-methyl-2H-1,4-benzothiazines with N-dimethyl- or o-methoxyhydroxy-substituted benzaldehyde or cinnamaldehyde derivatives. The eight representative members synthesized herein can be classified as belonging to two three-state systems tunable through four different control points. This versatile dye platform can generate an expandable palette of colors and appears to be specifically suited to implement an unprecedented single-use asymmetric molecular cryptography system. With this system, we intend to pioneer the translation of digital public-key cryptography into a chemical-coding one-time-pad-like system. PMID:26246999

  13. Phosphorescence imaging of homocysteine and cysteine in living cells based on a cationic iridium(III) complex.

    Science.gov (United States)

    Xiong, Liqin; Zhao, Qiang; Chen, Huili; Wu, Yanbo; Dong, Zesheng; Zhou, Zhiguo; Li, Fuyou

    2010-07-19

    Homocysteine (Hcy) and cysteine (Cys) are crucial to the physiological balance in living systems. Specific detection of intracellular Hcy and Cys is of growing importance. Herein, we demonstrated phosphorescence imaging of intracellular Hcy and Cys using a cationic iridium(III) complex Ir(pba)(2)(bpy)(+).PF(6)(-) [pba = 4-(2-pyridyl)benzaldehyde, bpy = bipyridine] containing aldehyde groups as a luminescent probe. Upon addition of Hcy or Cys to a semiaqueous solution of Ir(pba)(2)(bpy)(+), a change in luminescence from yellow to red was visible to the naked eye. The successful chemical reaction of the aldehyde in Ir(pba)(2)(bpy)(+) with Hcy and Cys to form thiazinane and thiazolidine was confirmed by (1)H NMR. Moreover, complexation with Hcy and Cys disturbed the p-pi conjugation between the aldehyde group and the bpy moiety, and led to the excited states switching to [dpi(Ir)-pi(N(wedge)N)*] (3)MLCT and [pi(C(wedge)N)-pi(N(wedge)N)*] (3)LLCT from (pi-pi*)(pba(-)) (3)IL. Furthermore, the MTT assay was used to determine that the probe has low cytotoxicity. Importantly, cell imaging experiments demonstrated that the probe is membrane permeable and can monitor the changes of Hcy/Cys within living cells in a ratiometric mode. PMID:20565069

  14. Yogurt produced with cajuí (Anacardium othonianum Rizz

    Directory of Open Access Journals (Sweden)

    Camila Martins Fonseca

    2014-09-01

    Full Text Available Yogurt added with 0%, 5%, 10%, 15% and 20% of cajuí pulp (Anacardium othonianum Rizz were characterized. Acidity, pH, protein, dry matter, firmness, consistency, cohesiveness and quantification of lactic acid bacteria were conducted at 0, 10, 20 and 30 days. Identification of volatiles compounds and sensory tests of preference, acceptance and consumption intention were performed on the first day of shelf-life. Preferred formulations are those that contain smaller proportions of pulp (5% which coincide with lower acidity. There was no significant effect (P>0.05 of the amount of pulp added and storage time on dry matter, lactic acid bacteria count, firmness, consistency and cohesiveness. Acidity and pH were significantly influenced (P <0.05 by the amount of pulp added and storage time. Protein levels were significantly lower (P <0.05 with the increase in the quantity of pulp added. Volatiles compounds in cajuí yogurt include ethyl butanoate, methyl butanoate, ethanol, hexanal, benzaldehyde and 3-methyl butanoate. There are technological potential in the production of yoghurt with cajuí with addition of 5% in proportion to the total volume of yogurt produced.

  15. Expedient synthesis of C-aryl carbohydrates by consecutive biocatalytic benzoin and aldol reactions.

    Science.gov (United States)

    Hernández, Karel; Parella, Teodor; Joglar, Jesús; Bujons, Jordi; Pohl, Martina; Clapés, Pere

    2015-02-16

    The introduction of aromatic residues connected by a C-C bond into the non-reducing end of carbohydrates is highly significant for the development of innovative structures with improved binding affinity and selectivity (e.g., C-aril-sLex). In this work, an expedient asymmetric "de novo" synthetic route to new aryl carbohydrate derivatives based on two sequential stereoselectively biocatalytic carboligation reactions is presented. First, the benzoin reaction of aromatic aldehydes to dimethoxyacetaldehyde is conducted, catalyzed by benzaldehyde lyase from Pseudomonas fluorescens biovar I. Then, the α-hydroxyketones formed are reduced by using NaBH4 yielding the anti diol. After acetal hydrolysis, the aldol addition of dihydroxyacetone, hydroxyacetone, or glycolaldehyde catalyzed by the stereocomplementary D-fructose-6-phosphate aldolase and L-rhamnulose-1-phosphate aldolase is performed. Both aldolases accept unphosphorylated donor substrates, avoiding the need of handling the phosphate group that the dihydroxyacetone phosphate-dependent aldolases require. In this way, 6-C-aryl-L-sorbose, 6-C-aryl-L-fructose, 6-C-aryl-L-tagatose, and 5-C-aryl-L-xylose derivatives are prepared by using this methodology. PMID:25640727

  16. Boronic acid functionalized superparamagnetic iron oxide nanoparticle as a novel tool for adsorption of sugar

    Energy Technology Data Exchange (ETDEWEB)

    Mohapatra, S., E-mail: sasmita05@gmail.com [Department of Chemistry, National Institute of Technology, Rourkela-769008 (India); Panda, N. [Department of Chemistry, National Institute of Technology, Rourkela-769008 (India); Pramanik, P. [Department of Chemistry, Indian Institute of Technology, Kharagpur-721302 (India)

    2009-08-31

    Synthesis of boronic acid functionalized superparamagnetic iron oxide nanoparticles has been reported. Magnetite nanoparticles were prepared by simple co-precipitation from Fe{sup 2+} and Fe{sup 3+} solution. m-Aminophenyl boronic acid was attached to iron oxide particles through 3,4-dihydroxy benzaldehyde through C=N bond. X-ray diffraction and selected area electron diffraction have shown the formation of inverse spinel phase magnetite of both as prepared and functionalized magnetite particles. FTIR shows attachment of boronic acid-imine onto iron oxide surface through enediol group. Transmission electron microscopy shows well dispersion of boronic acid functionalized particles of size 8 {+-} 2 nm. Vibration sample magnetometry shows both the particles are superparamagnetic at room temperature having saturation magnetization (Ms) 52 emu/g. In this work the affinity of these boronic acid functionalized particles towards sugar binding was studied taking dextrose sugar as a model. The influence of pH and sugar concentration has been extensively investigated. The results show that such boronic acid modified superparamagnetic particles are efficient support for sugar separation having maximum sugar loading capacity (60 {mu}g/50 {mu}l) at pH 8.

  17. Nuclear PKG localization is regulated by G₀ alpha and is necessary in the AWB neurons to mediate avoidance in Caenorhabditis elegans.

    Science.gov (United States)

    He, Chao; O'Halloran, Damien M

    2013-10-11

    Neural circuits interpret sensory information from their environment and use this information to influence behavioral outputs. In Caenorhabditis elegans two bilaterally symmetric cephalic amphid organs each contain the ciliated termini of twelve classes of sensory neurons. Two of these sensory neuron pairs are called the AWB and the AWC neurons. The AWC neurons confer an ability to detect attractive volatile odors such as benzaldehyde, whereas the AWB neurons endow the animal with an ability to detect repulsive volatile odors such as 2-nonanone. Previously, it has been shown that transient nuclear localization of a Protein Kinase G (PKG) called EGL-4 in the AWC neuron facilitates adaptation after sustained odor input, and here we show that constitutively nuclear EGL-4 is required in the AWB neurons for the detection of repellent odors. Furthermore, we show that the G₀ alpha subunit protein GOA-1 regulates the nuclear localization of EGL-4 in both AWB and AWC neurons. These data reveal novel insight into how the localization of an individual kinase can form a turnout switch to modify output in different neurons to drive opposite sensory behaviors. PMID:23954825

  18. OVARIAN HORMONE PRODUCTION AFFECTED BY AMYGDALIN ADDITION IN VITRO

    Directory of Open Access Journals (Sweden)

    Marek Halenár

    2015-02-01

    Full Text Available Amygdalin, a natural substance, is a cyanogenic glycoside occurring in the seeds of apricots and bitter almonds. It is a controversial anti-tumor compound that has been used as an alternative cancer drug for many years. Amygdalin is composed of two molecules of glucose, one of benzaldehyde, which induces an analgesic action, and one of hydrocyanic acid, which is an anti-neoplastic compound. This in vitro study was performed to evaluate the possible impact of amygdalin (1, 10, 100, 1000, 10 000 μg/mL on the secretory activity of granulosa cells (GCs from porcine cyclic ovaries. The release of progesterone and estradiol-17β by GCs were evaluated by ELISA. In our study, the noticeable changes in estradiol-17β release by ovarian GCs were determined after the amygdalin addition. Amygdalin, at the highest dose (10 000 μg/mL, significantly (P≤0.05 stimulated the release of estradiol-17β by GCs, in comparison to the untreated control cells. On the contrary, no significant (P≥0.05 changes in the progesterone release by GCs caused by amygdalin addition were observed. In conclusion, obtained results showed that the amygdalin application (various doses to ovarian GCs caused a dose-dependent stimulation of the estradiol-17β release, but not progesterone, and its possible modulatory impact on the steroid production in porcine ovaries.

  19. Synthesis, molecular docking and evaluation of antifungal activity of Ni(II),Co(II) and Cu(II) complexes of porphyrin core macromolecular ligand.

    Science.gov (United States)

    Singh, Urvashi; Malla, Ali Mohammad; Bhat, Imtiyaz Ahmad; Ahmad, Ajaz; Bukhari, Mohd Nadeem; Bhat, Sneha; Anayutullah, Syed; Hashmi, Athar Adil

    2016-04-01

    Porphyrin core dendrimeric ligand (L) was synthesized by Rothemund synthetic route in which p-hydroxy benzaldehyde and pyrrole were fused together. The prepared ligand was complexed with Ni(II), Cu(II) and Co(II) ions, separately. Both the ligand and its complexes were characterized by elemental analysis and spectroscopic studies (FT-IR, UV-Vis, (1)HNMR). Square planar geometries were proposed for Cu(II), Ni(II) and Co(II) ions in cobalt, Nickel and copper complexes, respectively on the basis of UV-Vis spectroscopic data. The ligand and its complex were screened on Candida albicans (ATCC 10231), Aspergillus fumigatus (ATCC 1022), Trichophyton mentagrophytes (ATCC 9533) and Pencillium marneffei by determining MICs and inhibition zones. The activity of the ligand and its complexes was found to be in the order: CuL ˃ CoL ≈ NiL ˃ L. Detection of DNA damage at the level of the individual eukaryotic cell was observed by commet assay. Molecular docking technique was used to understand the ligand-DNA interactions. From docking experiment, we conclude that copper complex interacts more strongly than rest two. PMID:26911647

  20. Studies of the mechanism of benzoylformate decarboxylase

    International Nuclear Information System (INIS)

    pH profiles and 13C and D2O solvent isotope effects have been used to study the mechanism of benzoylformate decarboxylase (BFD), which catalyzes the thiamine-PP (TPP) dependent decarboxylation of benzoylformate (BF) to benzaldehyde and CO2. V/K profiles for BF are bell-shaped with pK's of 5.2 and 8.5 in H2O and 6.2 and 9.1 in D2O, with a D2O solvent isotope effect of 6. The pK/sub i/ profile for the competitive inhibitor R-mandelate is also bell-shaped with pK's of 5.3 and 8.2. BF thus appears not to be sticky and to bind only to enzyme in the correct protonation state for reaction (pK's in the V profile are displaced outwards by at least a pH unit and the D2O solvent isotope effect is 2.5). 13C isotope effects were 1.0080 in H2O and 1.0054 in D2O and pH(D) independent. These data suggest that at low BF, formation of the initial tetrahedral intermediate between TPP and BF, and decarboxylation are both partly rate limiting, while at saturating BF, protonation of the enolamine formed after decarboxylation is rate limiting

  1. Benzoylformate analogues exhibit differential rate-determining steps in the benzoylformate decarboxylase reaction

    International Nuclear Information System (INIS)

    Benzoylformate decarboxylase from Pseudomonas putida is a thiamine pyrophosphate (TPP)-dependent enzyme which converts benzoylformate to benzaldehyde and CO2. The rate-determining step(s) in the benzoylformate decarboxylase reaction for a series of substituted benzoylformates (p-CH3O, p-CH3, p-Cl, and m-F) were studied using solvent deuterium and 13C kinetic isotope effects. The normal substrate was found to have two partially rate-determining steps; initial tetrahedral adduct formation (D2O-sensitive) and decarboxylation (13C-sensitive). D2O and 13C isotope effects indicate that electron-withdrawing substituents (p-Cl and m-F) remove the rate dependence upon decarboxylation such that only a D2O effect on (V/K) is observed. Conversely, electron-donating substituents increase the rate-dependence upon decarboxylation such that a larger 13(V/K) is seen while the D2O effects on (V) and (V/K) are not dramatically different from those for benzoylformate. All of the data are consistent with substituent stabilization or destabilization of the carbanionic intermediate formed upon decarboxylation

  2. Kinetics and mechanism of benzoylformate decarboxylase using 13C and solvent deuterium isotope effects on benzoylformate and benzoylformate analogues

    International Nuclear Information System (INIS)

    Benzoylformate decarboxylase from Pseudomonas putida is a thiamine pyrophosphate (TPP) dependent enzyme which converts benzoylformate to benzaldehyde and carbon dioxide. The kinetics and mechanism of the benzoylformate decarboxylase reaction were studied by solvent deuterium and 13C kinetic isotope effects with benzoylformate and a series of substituted benzoylformates (pCH3O, pCH3, pCl, and mF). The reaction was found to have two partially rate-determining steps: initial tetrahedral adduct formation (D2O sensitive) and decarboxylation (13C sensitive). Solvent deuterium and 13C isotope effects indicate that electron-withdrawing substituents (pCl and mF) reduce the rate dependence upon decarboxylation such that decreased 13(V/K) effects are observed. Conversely, electron-donating substituents increase the rate dependence upon decarboxylation such that a larger 13(V/K) is seen while the D2O effects on V and V/K are not dramatically different from those for benzoylformate. All of the data are consistent with substituent stabilization or destabilization of the carbanionic intermediate (or carbanion-like transition state) formed during decarboxylation. Additional information regarding the mechanism of the enzymic reaction was obtained from pH studies on the reaction of benzoylformate and the binding of competitive inhibitors. These studies suggest that two enzymic bases are required to be in the correct protonation state (one protonated and one unprotonated) for optimal binding of substrate (or inhibitors)

  3. Sol-gel based sensor for selective formaldehyde determination

    International Nuclear Information System (INIS)

    We report the development of transparent sol-gels with entrapped sensitive and selective reagents for the detection of formaldehyde. The sampling method is based on the adsorption of formaldehyde from the air and reaction with β-diketones (for example acetylacetone) in a sol-gel matrix to produce a yellow product, lutidine, which was detected directly. The proposed method does not require preparation of samples prior to analysis and allows both screening by visual detection and quantitative measurement by simple spectrophotometry. The detection limit of 0.03 ppmv formaldehyde is reported which is lower than the maximum exposure concentrations recommended by both the World Health Organisation (WHO) and the Occupational Safety and Health Administration (OSHA). This sampling method was found to give good reproducibility, the relative standard deviation at 0.2 and 1 ppmv being 6.3% and 4.6%, respectively. Other carbonyl compounds i.e. acetaldehyde, benzaldehyde, acetone and butanone do not interfere with this analytical approach. Results are provided for the determination of formaldehyde in indoor air.

  4. Sol-gel based sensor for selective formaldehyde determination

    Energy Technology Data Exchange (ETDEWEB)

    Bunkoed, Opas [Trace Analysis and Biosensor Research Center, Prince of Songkla University, Hat Yai, Songkhla 90112 (Thailand); Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112 (Thailand); Davis, Frank [Cranfield Health, Cranfield University, Bedford MK43 0AL (United Kingdom); Kanatharana, Proespichaya, E-mail: proespichaya.K@psu.ac.th [Trace Analysis and Biosensor Research Center, Prince of Songkla University, Hat Yai, Songkhla 90112 (Thailand); Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112 (Thailand); Thavarungkul, Panote [Trace Analysis and Biosensor Research Center, Prince of Songkla University, Hat Yai, Songkhla 90112 (Thailand); Department of Physics, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112 (Thailand); Higson, Seamus P.J., E-mail: s.p.j.higson@cranfield.ac.uk [Cranfield Health, Cranfield University, Bedford MK43 0AL (United Kingdom)

    2010-02-05

    We report the development of transparent sol-gels with entrapped sensitive and selective reagents for the detection of formaldehyde. The sampling method is based on the adsorption of formaldehyde from the air and reaction with {beta}-diketones (for example acetylacetone) in a sol-gel matrix to produce a yellow product, lutidine, which was detected directly. The proposed method does not require preparation of samples prior to analysis and allows both screening by visual detection and quantitative measurement by simple spectrophotometry. The detection limit of 0.03 ppmv formaldehyde is reported which is lower than the maximum exposure concentrations recommended by both the World Health Organisation (WHO) and the Occupational Safety and Health Administration (OSHA). This sampling method was found to give good reproducibility, the relative standard deviation at 0.2 and 1 ppmv being 6.3% and 4.6%, respectively. Other carbonyl compounds i.e. acetaldehyde, benzaldehyde, acetone and butanone do not interfere with this analytical approach. Results are provided for the determination of formaldehyde in indoor air.

  5. 超声波技术合成 N,N-二甲基-4′-羟基査尔酮%Synthesis of N, N-Dimethyl-4′-hydroxy Chalcone Using Ultrasound

    Institute of Scientific and Technical Information of China (English)

    李立忠; 周建魁; 谭冶; 何瑞; 李香丹

    2015-01-01

    采用超声波技术,以对羟基苯乙酮和4-N,N-二甲基苯甲醛为原料,HCl气体为催化剂,乙醇为溶剂,合成了具有光敏性的N,N-二甲基-4′-羟基査尔酮,产物结构经1 H-NMR、FT-IR和UV-Vis等进行了确认.结果表明:超声输出功率400 W,30℃下进行反应30 min产率最高,可达80.1%.故该方法有反应时间短、反应条件温和、产率高等优点.%Photosensitive N, N-dimethyl-4′-hydroxy chalcone was synthesized from p-hydroxyacetophenone and 4-N, N-dimethyl benzaldehyde using ethanol as solvent and dry HCl ( gas) as catalyst.The structure of the product was confirmed by 1 H-NMR, IR and UV-vis spectra.The results indicated that the yield reached the highest value of 80.1% at 30℃, under ultrasonic output power of 400 W for 30 min.The prominent feature of the present method included short reaction time, mild reaction condition, and high yield.

  6. Synthesis of tropolone-based chalcone derivatives (E)-5-bromo-3-(3-arylacryloyl) tropolones%卓酚酮基础的查尔酮衍生物(E)-5-溴-3-(3-芳基丙烯酰基)卓酚酮的合成

    Institute of Scientific and Technical Information of China (English)

    张红; 李阳

    2012-01-01

    A facile and general synthesis of a series of new tropolone-based chalcone compounds by Claisen-Schmidt condensation reaction from 3-acetyl-5-bromotropolone and substituted benzaldehydes was described.The method using 5% aq.KOH as catalyst and 50% aq.methanol as solvent was attractive since it specifically generates(E)-isomers with high yields under mild reaction conditions.The structures of the title compounds were characterized by IR,1H NMR,and MS techniques.%3-乙酰基-5-溴-卓酚酮与不同取代的苯甲醛类化合物通过Claisen-Schmidt缩合反应合成一系列结构新颖的卓酚酮取代的查尔酮类衍生物.该方法使用5% KOH溶液作为催化剂,50%甲醇水溶液作为溶剂,具有操作简便、反应条件温和、收率高等优点.所合成标题化合物的结构经IR、1H NMR、MS和元素分析得以证实.

  7. Discussion on Synthesis and Reaction Mechanism of Chalcone Catalyzed by Acidic Ionic Liquids[BPy]HSO4 and[BMMIm]HSO4%酸性离子液体[BPy]HSO4和[BMMIm]HSO4催化合成查尔酮反应机理探讨

    Institute of Scientific and Technical Information of China (English)

    杜玉英; 韩利民; 李永栋; 竺宁; 张桂峰

    2012-01-01

    离子液体作为绿色的溶剂和催化剂具有很多独特的性质,特别是离子液体的可设计性,使其具有酸性可调的特点.分别以酸性离子液体[BPy] HSO4和[BMMIm] HSO4为催化剂,在无溶剂条件下考察了两种离子液体对Claisen-Schmidt缩合的不同催化效果,探讨了两种离子液体在查尔酮合成中可能的催化机理.%Ionic liquids (ILs) as green solvents and catalysts have unique properties such as a broad liquid range,good solvating ability,high thermal stability,and negligible vapor pressure,especially designability of ILs, which makes the acidity of ILs can be adjustable. [BPy]HSO4 and[BM-MIm]HSO4 acidic ILs catalyzing Claisen-Schmidt (CS) condensation of acetophenone with benzal-dehyde were investigated under solvent-free conditions. The plausible mechanism was elucidated for the synthesis of chalcone using the two ILs as Br0nsted acid catalysts.

  8. STUDYING THE CHEMICAL COMPOSITION OF ALCOHOLIC EXTRACT SCHROTH RAPE

    Directory of Open Access Journals (Sweden)

    Елена Эдуардовна Чигиринец

    2014-09-01

    Full Text Available As the authors found that a promising material for a volatile atmospheric corrosion inhibitor is the use of waste generated in obtaining oil from rapeseed (family Brassicaceae, namely rapeseed meal, appropriate research was qualitative and quantitative determination of its basic compounds. Also found that the inhibition efficiency is extreme character with a maximum protective capacity for 2 hours. Why was it necessary to study changes in the composition of the extract in the evaporation process, and identification of compounds that do not take part in the formation of the film, that is remaining in the non-volatile sludge. The subject of this study is to extract 2-proрanol rapeseed cake extract . The purpose of work - a study of its component composition, namely, volatile and non-volatile compounds. The volatile chemical composition of the rapeseed cake extract involves glycosides, nucleosides, ketone, aldehyde, fatty acids, sterol and alkaloids. The most important compounds in rapeseed cake are: Guanosine , Sucrose , Xanthosine, 3',5'-Dimethoxyacetophenone Benzaldehyde, 4-hydroxy-3,5-dimethoxy, Acetic, Oleic, Linoleic and Palmitic acid and Sterols.

  9. Synthesis, NMR and Crystallographic Studies of 2-Substituted Dihydroquinazolinones Derived from (S-Phenylethylamine

    Directory of Open Access Journals (Sweden)

    Cirilo García-Martínez

    2007-02-01

    Full Text Available 2,3-Dihydro-3-[(S-1-phenethyl]quinazolinone and some new 2-substitutedderivatives bearing isopropyl, o-nitrophenyl and p-nitrophenyl groups were prepared in40-90% yield by amidation of isatoic anhydride with (S-phenylethylamine, followed bycondensation with triethyl orthoformate, isopropylaldehyde, o-nitro- and p-nitro-benzaldehyde, respectively. The two 2-subtituted dihydroquinazolinones obtained eitherby using isopropylaldehyde, o-nitro- or p-nitrobenzaldehyde, were separated and purifiedbefore their NMR spectra in CDCl3 solutions were recorded. The detection of the lowenergy conformation of O=C-N-phenethyl segment in solution allowed the correlation ofthe NMR data with the configuration of newly stereogenic carbon C-2; thus, onediastereomer was labeled SS while the other was RS. Configurations determined by theNMR method were corroborated by X-ray diffraction analysis. X-ray structures of eachdiastereomeric series showed characteristic conformational types: a propeller-like for theSS and a hairpin for the RS series. Interatomic distances of the hairpin conformationsuggest the existence of intramolecular face-to-face interactions between two aromaticrings.

  10. Single-site SBA-15 supported zirconium catalysts. Synthesis, characterization and toward cyanosilylation reaction

    Science.gov (United States)

    Xu, Wei; Yu, Bo; Zhang, Ying; Chen, Xi; Zhang, Guofang; Gao, Ziwei

    2015-01-01

    A successive anchoring of Zr(NMe2)4, cyclopentadiene and a O-donor ligand, 1-hydroxyethylbenzene (PEA), 1,1‧-bi-2-naphthol (Binol) or 2,3-dihydroxybutanedioic acid diethyl ester (Tartrate), on dehydroxylated SBA-15 pretreated at 500 °C for 16 h (SBA-15-500) was conducted by SOMC strategy in moderate conditions. The dehydoxylation of SBA-15 was monitored by in situ Fourier transform infrared spectroscopy (in situ FT-IR). The ligand-modified SBA-15-500 supported zirconium complexes were characterized by in situ FT-IR, 13C CP MAS-NMR, X-ray photoelectron spectroscopy (XPS), inductively coupled plasma mass spectrometry (ICP-MAS) and elemental analysis in detail, verifying that the surface zirconium species are single-sited. The catalytic activity of these complexes was evaluated by cyanosilylation of benzaldehyde. The results showed that the catalytic activity is dependent strongly on the structure of surface species and the configuration of the ligands.

  11. Ligand-tailored single-site silica supported titanium catalysts: Synthesis, characterization and towards cyanosilylation reaction

    Science.gov (United States)

    Xu, Wei; Li, Yani; Yu, Bo; Yang, Jindou; Zhang, Ying; Chen, Xi; Zhang, Guofang; Gao, Ziwei

    2015-01-01

    A successive anchoring of Ti(NMe2)4, cyclopentadiene and a O-donor ligand, 1-hydroxyethylbenzene (PEA), 1,1‧-bi-2-naphthol (Binol) or 2,3-dihydroxybutanedioic acid diethyl ester (Tartrate), on silica was conducted by SOMC strategy in moderate conditions. The silica, monitored by in-situ Fourier transform infrared spectroscopy (in-situ FT-IR), was pretreated at different temperatures (200, 500 and 800 °C). The ligand tailored silica-supported titanium complexes were characterized by in-situ FT-IR, 13C CP MAS-NMR, X-ray photoelectron spectroscopy (XPS), X-ray absorption near edge structure (XANES) and elemental analysis in detail, verifying that the surface titanium species are single sited. The catalytic activity of the ligand tailored single-site silica supported titanium complexes was evaluated by a cyanosilylation of benzaldehyde. The results showed that the catalytic activity is dependent strongly on the dehydroxylation temperatures of silica and the configuration of the ligands.

  12. Substituent, temperature, and solvent effects in the singlet oxygenation of 7-alkyl- and 7-aryl-substituted 1,3,5-cycloheptatrienes

    International Nuclear Information System (INIS)

    Singlet oxygen is a sufficiently reactive dienophile to intervene in the tropilidene-norcaradiene valence isomerization equilibria of 7-aryl- and 7-alkyl-1,3,5-cyclohepatrienes, leading to both the norcaradiene and tropilidene endoperoxides 2N and 2T, respectively, besides the thermally rather labile 1,2-dioxetanes 3 and the substituted benzaldehydes 4, derived from the latter on thermal decomposition. Quantitative product studies by 1H-NMR reveal that the proportion of 2N and 2T endoperoxides is a delicate function of (a) the electronic nature of the 7-aryl substituent, i.e. the 2N/2T ratio increases in the order p-Cl>H>p-OMe, (b) the steric demand of the 7-alkyl substituent, i.e. the 2N/2T ratio increases in the order tBu>iPr>Et>Me, (c) the temperature of singlet oxygenation, i.e. the 2N/2T ratio increases with increasing temperature, and (d) the polarity of the solvent, i.e. the 2N/2T ratio decreases in the order CCl4>C6H6>CH2Cl2>CH3CN. A mechanism is proposed in which substituent and temperature effects are interpreted in terms of appropriate shifts in the 2T 2N equilibria. The solvent effect is rationalized in terms of reversible exciplex formation between the tropilidene isomer and singlet oxygen (electronically excited), leading to the 1,4-dipolar intermediate 7

  13. Synthesis of Some New Condensed Pyrimidine Derivatives

    International Nuclear Information System (INIS)

    Cyclodehydration of 6-amino-5-cyano pyrimidine derivative (2) afforded pyrimidoisoindole derivatives (3). Compound (3) reacted with carbethoxymethylene derivative to give pyridopyrimidine derivatives (5a,b). Compound (3) was also reacted with formamide to give the corresponding pyrimidopyrimdine derivatives (6) that condensed with benzaldehyde to give Schiff's base (7). Refluxing of compound (3) with triethyl orthoformate afforded compound (8) that cyclized with ammonium hydroxide giving the same compound (6). Compound (8) cyclized with hydrazine hydrate giving compound (9) which also cyclized with triethyl orthoformate affording compound (10). Diazotization of compound (3) led to the formation of triazinopyrimidine derivative (11). Cyclization of compound (11) upon treatment with hydrazine hydrate afforded compound (12). Compound (15) was prepared from reaction of compound (3) and ethylenediamine in presence of carbon disulfide. The behaviour of compound (15) toward benzoyl chloride, triethyl orthoformate, nitrous acid and/or carbon disulfide was also described. All proposed structures were supported by elemental analyses, spectroscopic data and some of the new products showed antimicrobial activity

  14. Unprecedented reactions: from epichlorohydrin to epoxyglycidyl substituted divinyl ether and its conversion into epoxyglycidyl propargyl ether

    Science.gov (United States)

    Yao, Yiwu; Li, Zheng; Qiu, Yatao; Bai, Jinhong; Su, Jinyue; Zhang, Dayong; Jiang, Sheng

    2015-09-01

    The reaction of epichlorohydrin with concentrated sodium hydroxide in hexane under phase transfer conditions has surprisingly led to the formation of the symmetrical di(3-epoxyglycidyl-1-propenyl) ether 1 which contains both nucleophilic and electrophilic moieties. When it was reacted with n-butyllithium, intermediate 1 once again surprisingly generated epoxyglycidyl propargyl ether, which was further reacted in situ with a variety of benzaldehydes to furnish the corresponding substituted propargylic alcohols in good yields. While the reaction is operationally simple, it provides a powerful method for the synthesis of the important products from commodity materials such as epichlorohydrin. Moreover, these reactions may have revealed that some fundamental properties of the hydroxide anion in those once thought straightforward reactions are not well understood. A careful analysis of the experimental data suggests that an unprecedented concerted elimination of the epoxyglycidyl ether with sodium hydroxide may be operative and an alpha deprotonation followed by alpha elimination of the di(3-epoxyglycidyl-1-propenyl) ether with alkyllithium may have been involved.

  15. Characterization of Botanical and Geographical Origin of Corsican “Spring” Honeys by Melissopalynological and Volatile Analysis

    Directory of Open Access Journals (Sweden)

    Yin Yang

    2014-01-01

    Full Text Available Pollen spectrum, physicochemical parameters and volatile fraction of Corsican “spring” honeys were investigated with the aim of developing a multidisciplinary method for the qualification of honeys in which nectar resources are under-represented in the pollen spectrum. Forty-one Corsican “spring” honeys were certified by melissopalynological analysis using directory and biogeographical origin of 50 representative taxa. Two groups of honeys were distinguished according to the botanical origin of samples: “clementine” honeys characterized by the association of cultivated species from oriental plain and other “spring” honeys dominated by wild herbaceous taxa from the ruderal and/or maquis area. The main compounds of the “spring” honey volatile fraction were phenylacetaldehyde, benzaldehyde and methyl-benzene. The volatile composition of “clementine” honeys was also characterized by three lilac aldehyde isomers. Statistical analysis of melissopalynological, physicochemical and volatile data showed that the presence of Citrus pollen in “clementine” honeys was positively correlated with the amount of linalool derivatives and methyl anthranilate. Otherwise, the other “spring” honeys were characterized by complex nectariferous species associations and the content of phenylacetaldehyde and methyl syringate.

  16. Headspace, Volatile and Semi-Volatile Organic Compounds Diversity and Radical Scavenging Activity of Ultrasonic Solvent Extracts from Amorpha fruticosa Honey Samples

    Directory of Open Access Journals (Sweden)

    Mirko Gugić

    2009-07-01

    Full Text Available Volatile organic compounds of Amorpha fruticosa honey samples were isolated by headspace solid-phase microextraction (HS-SPME and ultrasonic solvent extraction (USE, followed by gas chromatography and mass spectrometry analyses (GC, GC-MS, in order to obtain complementary data for overall characterization of the honey aroma. The headspace of the honey was dominated by 2-phenylethanol (38.3–58.4%, while other major compounds were trans- and cis-linalool oxides, benzaldehyde and benzyl alcohol. 2-Phenylethanol (10.5–16.8% and methyl syringate (5.8–8.2% were the major compounds of ultrasonic solvent extracts, with an array of small percentages of linalool, benzene and benzoic acid derivatives, aliphatic hydrocarbons and alcohols, furan derivatives and others. The scavenging ability of the series of concentrations of the honey ultrasonic solvent extracts and the corresponding honey samples was tested by a DPPH (1,1-diphenyl-2-picrylhydrazyl assay. Approximately 25 times lower concentration ranges (up to 2 g/L of the extracts exhibited significantly higher free radical scavenging potential with respect to the honey samples.

  17. Identification of print-related contaminants in food packaging.

    Science.gov (United States)

    Lago, Miguel A; Ackerman, Luke K

    2016-01-01

    Since the UV ink photoinitiator (PI) isopropylthioxanthone (ITX) was discovered in packaged milk, studies of print contamination have focused primarily on PIs but have also included amine synergists. Many other substances are used or formed during the print process, yet their identity and set-off properties have yet to be catalogued in food packaging. Three different techniques: direct analysis in real-time high-resolution mass spectrometry (DART-HRMS), gas chromatography-mass spectrometry (GC-MS) and ultra-high-pressure liquid chromatography electrospray ionisation/HRMS (UHPLC/ESI-HRMS) were used to detect and identify print-related molecules from the food-contact and print surfaces of three different packages with under-cured prints. This approach tentatively identified or confirmed 110 compounds, including 35 print-related molecules. The majority of compounds identified on food-contact surfaces were packaging monomers/byproducts, solvents/plasticisers, antioxidants/degradants or slip agents/lubricants. Of these, 28 showed evidence of set-off. The identities of 16 PIs, seven known scission products and five probable PI degradants were confirmed, most showing signs of set-off. Of the print-related molecules, at least five are novel print contaminants such as 4-morpholin-4-yl-benzaldehyde or 3-phenyl-2-benzofuran-1(3H)-one. PMID:26789986

  18. Hydroxynitrile lyase at the diisopropyl ether/water interface: Evidence for interfacial enzyme activity

    Energy Technology Data Exchange (ETDEWEB)

    Hichel, A.; Radke, C.J.; Blanch, H.W. [Univ. of California, Berkeley, CA (United States). Dept. of Chemical Engineering

    1999-11-20

    A novel recycle reactor has been designed to determine the interfacial activity of hydroxynitrile lyase in a diisopropyl ether (DIPE)/water two-phase system. The reactor provides a known interfacial area. Enzyme activity toward mandelonitrile cleavage is continuously measured in the reactor by following benzaldehyde product formation in the DIPE organic phase with an optical flow cell. For the first time, the authors establish that this enzymatic reaction is carried out by the hydroxynitrile lyase residing at the organic solvent/water interface and not in the aqueous bulk phase. Hydroxynitrile lyase adsorbs at the interface and exhibits extraordinary stability. Denaturation does not occur over several hours, although the surface pressure increases under the same conditions over this time span. Increases in surface pressure indicate enzyme penetration through the interface although no loss of enzyme activity is observed. Adsorption of p-Hnl at the interface is fit by the Langmuir equilibrium adsorption model with an adsorption equilibrium constant of 0.032 L mg{sup {minus}1}. For the mandelonitrile cleavage reaction at ambient temperature, p-Hnl follows Michaelis-Menten kinetics at the interface with a Michaelis constant of 14.4 mM and a specific activity close that for the bulk aqueous phase.

  19. 2-[2-(4,6-二甲氧基嘧啶-2-氧)苯基]-2-(取代苯胺)乙氰类化合物的合成及除草活性研究%Synthesis and Herbicidal Activities of 2-[2-(4,6-Dimethoxypyrimidin-2- yloxy)phenyl]-2-(substituted aniline)acetonitrile Derivatives

    Institute of Scientific and Technical Information of China (English)

    李元祥; 刘玉超; 陈琼

    2011-01-01

    Using 2-hydroxybenzaldehyde as starting material, twelve 2-[2-(4,6-dimethoxypyrimidin-2-yloxy)phenyl]-2-(substituted aniline)acetonitrile derivatives have been synthesized by one-pot three-component reaction of 2-(4,6-dimethoxypyrimidin-2-yloxy)benzaldehyde intermediate. All synthesized compounds were confirmed by 1H NMR, MS techniques and elemental analysis. High herbicidal activities of all compounds were showed at preliminary bioassay.%以水杨醛为原料,所得中间体2-(4,6-二甲氧基嘧啶-2-氧基)苯甲醛经三组分反应合成了12个2-[2-(4,6-二甲氧基嘧啶-2-氧基)苯基]-2-(取代苯胺)乙氰类化合物,通过1H NMR,MS和元素分析对所合成的化合物进行了结构表征.初步生物活性测试结果表明,在试验浓度下合成化合物均具有良好的除草活性.

  20. Identification and quantification of novel cranberry-derived plasma and urinary (poly)phenols.

    Science.gov (United States)

    Feliciano, Rodrigo P; Boeres, Albert; Massacessi, Luca; Istas, Geoffrey; Ventura, M Rita; Nunes Dos Santos, Cláudia; Heiss, Christian; Rodriguez-Mateos, Ana

    2016-06-01

    Cranberries are a rich source of (poly)phenols, in particular proanthocyanidins, anthocyanins, flavonols, and phenolic acids. However, little is known about their bioavailability in humans. We investigated the absorption, metabolism, and excretion of cranberry (poly)phenols in plasma and urine of healthy young men after consumption of a cranberry juice (787 mg (poly)phenols). A total of 60 cranberry-derived phenolic metabolites were identified using UPLC-Q-TOF-MS analysis with authentic standards. These included sulfates of pyrogallol, valerolactone, benzoic acids, phenylacetic acids, glucuronides of flavonols, as well as sulfates and glucuronides of cinnamic acids. The most abundant plasma metabolites were small phenolic compounds, in particular hippuric acid, catechol-O-sulfate, 2,3-dihydroxybenzoic acid, phenylacetic acid, isoferulic acid, 4-methylcatechol-O-sulfate, α-hydroxyhippuric acid, ferulic acid 4-O-sulfate, benzoic acid, 4-hydroxyphenyl acetic acid, dihydrocaffeic acid 3-O-sulfate, and vanillic acid-4-O-sulfate. Some benzoic acids, cinnamic acids, and flavonol metabolites appeared in plasma early, at 1-2 h post-consumption. Others such as phenylacetic acids, benzaldehydes, pyrogallols, catechols, hippuric and dihydrocinnamic acid derivatives appear in plasma later (Tmax 4-22 h). The 24 h urinary recovery with respect to the amount of (poly)phenols consumed was 6.2%. Our extensive description of the bioavailability of cranberry (poly)phenols lays important groundwork necessary to start understanding the fate of these compounds in humans. PMID:26836705