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Sample records for benzaldehyde

  1. Enzymatic Baeyer-Villiger oxidation of benzaldehydes

    NARCIS (Netherlands)

    Moonen, M.J.H.; Westphal, A.H.; Rietjens, I.M.C.M.; Berkel, van W.J.H.

    2005-01-01

    The selectivity of the chemical Baeyer-Villiger oxidation of benzaldehydes depends on steric and electronic factors, the type of oxidizing agent and the reaction conditions. Here we report on the enzymatic Baeyer-Villiger oxidation of fluorobenzaldehydes as catalyzed by the flavoprotein 4-hydroxyace

  2. Benzaldehyde suppresses murine allergic asthma and rhinitis.

    Science.gov (United States)

    Jang, Tae Young; Park, Chang-Shin; Kim, Kyu-Sung; Heo, Min-Jeong; Kim, Young Hyo

    2014-10-01

    To evaluate the antiallergic effects of oral benzaldehyde in a murine model of allergic asthma and rhinitis, we divided 20 female BALB/c mice aged 8-10 weeks into nonallergic (intraperitoneally sensitized and intranasally challenged to normal saline), allergic (intraperitoneally sensitized and intranasally challenged to ovalbumin), and 200- and 400-mg/kg benzaldehyde (allergic but treated) groups. The number of nose-scratching events in 10 min, levels of total and ovalbumin-specific IgE in serum, differential counts of inflammatory cells in bronchoalveolar lavage (BAL) fluid, titers of Th2 cytokines (IL-4, IL-5, IL-13) in BAL fluid, histopathologic findings of lung and nasal tissues, and expressions of proteins involved in apoptosis (Bcl-2, Bax, caspase-3), inflammation (COX-2), antioxidation (extracellular SOD, HO-1), and hypoxia (HIF-1α, VEGF) in lung tissue were evaluated. The treated mice had significantly fewer nose-scratching events, less inflammatory cell infiltration in lung and nasal tissues, and lower HIF-1α and VEGF expressions in lung tissue than the allergic group. The number of eosinophils and neutrophils and Th2 cytokine titers in BAL fluid significantly decreased after the treatment (Pbenzaldehyde exerts antiallergic effects in murine allergic asthma and rhinitis, possibly through inhibition of HIF-1α and VEGF.

  3. 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 investigated geometries, adsorption is homogeneously weakened compared to corresponding benzene geometries. This is found to be true for very different adsorption modes, namely, η6 and η8 modes, the latter having metal atoms inserted in the carbonyl bond. Reorientation and diffusion of benzaldehyde is found...

  4. 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.

  5. Involvement of snapdragon benzaldehyde dehydrogenase in benzoic acid biosynthesis.

    Science.gov (United States)

    Long, Michael C; Nagegowda, Dinesh A; Kaminaga, Yasuhisa; Ho, Kwok Ki; Kish, Christine M; Schnepp, Jennifer; Sherman, Debra; Weiner, Henry; Rhodes, David; Dudareva, Natalia

    2009-07-01

    Benzoic acid (BA) is an important building block in a wide spectrum of compounds varying from primary metabolites to secondary products. Benzoic acid biosynthesis from L-phenylalanine requires shortening of the propyl side chain by two carbons, which can occur via a beta-oxidative pathway or a non-beta-oxidative pathway, with benzaldehyde as a key intermediate. The non-beta-oxidative route requires benzaldehyde dehydrogenase (BALDH) to convert benzaldehyde to BA. Using a functional genomic approach, we identified an Antirrhinum majus (snapdragon) BALDH, which exhibits 40% identity to bacterial BALDH. Transcript profiling, biochemical characterization of the purified recombinant protein, molecular homology modeling, in vivo stable isotope labeling, and transient expression in petunia flowers reveal that BALDH is capable of oxidizing benzaldehyde to BA in vivo. GFP localization and immunogold labeling studies show that this biochemical step occurs in the mitochondria, raising a question about the role of subcellular compartmentalization in BA biosynthesis.

  6. Benzaldehyde dehydrogenase from chitosan-treated Sorbus aucuparia cell cultures.

    Science.gov (United States)

    Gaid, Mariam M; Sircar, Debabrata; Beuerle, Till; Mitra, Adinpunya; Beerhues, Ludger

    2009-09-01

    Cell cultures of Sorbus aucuparia respond to the addition of chitosan with the accumulation of the biphenyl phytoalexin aucuparin. The carbon skeleton of this inducible defense compound is formed by biphenyl synthase (BIS) from benzoyl-CoA and three molecules of malonyl-CoA. The formation of benzoyl-CoA proceeds via benzaldehyde as an intermediate. Benzaldehyde dehydrogenase (BD), which converts benzaldehyde into benzoic acid, was detected in cell-free extracts from S. aucuparia cell cultures. BD and BIS were induced by chitosan treatment. The preferred substrate for BD was benzaldehyde (K(m)=49 microM). Cinnamaldehyde and various hydroxybenzaldehydes were relatively poor substrates. BD activity was strictly dependent on the presence of NAD(+) as a cofactor (K(m)=67 microM).

  7. Fluorescence Quenching of Benzaldehyde in Water by Hydrogen Atom Abstraction.

    Science.gov (United States)

    Fletcher, Katharyn; Bunz, Uwe H F; Dreuw, Andreas

    2016-09-01

    We computed the mechanism of fluorescence quenching of benzaldehyde in water through relaxed potential energy surface scans. Time-dependent density functional theory calculations along the protonation coordinate from water to benzaldehyde reveal that photoexcitation to the bright ππ* (S3 ) state is immediately followed by ultrafast decay to the nπ* (S1 ) state. Evolving along this state, benzaldehyde (BA) abstracts a hydrogen atom, resulting in a BAH(.) and OH(.) radical pair. Benzaldehyde does not act as photobase in water, but abstracts a hydrogen atom from a nearby solvent molecule. The system finally decays back to the ground state by non-radiative decay and an electron transfers back to the OH(.) radical. Proton transfer from BAH(+) to OH(-) restores the initial situation, BA in water.

  8. Growth and characterisation of benzaldehyde semicarbazone (BSC) single crystals

    Science.gov (United States)

    Ramesh Babu, R.; Vijayan, N.; Gopalakrishnan, R.; Ramasamy, P.

    2002-05-01

    Single crystals of potential organic nonlinear optical materials of Benzaldehyde Semicarbazone (BSC) were grown by slow evaporation technique. The grown crystals were identified by X-ray diffraction method. The functional groups were identified from FT-IR spectrum. UV-visible and thermal gravimetric analyses were made.

  9. The Kinetic Behavior of Benzaldehyde under Hydrothermal Conditions

    Science.gov (United States)

    Fecteau, K.; Gould, I.; Hartnett, H. E.; Williams, L. B.; Shock, E.

    2013-12-01

    Aldehydes represent an intermediate redox state between alcohols and carboxylic acids and are likely intermediates in the transformation of organic compounds in natural systems. We have conducted kinetic studies of a model aldehyde, benzaldehyde, in high-temperature water (250-350 °C, saturation pressure) in clear fused quartz (CFQ) autoclaves. Under these conditions, benzaldehyde is observed to undergo a disproportionation reaction to benzyl alcohol and benzoic acid reminiscent of the base-catalyzed Cannizzaro reaction known to occur at cooler temperatures. Benzene is also produced via decarbonylation of the aldehyde. We have obtained pseudo second-order rate constants for the decomposition of benzaldehyde at 250, 300, and 350 °C. Rates derived via repeated heating phases and subsequent quantitative 13C-NMR spectroscopy of a single NMR-compatible CFQ tube containing isotopically labeled benzaldehyde are consistent with those obtained by analysis of product suites from individual timed experiments via gas chromatography. Arrhenius parameters for these rate constants are consistent with published values for the reaction under supercritical conditions from one study (Tsao et al. 1992) yet the pre-exponential factor is approximately 7 orders of magnitude smaller than that derived from another study (Ikushima et al. 2001). Moreover, fitting our rate constants with the Eyring equation yields an entropy of activation (ΔS‡) of -26.6 kcal mol-1 K-1, which is consistent for a bimolecular transition state at the rate-limiting step. In contrast, the rates of Ikushima et al. yield a positive value of ΔS‡, which is inconsistent with the putative mechanism for the reaction. The linear Arrhenius behavior of the decomposition of benzaldehyde from high-temperature liquid to supercritical conditions demonstrates the potential for extrapolating experimentally derived rates of reactions for organic functional group transformations to conditions where diagenesis, alteration

  10. Infrared Spectra and Hydrogen Bonds of Biologically Active Benzaldehydes

    Science.gov (United States)

    Tolstorozhev, G. B.; Skornyakov, I. V.; Belkov, M. V.; Shimko, A. N.; Shadyro, O. I.; Brinkevich, S. D.; Samovich, S. N.

    2013-09-01

    IR-Fourier spectra of solutions and crystals of biologically active benzaldehyde derivatives were studied. Specific features of the formation of intra- and intermolecular hydrogen bonds were analyzed. Spectral signatures that characterized participation of the hydroxyl OH group and also the OCH3 and C=O groups in the formation of intramolecular hydrogen bonds of the three different types O-H···O-H, O-H···O-CH3, and O-H···O=C were revealed. Intramolecular hydrogen bonds of the types O-H···O-H and O-H···O-CH3 were absent for benzaldehyde derivatives in the crystal phase. Only hydroxyl and carbonyl groups participated in intermolecular interactions. This resulted in the formation of linear intermolecular dimers. Seven various configurations of the linear dimers were identified in solutions and crystals.

  11. 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.

  12. [A new benzaldehyde from aerial part of Rehmannia glutinosa].

    Science.gov (United States)

    Zou, Yan; Zhang, Lei; Xu, Jie-kun; Cheng, Qian; Ye, Xian-sheng; Li, Ping; Zhang, Wei-ku; Li, Yong-ji

    2015-04-01

    A new benzaldehyde, 3-hydroxy-4-(4-(2-hydroxyethyl) phenoxy) henzaldehyde(1), together with six known compounds, including isovanillic acid(2), pyrocatechol(3), glutinosalactone A(4), chrysoeriol(5), apigenin(6) and luteolin(7) were isolated from aerial part of Rehmannia glutinosa. The compounds were isolated by macroporous resin, silica gel, Sephadex LH-20 and HPLC chromatographies. The chemical structures of 1-7 were elucidated on the basis of spectral analysis (MS, 1D NMR and 2D NMR).

  13. 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

    2013-09-14

    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.

  14. 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

    2008-11-01

    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 benzaldehyde compared with young adults. This delayed avoidance is due to an increased attraction rather than a decreased avoidance to benzaldehyde because (1) aged odr-3 mutants that are defective in odor attraction showed no delayed benzaldehyde avoidance, and (2) the delay in avoidance was also observed with another attractant diacetyl, but not the repellent octanol. Interestingly, the stronger expression of attractive behavior was only observed at benzaldehyde concentrations of 1% or higher. When worms were grown on nonbacterial growth media instead of Escherichia coli, thus removing the contingency between odors released from the food and the food itself, the increase in attraction to benzaldehyde disappeared. The increased attraction recovered after reinitiating the odor-food contingency by returning animals to E. coli food or supplementing axenic media with benzaldehyde. Moreover, serotonin-deficient mutants showed a deficit in the age-enhanced attraction. These results suggest that the increased attraction to benzaldehyde in aged worms is (1) serotonin mediated, (2) specific to high concentration of odorants, and (3) dependent on a learned association of odor metabolites with the presence of food. We propose that associative learning may selectively modify pathways at or downstream from a low-affinity olfactory receptor.

  15. Cherry-flavoured electronic cigarettes expose users to the inhalation irritant, benzaldehyde.

    Science.gov (United States)

    Kosmider, Leon; Sobczak, Andrzej; Prokopowicz, Adam; Kurek, Jolanta; Zaciera, Marzena; Knysak, Jakub; Smith, Danielle; Goniewicz, Maciej L

    2016-04-01

    Many non-cigarette tobacco products, including e-cigarettes, contain various flavourings, such as fruit flavours. Although many flavourings used in e-cigarettes are generally recognised as safe when used in food products, concerns have been raised about the potential inhalation toxicity of these chemicals. Benzaldehyde, which is a key ingredient in natural fruit flavours, has been shown to cause irritation of respiratory airways in animal and occupational exposure studies. Given the potential inhalation toxicity of this compound, we measured benzaldehyde in aerosol generated in a laboratory setting from flavoured e-cigarettes purchased online and detected benzaldehyde in 108 out of 145 products. The highest levels of benzaldehyde were detected in cherry-flavoured products. The benzaldehyde doses inhaled with 30 puffs from flavoured e-cigarettes were often higher than doses inhaled from a conventional cigarette. Levels in cherry-flavoured products were >1000 times lower than doses inhaled in the workplace. While e-cigarettes seem to be a promising harm reduction tool for smokers, findings indicate that using these products could result in repeated inhalation of benzaldehyde, with long-term users risking regular exposure to the substance. Given the uncertainty surrounding adverse health effects stemming from long-term inhalation of flavouring ingredients such as benzaldehyde, clinicians need to be aware of this emerging risk and ask their patients about use of flavoured e-cigarettes.

  16. Polycondensation of pyrrole and benzaldehyde catalyzed by Maghnite–H+

    Directory of Open Access Journals (Sweden)

    2007-07-01

    Full Text Available Rapid synthesis of poly[(pyrrole-2,5-diyl-co-(benzylidene] was achieved under microwave irradiation via the condensation of pyrrole and benzaldehyde in 1,2-dichloroethane using acid exchanged montmorillonite clay called Maghnite–H+ (Mag–H+ as an efficient catalyst. The effect of the amount of catalyst and of time on the polymerization yield and on the viscosity of the polymers was studied. Compared with conventional static interfacial polymerization, the microwave-radiation polymerization reaction proceeded rapidly and was completed within 35 s. The conjugated polymer was characterized by means of 1H-NMR, X-ray diffraction, FT-IR spectroscopy and AFM. The X-ray data showed the presence of a backbone form of the [(pyrrole-2,5-diyl-co-(benzylidene] formed.

  17. 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.

  18. 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

  19. Bioproduction of benzaldehyde in a solid-liquid two-phase partitioning bioreactor using Pichia pastoris.

    Science.gov (United States)

    Jain, Ashu N; Khan, Tanya R; Daugulis, Andrew J

    2010-11-01

    The bioproduction of benzaldehyde from benzyl alcohol using Pichia pastoris was examined in a solid-liquid two-phase partitioning bioreactor (TPPB) to reduce substrate and product inhibition. Rational polymer selection identified Elvax 40W as an effective sequestering phase, possessing partition coefficients for benzyl alcohol and benzaldehyde of 3.5 and 35.4, respectively. The use of Elvax 40W increased the overall mass of benzaldehyde produced by approx. 300% in a 5 l bioreactor, relative to a single phase biotransformation. The two-phase system had a molar yield of 0.99, indicating that only minor losses occurred. These results provide a promising starting point for solid-liquid TPPBs to enhance benzaldehyde production, and suggest that multiple, targeted polymers may provide relief for transformations characterized by multiple inhibitory substrates/product/by-products.

  20. Benzaldehyde as an insecticidal, antimicrobial, and antioxidant compound produced by Photorhabdus temperata M1021.

    Science.gov (United States)

    Ullah, Ihsan; Khan, Abdul Latif; Ali, Liaqat; Khan, Abdur Rahim; Waqas, Muhammad; Hussain, Javid; Lee, In-Jung; Shin, Jae-Ho

    2015-02-01

    The Photorhabdus temperata M1021 secretes toxic compounds that kill their insect hosts by arresting immune responses. Present study was aimed to purify the insecticidal and antimicrobial compound(s) from the culture extract of P. temperata M1021 through bioassay guided fractionation. An ethyl acetate (EtOAc) extract of the P. temperata M1021 exhibited 100% mortality in Galleria mellonella larvae within 72 h. In addition, EtOAc extract and bioactive compound 1 purified form the extract through to column chromatography, showed phenol oxidase inhibition up to 60% and 80% respectively. The analysis of (1)H and (13)C NMR spectra revealed the identity of pure compound as "benzaldehyde". The benzaldehyde showed insecticidal activity against G. mellonella in a dose-dependent manner and 100% insect mortality was observed at 108 h after injection of 8 mM benzaldehyde. In a PO inhibition assay, 4, 6, and 8 mM concentrations of benzaldehyde were found to inhibit PO activity about 15%, 42%, and 80% respectively. In addition, nodule formation was significantly (P benzaldehyde as compare to control. Moreover, benzaldehyde was found to have great antioxidant activity and maximum antioxidant activity was 52.9% at 8 mM benzaldehyde as compare to control. Antimicrobial activity was assessed by MIC values ranged from 6 mM 10 mM for bacterial strains and 8 mM to 10 mM for fungal strains. The results suggest that benzaldehyde could be applicable for developing novel insecticide for agriculture use.

  1. Influence of Photosensitive Group Concentration on Birefringence Induced in Benzaldehyde Polymers

    Science.gov (United States)

    Mahilny, U. V.; Stankevich, A. I.; Trofimova, A. V.

    2014-01-01

    Induction of optical anisotropy in benzaldehyde polymer layers by linearly polarized UV radiation was investigated experimentally. Negative dichroism in absorption spectra and strong negative birefringence (-2 · 10-3) were related to the presence of an oriented ensemble of residual benzaldehyde groups. The thermal stability of photoinduced birefringence at high photosensitive group concentration was associated with a high density of photocross-links formed between macromolecules.

  2. Mechanism of benzaldehyde lyase studied via thiamin diphosphate-bound intermediates and kinetic isotope effects.

    Science.gov (United States)

    Chakraborty, Sumit; Nemeria, Natalia; Yep, Alejandra; McLeish, Michael J; Kenyon, George L; Jordan, Frank

    2008-03-25

    Direct spectroscopic observation of thiamin diphosphate-bound intermediates was achieved on the enzyme benzaldehyde lyase, which carries out reversible and highly enantiospecific conversion of ( R)-benzoin to benzaldehyde. The key enamine intermediate could be observed at lambda max 393 nm in the benzoin breakdown direction and in the decarboxylase reaction starting with benzoylformate. With benzaldehyde as substrate, no intermediates could be detected, only formation of benzoin at 314 nm. To probe the rate-limiting step in the direction of ( R)-benzoin synthesis, the (1)H/ (2)H kinetic isotope effect was determined for benzaldehyde labeled at the aldehyde position and found to be small (1.14 +/- 0.03), indicating that ionization of the C2alphaH from C2alpha-hydroxybenzylthiamin diphosphate is not rate limiting. Use of the alternate substrates benzoylformic and phenylpyruvic acids (motivated by the observation that while a carboligase, benzaldehyde lyase could also catalyze the slow decarboxylation of 2-oxo acids) enabled the observation of the substrate-thiamin covalent intermediate via the 1',4'-iminopyrimidine tautomer, characteristic of all intermediates with a tetrahedral C2 substituent on ThDP. The reaction of benzaldehyde lyase with the chromophoric substrate analogue ( E)-2-oxo-4(pyridin-3-yl)-3-butenoic acid and its decarboxylated product ( E)-3-(pyridine-3-yl)acrylaldehyde enabled the detection of covalent adducts with both. Neither adduct underwent further reaction. An important finding of the studies is that all thiamin-related intermediates are in a chiral environment on benzaldehyde lyase as reflected by their circular dichroism signatures.

  3. delta(13)C and delta(2)H isotope ratios in amphetamine synthesized from benzaldehyde and nitroethane.

    Science.gov (United States)

    Collins, Michael; Salouros, Helen; Cawley, Adam T; Robertson, James; Heagney, Aaron C; Arenas-Queralt, Andrea

    2010-06-15

    Previous work in these laboratories and by Butzenlechner et al. and Culp et al. has demonstrated that the delta(2)H isotope value of industrial benzaldehyde produced by the catalytic oxidation of toluene is profoundly positive, usually in the range +300 per thousand to +500 per thousand. Synthetic routes leading to amphetamine, methylamphetamine or their precursors and commencing with such benzaldehyde may be expected to exhibit unusually positive delta(2)H values. Results are presented for delta(13)C and delta(2)H isotope values of 1-phenyl-2-nitropropene synthesized from an industrial source of benzaldehyde, having a positive delta(2)H isotope value, by a Knoevenagel condensation with nitroethane. Results are also presented for delta(13)C and delta(2)H isotope values for amphetamine prepared from the resulting 1-phenyl-2-nitropropene. The values obtained were compared with delta(13)C and delta(2)H isotope values obtained for an amphetamine sample prepared using a synthetic route that did not involve benzaldehyde. Finally, results are presented for samples of benzaldehyde, 1-phenyl-2-nitropropene and amphetamine that had been seized at a clandestine amphetamine laboratory.

  4. β-Cyclodextrin Promoted Oxidation of Cinnamaldehyde to Natural Benzaldehyde in Water

    Institute of Scientific and Technical Information of China (English)

    陈鸿雁; 纪红兵

    2011-01-01

    A facile and efficient procedure has been developed systematically for the oxidative cleavage of cinna-maldehyde to benzaldehyde by sodium hypochlorite with water as the only solvent in the presence of β-cyclodextrin (abbreviated as β-CD). Different factors influencing cinnamaldehyde oxidation e.g. reaction temperature, the amount of catalyst and oxidant, have been investigated. The yield of benzaldehyde reaches 76% under the optimum conditions (333 K, 4 h, molar ratio of cinnamaldehyde to β-CD is 1:1). Furthermore, a feasible reaction mecha-nism including the formation of benzaldehyde and the two main byproducts (phenylacetaldehyde and epoxide of cinnamaldehyde) has been proposed.

  5. 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, pbenzaldehyde in combination with ascorbic acid should be avoided.

  6. 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

  7. 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

  8. Adsorption of benzaldehyde at the surface of ice, studied by experimental method and computer simulation.

    Science.gov (United States)

    Petitjean, Mélanie; Hantal, György; Chauvin, Coline; Mirabel, Philippe; Le Calvé, Stéphane; Hoang, Paul N M; Picaud, Sylvain; Jedlovszky, Pál

    2010-06-15

    Adsorption study of benzaldehyde on ice surfaces is performed by combining experimental and theoretical approaches. The experiments are conducted over the temperature range 233-253 K using a coated wall flow tube coupled to a mass spectrometric detector. Besides the experimental way, the adsorption isotherm is also determined by performing a set of grand canonical Monte Carlo simulations at 233 K. The experimental and calculated adsorption isotherms show a very good agreement within the corresponding errors. Besides, both experimental and theoretical studies permit us to derive the enthalpy of adsorption of benzaldehyde on ice surfaces DeltaH(ads), which are in excellent agreement: DeltaH(ads) = -61.4 +/- 9.7 kJ/mol (experimental) and DeltaH(ads) = -59.4 +/- 5.1 kJ/mol (simulation). The obtained results indicate a much stronger ability of benzaldehyde of being adsorbed at the surface of ice than that of small aliphatic aldehydes, such as formaldehyde or acetaldehyde. At low surface coverages the adsorbed molecules exclusively lie parallel with the ice surface. With increasing surface coverage, however, the increasing competition of the adsorbed molecules for the surface area to be occupied leads to the appearance of two different perpendicular orientations relative to the surface. In the first orientation, the benzaldehyde molecule turns its aldehyde group toward the ice phase, and, similarly to the molecules in the lying orientation, forms a hydrogen bond with a surface water molecule. In the other perpendicular orientation the aldehyde group turns to the vapor phase, and its O atom interacts with the delocalized pi system of the benzene ring of a nearby lying benzaldehyde molecule of the second molecular layer. In accordance with this observed scenario, the saturated adsorption layer, being stable in a roughly 1 kJ/mol broad range of chemical potentials, contains, besides the first molecular layer, also traces of the second molecular layer of adsorbed

  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. 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.

  12. Deoxygenation of benzoic acid on metal oxides. I. The selective pathway to benzaldehyde

    NARCIS (Netherlands)

    Lange, de M.W.; Ommen, van J.G.; Lefferts, L.

    2001-01-01

    The mechanism of the selective deoxygenation of benzoic acid to benzaldehyde was studied on ZnO and ZrO2. The results show conclusively that the reaction proceeds as a reverse type of Mars and van Krevelen mechanism consisting of two steps: hydrogen activates the oxide by reduction resulting in the

  13. 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.

  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. Catalytic Enantioselective Alkylation of Benzaldehyde with Diethylzinc Using Chiral Nonracemic (Thio)-phosphoramidates

    NARCIS (Netherlands)

    Hulst, Ron; Heres, Hero; Fitzpatrick, Kevin; Peper, Nathalie C.M.W.; Kellogg, Richard M.

    1996-01-01

    Two chiral nonracemic γ-amino alcohols, ephedrine thiol and the corresponding (thio)-phosphoramidates have been examined as catalysts for the enantioselective alkylation of benzaldehyde by diethylzinc. Addition of titanium tetraisopropoxide increases the yield as well as the enantioselectivity; 1-ph

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

    Science.gov (United States)

    Many pathogenic fungi are becoming resistant to currently available drugs. Disruption of cellular antioxidation systems should be an effective method for control of fungal pathogens. Such disruption can be achieved with redox-active compounds. The aim of this study was to identify benzaldehydes that...

  17. Chemo-sensitization of fungal pathogens to antimicrobial agents using benzaldehyde analogs

    Science.gov (United States)

    Activity of conventional antifungal agents, fludioxonil, strobilurin and antimycinA, which target the oxidative and osmotic stress response systems, was elevated by co-application of certain analogs of benzaldehyde. Fungal tolerance to 2,3-dihydroxybenzaldehyde or 2,3-dihydroxybenzoic acid was foun...

  18. 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…

  19. FT-IR spectroscopy and DFT calculation study on the solvent effects of benzaldehyde in organic solvents.

    Science.gov (United States)

    Li, Yi; Zhang, Hui; Liu, Qing

    2012-02-01

    FT-IR spectra of benzaldehyde in 11 different organic solvents were recorded and analyzed. The density functional theory (DFT) B3LYP/6-31G* method was chosen to calculate the infrared spectrum of benzaldehyde in gaseous state. The electrostatic effects of different solvents in benzaldehyde solutions were calculated using DFT with the self-consistent isodensity polarizable continuum model (SCI-PCM). Two remarkable carbonyl (C=O) peaks of benzaldehyde were observed by FT-IR in alcohol solvents, which were caused by different hydrogen bond species and explained by ab initio calculation. The results showed that the combination of SCI-PCM model and ab initio calculation could give excellent agreements with FT-IR spectra of title compound in solutions.

  20. 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.

  1. Model studies on the oxygen-induced formation of benzaldehyde from phenylacetaldehyde using pyrolysis GC-MS and FTIR.

    Science.gov (United States)

    Chu, Fong Lam; Yaylayan, Varoujan A

    2008-11-26

    Benzaldehyde, a potent aroma chemical of bitter almond, can also be formed thermally from phenylalanine and may contribute to the formation of off-aroma. To identify the precursors involved in its generation during Maillard reaction, various model systems containing phenylalanine, phenylpyruvic acid, phenethylamine, or phenylacetaldehyde were studied in the presence and absence of moisture using oxidative and nonoxidative Py-GC-MS. Analysis of the data indicated that phenylacetaldehyde, the Strecker aldehyde of phenylalanine, is the most effective precursor and that both air and water significantly enhanced the rate of benzaldehyde formation from phenylacetaldehyde. Phenylpyruvic acid was the most efficient precursor under nonoxidative conditions. Phenethylamine, on the other hand, needed the presence of a carbonyl compound to generate benzaldehyde only under oxidative conditions. On the basis of the results obtained, a free radical initiated oxidative cleavage of the carbon-carbon double bond of the enolized phenylacetaldehyde was proposed as a possible major mechanism for benzaldehyde formation, and supporting evidence was provided through monitoring of the evolution of the benzaldehyde band from heated phenylacetaldehyde in the presence and absence of 1,1'-azobis(cyclohexanecarbonitrile) on the ATR crystal of an FTIR spectrophotometer. In the presence of the free radical initiator, the enol band of the phenylacetaldehyde centered at 1684 cm(-1) formed and increased over time, and after 18 min of heating time the benzaldehyde band centered at 1697 cm(-1) formed and increased at the expense of the enol band of phenylacetaldehyde, indicating a precursor product relationship.

  2. 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.

  3. 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

  4. Oxidation of benzyl alcohol by K2FeO4 to benzaldehyde over zeolites

    Science.gov (United States)

    Wang, Yuan-Yuan; Song, Hua; Song, Hua-Lin; Jin, Zai-Shun

    2016-10-01

    A novel and green procedure for benzaldehyde synthesis by potassium ferrate oxidation of benzyl alcohol employing zeolite catalysts was studied. The prepared oxidant was characterized by SEM and XRD. The catalytic activity of various solid catalysts was studied using benzyl alcohol as a model compound. USY was found to be a very efficient catalyst for this particular oxidation process. Benzaldehyde yields up to 96.0% could be obtained at the following optimal conditions: 0.2 mL of benzyl alcohol, 4 mmol of K2FeO4, 0.5 g of USY zeolite; 20 mL of cyclohexene, 0.3 mL of acetic acid (36 wt %), 30°C temperature, 4 h reaction time.

  5. Proton transfer reactions between nitric acid and acetone, hydroxyacetone, acetaldehyde and benzaldehyde in the solid phase.

    Science.gov (United States)

    Lasne, Jérôme; Laffon, Carine; Parent, Philippe

    2012-12-01

    The heterogeneous and homogeneous reactions of acetone, hydroxyacetone, acetaldehyde and benzaldehyde with solid nitric acid (HNO(3)) films have been studied with Reflection-Absorption Infrared Spectroscopy (RAIRS) under Ultra-High Vacuum (UHV) conditions in the 90-170 K temperature range. In the bulk or at the surface of the films, nitric acid transfers its proton to the carbonyl function of the organic molecules, producing protonated acetone-H(+), hydroxyacetone-H(+), acetaldehyde-H(+) and benzaldehyde-H(+), and nitrate anions NO(3)(-), a reaction not observed when nitric acid is previously hydrated [J. Lasne, C. Laffon and Ph. Parent, Phys. Chem. Chem. Phys., 2012, 14, 697]. This provides a molecular-scale description of the carbonyl protonation reaction in an acid medium, the first step of the acid-catalyzed condensation of carbonyl compounds, fuelling the growth of secondary organic aerosols (SOA) in the atmosphere.

  6. 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...

  7. 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...

  8. Cu and Boron Doped Carbon Nitride for Highly Selective Oxidation of Toluene to Benzaldehyde

    Directory of Open Access Journals (Sweden)

    Hongling Han

    2015-07-01

    Full Text Available A novel Cu and boron doped graphitic carbon nitride catalyst (Cu-CNB was synthesized using cheap precursors and systematically characterized. The selective oxidation of toluene proceeded very smoothly over the catalyst at 70 °C using tert-butyl hydroperoxide (TBHP as the oxidant to exclusively afford benzaldehyde. The catalyst can be used for at least five cycles without decrease in activity and selectivity.

  9. 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...

  10. Growth and characterization of a new organic nonlinear optical crystal: semicarbazone of p-dimethylamino benzaldehyde

    Science.gov (United States)

    Manivannan, S.; Dhanuskodi, S.

    2003-10-01

    Semicarbazone of p-dimethylamino benzaldehyde (SCPDB) is a new organic material with interesting quadratic nonlinear optical properties, in particular second harmonic generation (SHG). SCPDB was synthesized and single crystals were grown by low temperature solution method. Unit cell parameters were evaluated by single crystal X-ray diffraction technique. The formation of the material was confirmed qualitatively by FT-IR and FT-Raman spectral analyses and its optical transmittance studied. SHG efficiency is found to be comparable to urea.

  11. Cu and Boron Doped Carbon Nitride for Highly Selective Oxidation of Toluene to Benzaldehyde.

    Science.gov (United States)

    Han, Hongling; Ding, Guodong; Wu, Tianbin; Yang, Dexin; Jiang, Tao; Han, Buxing

    2015-07-13

    A novel Cu and boron doped graphitic carbon nitride catalyst (Cu-CNB) was synthesized using cheap precursors and systematically characterized. The selective oxidation of toluene proceeded very smoothly over the catalyst at 70 °C using tert-butyl hydroperoxide (TBHP) as the oxidant to exclusively afford benzaldehyde. The catalyst can be used for at least five cycles without decrease in activity and selectivity.

  12. Biotransformation of Benzaldehyde to L-Phenylacetylcarbinol (L-PAC by Free Cells of Torulaspora delbrueckii in presence of Beta-Cyclodextrin

    Directory of Open Access Journals (Sweden)

    Vilas. B. Shukla

    2002-09-01

    Full Text Available Studies were carried out to explore the possibility of decreasing the toxic and inhibitory effects of the substrate benzaldehyde during its biotransformation to L-PAC by free cells of Torulaspora delbrueckii using beta -cyclodextrin (beta -CD. Use of various levels of benzaldehyde and acetaldehyde in presence of 2% of beta -CD showed that, in presence of beta -CD, the organism could tolerate higher levels of benzaldehyde and acetaldehyde. Semi-continuous feeding of benzaldehyde and acetaldehyde was found to increase the yield of L-PAC in comparison with one time feeding.

  13. Enhanced benzaldehyde tolerance in Zymomonas mobilis biofilms and the potential of biofilm applications in fine-chemical production.

    Science.gov (United States)

    Li, Xuan Zhong; Webb, Jeremy S; Kjelleberg, Staffan; Rosche, Bettina

    2006-02-01

    Biotransformation plays an increasingly important role in the industrial production of fine chemicals due to its high product specificity and low energy requirement. One challenge in biotransformation is the toxicity of substrates and/or products to biocatalytic microorganisms and enzymes. Biofilms are known for their enhanced tolerance of hostile environments compared to planktonic free-living cells. Zymomonas mobilis was used in this study as a model organism to examine the potential of surface-associated biofilms for biotransformation of chemicals into value-added products. Z. mobilis formed a biofilm with a complex three-dimensional architecture comprised of microcolonies with an average thickness of 20 microm, interspersed with water channels. Microscopic analysis and metabolic activity studies revealed that Z. mobilis biofilm cells were more tolerant to the toxic substrate benzaldehyde than planktonic cells were. When exposed to 50 mM benzaldehyde for 1 h, biofilm cells exhibited an average of 45% residual metabolic activity, while planktonic cells were completely inactivated. Three hours of exposure to 30 mM benzaldehyde resulted in sixfold-higher residual metabolic activity in biofilm cells than in planktonic cells. Cells inactivated by benzaldehyde were evenly distributed throughout the biofilm, indicating that the resistance mechanism was different from mass transfer limitation. We also found that enhanced tolerance to benzaldehyde was not due to the conversion of benzaldehyde into less toxic compounds. In the presence of glucose, Z. mobilis biofilms in continuous cultures transformed 10 mM benzaldehyde into benzyl alcohol at a steady rate of 8.11 g (g dry weight)(-1) day(-1) with a 90% molar yield over a 45-h production period.

  14. Probing the active center of benzaldehyde lyase with substitutions and the pseudosubstrate analogue benzoylphosphonic acid methyl ester.

    Science.gov (United States)

    Brandt, Gabriel S; Nemeria, Natalia; Chakraborty, Sumit; McLeish, Michael J; Yep, Alejandra; Kenyon, George L; Petsko, Gregory A; Jordan, Frank; Ringe, Dagmar

    2008-07-22

    Benzaldehyde lyase (BAL) catalyzes the reversible cleavage of ( R)-benzoin to benzaldehyde utilizing thiamin diphosphate and Mg (2+) as cofactors. The enzyme is important for the chemoenzymatic synthesis of a wide range of compounds via its carboligation reaction mechanism. In addition to its principal functions, BAL can slowly decarboxylate aromatic amino acids such as benzoylformic acid. It is also intriguing mechanistically due to the paucity of acid-base residues at the active center that can participate in proton transfer steps thought to be necessary for these types of reactions. Here methyl benzoylphosphonate, an excellent electrostatic analogue of benzoylformic acid, is used to probe the mechanism of benzaldehyde lyase. The structure of benzaldehyde lyase in its covalent complex with methyl benzoylphosphonate was determined to 2.49 A (Protein Data Bank entry 3D7K ) and represents the first structure of this enzyme with a compound bound in the active site. No large structural reorganization was detected compared to the complex of the enzyme with thiamin diphosphate. The configuration of the predecarboxylation thiamin-bound intermediate was clarified by the structure. Both spectroscopic and X-ray structural studies are consistent with inhibition resulting from the binding of MBP to the thiamin diphosphate in the active centers. We also delineated the role of His29 (the sole potential acid-base catalyst in the active site other than the highly conserved Glu50) and Trp163 in cofactor activation and catalysis by benzaldehyde lyase.

  15. 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

  16. 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.

  17. Synthesis of Aminophosphine Ligands with Binaphthyl Backbones for Silver(I)-catalyzed Enantioselective Allylation of Benzaldehyde

    Institute of Scientific and Technical Information of China (English)

    WANG,Yi(王以); JI,Bao-Ming(吉保明); DING,Kui-Ling(丁奎岭)

    2002-01-01

    A series of aminophosphine ligands was synthesized from 2amino-2′-hydroxy-1,1′-binaphthyl (NOBIN). Their asymmetric induction efficiency was examined for silver(I)catalyzed enantioselective allylation reaction of benzaldehyde with allyltributyltin.Under the optimized reaction conditions,quantitative yield as well as moderate ee value (54.5% ee)of product was achieved by the catalysis with silver(I)/3 complex. The effects of the binaphthyl backbone and the substituted situated at chelating N, Patoms on enantioselectivity of the reaction were also discussed.

  18. Engineering NiO sensitive materials and its ultra-selective detection of benzaldehyde.

    Science.gov (United States)

    Yang, Fuchao; Guo, Zhiguang

    2016-04-01

    Ongoing interest in oxide semiconductor as components of gas sensing devices is motivated by environmental monitoring and intelligent control. NiO with different precursor solution were synthesized by aqueous chemical deposition and pyrolysis process. Here the method is quite facile, green and free of surfactant. Their morphology, crystal structure and chemical composition have been systemically characterized by various techniques. Interestingly, the microstructures of NiO can be engineered by different nickel salt (nitrate or chloride). These NiO based gas sensors showed substantially enhanced responses to benzaldehyde target analyte and exhibited fast response-recover feature. The observed gas sensing behavior is explained in terms of oxygen ionosorption mechanism.

  19. Crystal structure of 4-(4-meth-oxy-phen-oxy)benzaldehyde.

    Science.gov (United States)

    Schäfer, Andreas; Iovkova-Berends, Ljuba; Gilke, Stefan; Kossmann, Paul; Preut, Hans; Hiersemann, Martin

    2015-12-01

    The title compound, C14H12O3, was synthesized via the nucleophilic addition of 4-meth-oxy-phenol to 4-fluoro-benzaldehyde. The dihedral angle between the least-squares planes of the benzene rings is 71.52 (3)° and the C-O-C angle at the central O atom is 118.82 (8)°. In the crystal, weak C-H⋯O hydrogen bonds link the molecules to generate supra-molecular layers in the bc plane. The layers are linked by weak C-H⋯π inter-actions.

  20. Catalytic enantioselective addition of hydrogen cyanide to benzaldehyde and p-methoxybenzaldehyde using cyclo-His-(αMe)Phe as catalyst

    NARCIS (Netherlands)

    Hulst, Ron; Broxterman, Quirinus B.; Kamphuis, Johan; Formaggio, Fernando; Crisma, Marco; Toniolo, Claudio; Kellogg, Richard M.

    1997-01-01

    Two cyclo-dipeptides based on His and the unnatural (αMe)Phe have been examined as catalysts in the enantioselective addition of hydrogen cyanide to benzaldehyde and p-methoxy-benzaldehyde. The synthesis, catalytic activity and NMR study towards the mechanism of this reaction are presented.

  1. Catalytic enantioselective addition of hydrogen cyanide to benzaldehyde and p-methoxybenzaldehyde using cyclo-His-(alpha-Me)Phe as catalyst

    NARCIS (Netherlands)

    Hulst, R; Broxterman, QB; Kamphuis, J; Formaggio, F; Crisma, M; Toniolo, C; Kellogg, RM

    1997-01-01

    Two cyclo-dipeptides based on His and the unnatural (alpha Me)Phe have been examined as catalysts in the enantioselective addition of hydrogen cyanide to benzaldehyde and p-methoxy-benzaldehyde. The synthesis, catalytic activity and NMR study towards the mechanism of this reaction are presented. (C)

  2. 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...

  3. 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.

  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. Electropolymerized fluorinated aniline-based fiber for headspace solid-phase microextraction and gas chromatographic determination of benzaldehyde in injectable pharmaceutical formulations.

    Science.gov (United States)

    Mohammadi, Ali; Mohammadi, Somayeh; Bayandori Moghaddam, Abdolmajid; Masoumi, Vahideh; Walker, Roderick B

    2014-10-01

    In this study, a simple method was developed and validated to detect trace levels of benzaldehyde in injectable pharmaceutical formulations by solid-phase microextraction coupled with gas chromatography-flame ionization detector. Polyaniline was electrodeposited on a platinum wire in trifluoroacetic acid solvent by cyclic voltammetry technique. This fiber shows high thermal and mechanical stability and high performance in extraction of benzaldehyde. Extraction and desorption time and temperature, salt effect and gas chromatography parameters were optimized as key parameters. At the optimum conditions, the fiber shows good linearity between peak area ratio of benzaldehyde/3-chlorobenzaldehyde and benzaldehyde concentration in the range of 50-800 ng/mL with percent relative standard deviation values ranging from 0.75 to 8.64% (n = 3). The limits of quantitation and detection were 50 and 16 ng/mL, respectively. The method has the requisite selectivity, sensitivity, accuracy and precision to assay benzaldehyde in injectable pharmaceutical dosage forms.

  6. 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.

  7. 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.

  8. Purification and characterization of benzyl alcohol- and benzaldehyde- dehydrogenase from Pseudomonas putida CSV86.

    Science.gov (United States)

    Shrivastava, Rahul; Basu, Aditya; Phale, Prashant S

    2011-08-01

    Pseudomonas putida CSV86 utilizes benzyl alcohol via catechol and methylnaphthalenes through detoxification pathway via hydroxymethylnaphthalenes and naphthaldehydes. Based on metabolic studies, benzyl alcohol dehydrogenase (BADH) and benzaldehyde dehydrogenase (BZDH) were hypothesized to be involved in the detoxification pathway. BADH and BZDH were purified to apparent homogeneity and were (1) homodimers with subunit molecular mass of 38 and 57 kDa, respectively, (2) NAD(+) dependent, (3) broad substrate specific accepting mono- and di-aromatic alcohols and aldehydes but not aliphatic compounds, and (4) BADH contained iron and magnesium, while BZDH contained magnesium. BADH in the forward reaction converted alcohol to aldehyde and required NAD(+), while in the reverse reaction it reduced aldehyde to alcohol in NADH-dependent manner. BZDH showed low K (m) value for benzaldehyde as compared to BADH reverse reaction. Chemical cross-linking studies revealed that BADH and BZDH do not form multi-enzyme complex. Thus, the conversion of aromatic alcohol to acid is due to low K (m) and high catalytic efficiency of BZDH. Phylogenetic analysis revealed that BADH is a novel enzyme and diverged during the evolution to gain the ability to utilize mono- and di-aromatic compounds. The wide substrate specificity of these enzymes enables strain to detoxify methylnaphthalenes to naphthoic acids efficiently.

  9. 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.

  10. Production of the flavor compound benzaldehyde by lactic acid bacteria: role of manganese and its transport systems in Lactobacillus plantarum

    NARCIS (Netherlands)

    Nierop Groot, M.N.

    2001-01-01

    One of the aims of the research described in this thesis (Chapter 1 and 2) was to investigate the conversion of phenylalanine to the aromatic flavor compound benzaldehyde in lactic acid bacteria (LAB) (Chapter 3). Lactobacillus plantarum was used as the model organism to study phenylalanine degradat

  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. 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)

  13. Preparation and characterization of new and improved soluble-starches, -amylose, and -amylopectin by reaction with benzaldehyde/zinc chloride.

    Science.gov (United States)

    Johnston, David A; Mukerjea, Rupendra; Robyt, John F

    2011-12-13

    Seven different starches from potato, rice, maize, waxymaize, amylomaize-VII, shoti, and tapioca, and potato amylose and potato amylopectin have been reacted with benzaldehyde, catalyzed by ZnCl(2), to give new water-soluble starches and water soluble-amylose and soluble-amylopectin. In contrast to the native starches, aqueous solutions of the modified starches could not be precipitated with 2-, 3-, or 4-volumes of ethanol. β-Amylase gave no reaction with the modified starches, in contrast to the native starches, indicating that the modification occurred exclusively at the nonreducing-ends, giving 4,6-benzylidene-D-glucopyranose at the nonreducing-ends. Reactions of α-amylase with native and modified potato and rice starches gave a decrease in the triiodide blue color and an increase in the reducing-value that were similar for the native- and modified-starches, indicating the modified starches had not been significantly altered by the modification. The benzaldehyde-modified starches and benzaldehyde-modified potato amylose and potato amylopectin components, therefore, have a starch structure very much like their native counterparts, in contrast to the Lintner, Small, and the alcohol/acid-hydrolyzed soluble-starches that have undergone acid hydrolysis. The benzaldehyde-modified starches and starch components have significantly higher water solubility than their native counterparts even though the structures of the modified starches had only been slightly altered from the structures of their native counterparts. They all gave crystal-clear solutions that did not retrograde.

  14. (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...

  15. 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.

  16. 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.

  17. 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

    2016-07-14

    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%.

  18. Biocidal polymers: synthesis and antimicrobial properties of benzaldehyde derivatives immobilized onto amine-terminated polyacrylonitrile

    Directory of Open Access Journals (Sweden)

    Alamri Abdullah

    2012-10-01

    Full Text Available Abstract Background The design and applications of antimicrobial polymers is a growing field. Antimicrobial polymers can help to solve the problems associated with the use of conventional antimicrobial agents. Polymers with active functional groups can act as a carrier system for antimicrobial agents. In our study, we aim to prepare and develop some antimicrobial polymers for biomedical applications and water treatment. Results The antimicrobial polymers based on polyacrylonitrile (PAN were prepared. Functional groups were created onto polyacrylonitrile via amination using different types of diamines such as ethylenediamine (EDA and hexamethylenediamine (HMDA to yield amine-terminated polymers. Antimicrobial polymers were obtained by immobilization of benzaldehyde and its derivatives which include, 4-hydroxybenzaldehyde and 2,4-dihydroxybenzaldehyde onto amine-terminated polymers. The antimicrobial activity of the prepared polymers against different types of microorganisms including Gram-positive bacteria (Staphylococcus aureus, Gram-negative bacteria (Pseudomonas aeruginosa; Escherichia coli; and Salmonella typhi as well as fungi (Aspergillus flavus, Aspergillus niger, Candida albicans, Cryptpcoccus neoformans were explored by the cut plug method and viable cell counting methods. Conclusions Amine-terminated polyacrylonitrile were used as a novel polymeric carrier for benzaldehyde derivatives as antimicrobial agents. The prepared polymers can inhibit the growth of the microorganisms. The activity was varied according to the tested microorganism as well as the polymer microstructure. It was found that the activity increased with increasing the number phenolic hydroxyl group of the bioactive group. Finally, it is anticipated that the prepared antimicrobial polymers would be of great help in the field of biomedical applications and biological water treatment.

  19. 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

  20. Real-Time Detection of Traces of Benzaldehyde in Benzyl Alcohol as a Solvent by a Flexible Lanthanide Microporous Metal-Organic Framework.

    Science.gov (United States)

    Zhang, Huan; Chen, Diming; Ma, Huili; Cheng, Peng

    2015-10-26

    Luminescent 3D lanthanide metal-organic framework (Ln-MOF) {[Tb2 (TATAB)2 ]⋅4 H2 O⋅6 DMF}n (1) was synthesized under solvothermal conditions by using flexible ligand 4,4',4''-s-triazine-1,3,5-triyltri-p-aminobenzoate (TATAB). A phase transition was observed between low temperature and room temperature. The luminescence of 1 could be enhanced by formaldehyde and quenched efficiently by trace amounts of benzaldehyde in solvents such as benzyl alcohol (0.01-2.0 vol %) and ethanol (0.01-2.5 vol %). This is the first use of a Ln-MOF as chemical sensor for both formaldehyde and benzaldehyde. The high sensitivity and selectivity of the luminescence response of 1 to benzaldehyde allows it to be used as an excellent sensor for identifying benzaldehyde and provides a simple and convenient method for detecting traces of benzaldehyde in benzyl alcohol based injections. This work establishes a new strategy for detection of benzaldehyde in benzyl alcohol by luminescent MOFs.

  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. Studies on crystal growth and physical properties of 4-(dimethylamino)benzaldehyde-2,4-dinitroaniline single crystal

    Science.gov (United States)

    Jebin, R. P.; Suthan, T.; Rajesh, N. P.; Vinitha, G.; Dhas, S. A. Britto

    2016-07-01

    The organic material 4-(dimethylamino)benzaldehyde-2,4-dinitroaniline has been grown by slow evaporation technique. Single crystal and Powder X-ray diffraction studies have been carried out to conform the grown crystal. FTIR and FT-Raman spectra were recorded to identify the functional groups present in the crystal. The optical property of the grown crystal was analysed by UV-Vis-NIR measurement. The thermal property of the grown crystal was analysed by thermogravimetric (TG) and differential thermal analyses (DTA). Thermal diffusivity of the grown crystal was analysed by Photo acoustic spectroscopic (PAS) studies. The third order nonlinear optical properties of 4-(dimethylamino)benzaldehyde-2,4-dinitroaniline was measured by the Z-scan technique using 532 nm diode pumped continuous wave (CW) Nd:YAG laser. The mechanical property of the grown crystal was analysed by using microhardness studies.

  3. Polydopamine-Coated TiO2 Nanotubes for Selective Photocatalytic Oxidation of Benzyl Alcohol to Benzaldehyde Under Visible Light.

    Science.gov (United States)

    Tripathy, Jyotsna; Loget, Gabriel; Altomare, Marco; Schmuki, Patrik

    2016-05-01

    TiO2 nanotube arrays grown by anodization were coated with thin layers of polydopamine as visible light sensitizer. The PDA-coated TiO2 scaffolds were used as photocatalyst for selective oxidation of benzyl alcohol under monochromatic irradiation at 473 nm. Benzaldehyde was selectively formed and no by-products could be detected. A maximized reaction yield was obtained in O2-saturated acetonitrile. A mechanism is proposed that implies firstly the charge carrier generation in polydopamine as a consequence of visible light absorption. Secondly, photo-promoted electrons are injected in TiO2 conduction band, and subsequently transferred to dissolved O2 to form O*2- radicals. These radicals react with benzyl alcohol and lead to its selective dehydrogenation oxidation towards benzaldehyde.

  4. 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.

  5. 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.

  6. 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

  7. 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 (pbenzaldehyde in beagle odour samples covering a 7-day period. This knowledge enables development of repellents to protect dogs from R. sanguineus s. l. infestation.

  8. 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

  9. 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.

  10. 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

  11. Structure and Luminescence Property of a Hexanuclear Silver(Ⅰ) Cluster Containing Benzaldehyde Thiosemicarbazone

    Institute of Scientific and Technical Information of China (English)

    SUN Qiao-Zhen

    2011-01-01

    A new hexanuclear silver (I) compound 2 containing thiosemicarbazone with the group of benzene was synthesized and structurally characterized by single-crystal X-ray diffraction, elemental analysis and fluorescence spectrum. The title compound crystallizes in triclinic, space group P with a = 11.611(3), b = 15.610(5), c = 15.624(7) , α = 113.942(6), β = 104.520(6), γ = 104.230(4)°, V = 2304.1(14) 3, C60H77Ag6N22O4.5S6, Mr = 2018.02, Dc = 1.454 g/cm3, μ(MoKα) = 1.435 mm-1, F(000) = 1005, Z = 1, the final R = 0.0468 and wR = 0.1474 for 6608 observed reflections (I 2σ(I)). In the structure, the S atom of the ligand L2 (L2 = benzaldehyde thiosemicarbazone) served as a triply bridged chelator to connect the six silver atoms into a Ag6L26 cluster. The luminescence property of compound 2 was investigated at room temperature.

  12. 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.

  13. 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.

  14. 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.

  15. Assessment of cytotoxic and apoptotic effects of benzaldehyde using different assays.

    Science.gov (United States)

    Ulker, Z; Alpsoy, L; Mihmanli, A

    2013-08-01

    Benzaldehyde (BA) occurs naturally in a number of plants, including cherry, fig and peach fruit and carnation flowers at therapeutic doses. In addition, it is used in cosmetics, personal care products and food as a preservative. In this study, we aimed to determine the cytotoxic and apoptotic effects of different concentrations of BA on cultured human lymphocytes using lactate dehydrogenase assay, cell proliferation (water-soluble tetrazolium salts-1) assay and terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL) test (apoptotic test) as a group of cytotoxicity tests at 6th and 24th h on human lymphocyte cell culture. The cytotoxicity increased when cells were treated with 10, 25 and 50 μg/mL concentrations of BA (p < 0.05). Moreover, treatment of the cells with the same concentrations significantly decreased the cell number at the 6th and 24th hours (p < 0.05). TUNEL assay results also show that the concentration of BA at 10, 25 and 50 μg/mL caused DNA damage significantly (p < 0.05). According to our results, the toxic and genotoxic effects of BA have to be further evaluated before using in cosmetic and food products.

  16. Synthesis of benzaldehyde 1,2-propanediol acetal catalyzed by SO42-/TiO2 - MoO3 -La2O3 solid superacid%Synthesis of benzaldehyde 1,2-propanediol acetal catalyzed by SO42-/TiO2-MoO3-La2O3 solid superacid

    Institute of Scientific and Technical Information of China (English)

    2007-01-01

    Benzaldehyde 1,2 -propanediol acetal was synthesized from benzaldehyde and 1,2 -propanediol in the presence of SO42-/TiO2 - MoO3 - La2O3. The factors influencing the synthesis were discussed and the best conditions were found out. The optimum conditions are: molar ratio of benzaldehyde to 1,2 - propanediol is 1: 1.8, the quantity of catalyst is equal to 1.0% feed stock, and the reaction time is 1.0 h. SO42-/TiO2 -MoO3 -La2O3 is an excellent catalyst for synthesizing benzaldehyde 1,2 - propanediol acetal and its yield can reach over 77.2%.

  17. 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.

  18. 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.

  19. 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.

  20. 4-{Phenyl[4-(6-phenyl-2,2′-bipyridin-4-ylphenyl]amino}benzaldehyde

    Directory of Open Access Journals (Sweden)

    Yu-yang Zhang

    2014-08-01

    Full Text Available The title molecule, C35H25N3O, is a triphenylamine derivative with the 4-position substituted by an aldehyde group, and the 4′-position substituted by a 6-phenyl-2,2′-bipyridine group. The whole molecule is non-planar and the dihedral angle between the core benzene and pyridine rings is 36.96 (5°. The dihedral angle between the phenyl and benzaldehyde groups bonded to the amine N atom is 70.86 (5°.

  1. Toluene oxidization to benzaldehyde in subcritical water%近临界水中甲苯氧化生成苯甲醛

    Institute of Scientific and Technical Information of China (English)

    朱宪; 王倩

    2006-01-01

    Effects of reaction parameter on yield of benzaldehyde produced from toluene oxidization using hydrogen peroxide in subcriti cal water are investigated. The experimental results show that if the molar ratio of hydrogen peroxide to toluene is controlled within a reasonable range, the by-products may be neglected. The optimum technology of toluene oxidization to benzaldehyde is reaction time 60 min,reaction temperature 350 ℃, molar ratio of hydrogen peroxide to toluene 3.5. The yield of benzaldehyde can reach 17.2% under the optimum condition. Research results of chemical reaction kinetics show that the consecutive reaction consists of two first-order reaction, and activation energy of these two reactions are 89 kJ· mol-1 and 76 kJ· mol-1 respectively.

  2. Rapid and sensitive determination of benzaldehyde arising from benzyl alcohol used as preservative in an injectable formulation solution using dispersive liquid-liquid microextraction followed by gas chromatography.

    Science.gov (United States)

    Mashayekhi, Hossein Ali; Rezaee, Mohammad; Garmaroudi, Shirin Sadeghi; Montazeri, Naser; Ahmadi, Seyed Javad

    2011-01-01

    A rapid and sensitive method has been developed for the determination of benzaldehyde, a toxic oxidation product of the widely used preservative and co-solvent benzyl alcohol in injectable formulations of non-steroidal anti-inflammatory drugs, diclofenac, vitamin B-complex and Voltaren injection solutions by using dispersive liquid-liquid microextraction followed by gas chromatography. This method involves the use of an appropriate mixture of extraction solvent (43.0 µL 1,2-dichloroethane) and disperser solvent (1.0 mL acetonitrile) for the formation of a cloudy solution in a 5.0-mL aqueous sample containing benzaldehyde. The linear range was 1.0-1000 µg L(-1), and the limit of detection was 0.2 µg L(-1) for benzaldehyde.

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

    Science.gov (United States)

    Badalyan, Artavazd; Dierich, Marlen; Stiba, Konstanze; Schwuchow, Viola; Leimkühler, Silke; Wollenberger, Ulla

    2014-12-01

    Biosensors for the detection of benzaldehyde and γ-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.

  4. 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.

  5. Polymer characterization and optimization of conditions for the enhanced bioproduction of benzaldehyde by Pichia pastoris in a two-phase partitioning bioreactor.

    Science.gov (United States)

    Craig, Tom; Daugulis, Andrew J

    2013-04-01

    Benzaldehyde, with its apricot and almond-like aroma, is the second most abundantly used molecule in the flavor industry, and is most commonly produced via chemical routes, such as by the oxidation of toluene. Biologically produced benzaldehyde, whether by extraction of plant material or via microbial biotransformation, commands a substantial price advantage, and greater consumer acceptance. Methylotrophic yeast, such as Pichia pastoris, contain the enzyme alcohol oxidase (AOX), which, in the presence of alcohols other than methanol, are able to yield aldehydes as dead-end products, for example, benzaldehyde from benzyl alcohol. In this work, we have determined that benzaldehyde, and not benzyl alcohol, is inhibitory to the transformation reaction by P. pastoris, prompting the development of a selection strategy for identifying sequestering polymers for use in a partitioning bioreactor that was based on the ratio of partition coefficients (PCs) for the two target molecules. Additionally, we have now confirmed for the first time, that the mechanism of solute uptake by amorphous polymers is via absorption, not adsorption. Finally, we have adopted a common strategy used for the production of heterologous proteins by P. pastoris, namely the use of a mixed methanol/glycerol feed for inducing the required AOX enzyme, while reducing the time required for high density biomass generation. All of these components were combined in a final experiment in which 10% of the polymer Kraton D1102K, whose PC ratio of benzaldehyde to benzyl alcohol was 14.9, was used to detoxify the biotransformation in a 5 L partitioning bioreactor, resulting in a 3.4-fold increase in benzaldehyde produced (14.4 g vs. 4.2 g) relative to single phase operation, at more than double the volumetric productivity (97 mg L(-1) h(-1) vs. 41 mg L(-1) h(-1) ).

  6. 氨基磺酸催化合成苯甲醛乙二醇缩醛%Synthesis of Benzaldehyde Ethylene Glycol Acetal with Aminosulfonic Acid as Catalyst

    Institute of Scientific and Technical Information of China (English)

    王俏; 张玉琦; 魏清勃

    2013-01-01

    The benzaldehyde ethylene glycol acetal was synthesized from benzaldehyde and ethylene glycol in the presence of aminosulfonic acid which was used as catalyst.The effects of molar ratio of benzaldehyde to ethylene glycol,reaction time,amount of catalyst and water carrying agent,etc.on the yield of benzaldehyde ethylene glycol acetal were investigated.The best reaction conditions were found as follows:n(benzaldehyde):n (ethylene glycol)=1:1.5,the mass ratio of aminosulfonic acid was 1.5% of total reactants,the water carrying agent was 16mL (2.18% of total reactants) and the reaction time was 1.5h.Under these conditions,the yield of benzaldehyde ethylene glycol acetal could reach 83.73%.%以氨基磺酸为催化剂合成了苯甲醛乙二醇缩醛,考察了醛醇摩尔比,反应时间,催化剂用量,带水剂用量等因素对苯甲醛乙二醇缩醛收率的影响.结果表明:最适宜的工艺条件是:n(苯甲醛):n(乙二醇)=1:1.5,催化剂用量占反应物总质量的1.5%,带水剂环己烷用量为16mL(占反应物总质量的2.18%),反应时间1.5h,上述条件下,苯甲醛乙二醇缩醛收率可达到83.73%.

  7. Effects of HCl and HNO3 on the oxidation of toluene to benzaldehyde by H2O2 over TS-1 modified with Al in aqueous phase

    Directory of Open Access Journals (Sweden)

    Paricha Pongjirawat

    2014-09-01

    Full Text Available This research studies effects of HCl and HNO3 in aqueous solution on the oxidation reaction between toluene and hydrogen peroxide to benzaldehyde over titanium silicalite-1 catalyst modified with Al. The reaction was carried out at reaction temperature 120°C in a pressurized autoclave reactor. The research found that the addition of HCl and HNO3 not only increases the concentration of toluene in the aqueous phase but also increases the formation of benzaldehyde as main product in the reaction.

  8. 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.

  9. 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

  10. 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.

  11. Enhanced sensitivity of self-assembled-monolayer-based SPR immunosensor for detection of benzaldehyde using a single-step multi-sandwich immunoassay.

    Science.gov (United States)

    Gobi, K Vengatajalabathy; Matsumoto, Kiyoshi; Toko, Kiyoshi; Ikezaki, Hidekazu; Miura, Norio

    2007-04-01

    This paper describes the fabrication and sensing characteristics of a self-assembled monolayer (SAM)-based surface plasmon resonance (SPR) immunosensor for detection of benzaldehyde (BZ). The functional sensing surface was fabricated by the immobilization of a benzaldehyde-ovalbumin conjugate (BZ-OVA) on Au-thiolate SAMs containing carboxyl end groups. Covalent binding of BZ-OVA on SAM was found to be dependent on the composition of the base SAM, and it is improved very much with the use of a mixed monolayer strategy. Based on SPR angle measurements, the functional sensor surface is established as a compact monolayer of BZ-OVA bound on the mixed SAM. The BZ-OVA-bound sensor surface undergoes immunoaffinity binding with anti-benzaldehyde antibody (BZ-Ab) selectively. An indirect inhibition immunoassay principle has been applied, in which analyte benzaldehyde solution was incubated with an optimal concentration of BZ-Ab for 5 min and injected over the sensor chip. Analyte benzaldehyde undergoes immunoreaction with BZ-Ab and makes it inactive for binding to BZ-OVA on the sensor chip. As a result, the SPR angle response decreases with an increase in the concentration of benzaldehyde. The fabricated immunosensor demonstrates a low detection limit (LDL) of 50 ppt (pg mL(-1)) with a response time of 5 min. Antibodies bound to the sensor chip during an immunoassay could be detached by a brief exposure to acidic pepsin. With this surface regeneration, reusability of the same sensor chip for as many as 30 determination cycles has been established. Sensitivity has been enhanced further with the application of an additional single-step multi-sandwich immunoassay step, in which the BZ-Ab bound to the sensor chip was treated with a mixture of biotin-labeled secondary antibody, streptavidin and biotin-bovine serum albumin (Bio-BSA) conjugate. With this approach, the SPR sensor signal increased by ca. 12 times and the low detection limit improved to 5 ppt with a total response

  12. Benzaldehyde Schiff bases regulation to the metabolism, hemolysis, and virulence genes expression in vitro and their structure-microbicidal activity relationship.

    Science.gov (United States)

    Xia, Lei; Xia, Yu-Fen; Huang, Li-Rong; Xiao, Xiao; Lou, Hua-Yong; Liu, Tang-Jingjun; Pan, Wei-Dong; Luo, Heng

    2015-06-01

    There is an urgent need to develop new antibacterial agents because of multidrug resistance by bacteria and fungi. Schiff bases (aldehyde or ketone-like compounds) exhibit intense antibacterial characteristics, and are therefore, promising candidates as antibacterial agents. To investigate the mechanism of action of newly designed benzaldehyde Schiff bases, a series of high-yielding benzaldehyde Schiff bases were synthesized, and their structures were determined by NMR and MS spectra data. The structure-microbicidal activity relationship of derivatives was investigated, and the antibacterial mechanisms were investigated by gene assays for the expression of functional genes in vitro using Escherichia coli, Staphylococcus aureus, and Bacillus subtilis. The active compounds were selective for certain active groups. The polar substitution of the R2 group of the amino acids in the Schiff bases, affected the antibacterial activity against E. coli and S. aureus; specific active group at the R3 or R4 groups of the acylhydrazone Schiff bases could improve their inhibitory activity against these three tested organisms. The antibacterial mechanism of the active benzaldehyde Schiff bases appeared to regulate the expression of metabolism-associated genes in E. coli, hemolysis-associated genes in B. subtilis, and key virulence genes in S. aureus. Some benzaldehyde Schiff bases were bactericidal to all the three strains and appeared to regulate gene expression associated with metabolism, hemolysis, and virulence, in vitro. The newly designed benzaldehyde Schiff bases possessed unique antibacterial activity and might be potentially useful for prophylactic or therapeutic intervention of bacterial infections.

  13. Crystal growth and characterization of a novel organic nonlinear optical material: semicarbazone of p-dimethylamino benzaldehyde

    Science.gov (United States)

    Dhanuskodi, Sivasubramanian; Manivannan, Sellaperumal

    2003-06-01

    The semicarbazone of p-dimethylamino benzaldehyde (SCPDB) is a potential organic nonlinear optical material. SCPDB has been synthesized and the solubility studies were carried out in the temperature range 30-60°C. Following the slow evaporation technique, single crystals of SCPDB have been grown and the unit cell parameters have been evaluated by single crystal x-ray diffraction technique. The UV-Vis-NIR transmittance spectrum was recorded in the range 200-1100nm. Fourier transform IR and Fourier transform Raman spectra were recorded in the range 400-4000 cm-1 and the characteristic vibrational frequencies of the functional groups present in the system have been assigned. Second Harmonic Generation efficiency measurements were carried out using Nd:YAG laser.

  14. 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.

  15. 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

  16. 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.

  17. Suitable combination of promoter and micellar catalyst for kilo fold rate acceleration on benzaldehyde to benzoic acid conversion in aqueous media at room temperature: a kinetic approach.

    Science.gov (United States)

    Ghosh, Aniruddha; Saha, Rumpa; Ghosh, Sumanta K; Mukherjee, Kakali; Saha, Bidyut

    2013-05-15

    The kinetics of oxidation of benzaldehyde by chromic acid in aqueous and aqueous surfactant (sodium dodecyl sulfate, SDS, alkyl phenyl polyethylene glycol, Triton X-100 and N-cetylpyridinium chloride, CPC) media have been investigated in the presence of promoter at 303 K. The pseudo-first-order rate constants (kobs) were determined from a logarithmic plot of absorbance as a function time. The rate constants were found to increase with introduction of heteroaromatic nitrogen base promoters such as Picolinic acid (PA), 2,2'-bipyridine (bipy) and 1,10-phenanthroline (phen). The product benzoic acid has been characterized by conventional melting point experiment, NMR, HRMS and FTIR spectral analysis. The mechanism of both unpromoted and promoted reaction path has been proposed for the reaction. In presence of the anionic surfactant SDS, cationic surfactant CPC and neutral surfactant TX-100 the reaction can undergo simultaneously in both aqueous and micellar phase with an enhanced rate of oxidation in the micellar phase. Both SDS and TX-100 produce normal micellar effect whereas CPC produce reverse micellar effect in the presence of benzaldehyde. The observed net enhancement of rate effects has been explained by considering the hydrophobic and electrostatic interaction between the surfactants and reactants. SDS and bipy combination is the suitable one for benzaldehyde oxidation.

  18. 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.

  19. The cytotoxicity of benzaldehyde nitrogen mustard-2-pyridine carboxylic acid hydrazone being involved in topoisomerase IIα inhibition.

    Science.gov (United States)

    Fu, Yun; Zhou, Sufeng; Liu, Youxun; Yang, Yingli; Sun, Xingzhi; Li, Changzheng

    2014-01-01

    The antitumor property of iron chelators and aromatic nitrogen mustard derivatives has been well documented. Combination of the two pharmacophores in one molecule in drug designation is worth to be explored. We reported previously the syntheses and preliminary cytotoxicity evaluation of benzaldehyde nitrogen mustard pyridine carboxyl acid hydrazones (BNMPH) as extended study, more tumor cell lines (IC50 for HepG2: 26.1 ± 3.5 μM, HCT-116: 57.5 ± 5.3 μM, K562: 48.2 ± 4.0 μM, and PC-12: 19.4 ± 2.2 μM) were used to investigate its cytotoxicity and potential mechanism. In vitro experimental data showed that the BNMPH chelating Fe(2+) caused a large number of ROS formations which led to DNA cleavage, and this was further supported by comet assay, implying that ROS might be involved in the cytotoxicity of BNMPH. The ROS induced changes of apoptosis related genes, but the TFR1 and NDRG1 metastatic genes were not obviously regulated, prompting that BNMPH might not be able to deprive Fe(2+) of ribonucleotide reductase. The BNMPH induced S phase arrest was different from that of iron chelators (G1) and alkylating agents (G2). BNMPH also exhibited its inhibition of human topoisomerase IIα. Those revealed that the cytotoxic mechanism of the BNMPH could stem from both the topoisomerase II inhibition, ROS generation and DNA alkylation.

  20. 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.

  1. Growth and characterization of novel organic 3-Hydroxy Benzaldehyde-N-methyl 4 Stilbazolium Tosylate crystals for NLO applications

    Science.gov (United States)

    Jagannathan, K.; Umarani, P.; Ratchagar, V.; Ramesh, V.; Kalainathan, S.

    2016-01-01

    The 3-Hydroxy Benzaldehyde-N-methyl 4-Stilbazolium Tosylate (3- HBST) is a new organic NLO crystal and it is a new derivative in stilbazolium tosylate family. In this work we have synthesized 3-HBST and the single crystal was grown by conventional slow cooling method. The structure and lattice parameters of the grown crystal were determined by the single crystal X-ray diffraction (XRD) technique and it is exhibiting good crystalline nature which is observed from the powder XRD. In order to check the crystalline quality the rocking curve was recorded using multi crystal X-ray diffractometer. The functional groups were identified from both FTIR and NMR spectral analyses. The π-π* and n-π* optical transition energy levels were estimated from the absorption peaks. The NLO property was confirmed by measuring relative SHG efficiency by Kurtz powder test; it shows 24 times higher SHG efficiency than that of urea. In order to test the mechanical stability the Vickers and Knoop micro hardness measurement were carried out and found that the micro hardness number decreases with increasing load. The melting point was determined from Differential Scanning Colorimetry (DSC).

  2. 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.

  3. 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.

  4. Influence of basic properties of Mg,Al-mixed oxides on their catalytic activity in knoevenagel condensation between benzaldehyde and phenylsulfonylacetonitrile

    Directory of Open Access Journals (Sweden)

    Caridad Noda Pérez

    2009-01-01

    Full Text Available The catalytic performance of Mg,Al-mixed oxides (MO20, MO25 and MO33 derived from hydrotalcites was evaluated in the Knoevenagel reaction between benzaldehyde and phenylsulfonylacetonitrile at 373 and 383 K. The best results were obtained for the sample MO20 that presented the highest basic sites density and external area and the smallest crystallite sizes. The relative amount of basic sites with weak to intermediate strength also played an important role on catalytic performance. By increasing the catalyst content from 1 to 5 wt.% at 383 K, a complete conversion of the reactants is attained, producing α-phenylsulfonylcinnamonitrile with a selectivity of 100%.

  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. Pestalols A-E, new alkenyl phenol and benzaldehyde derivatives from endophytic fungus Pestalotiopsis sp. AcBC2 isolated from the Chinese mangrove plant Aegiceras corniculatum.

    Science.gov (United States)

    Sun, Jian-Fan; Lin, Xiuping; Zhou, Xue-Feng; Wan, Junting; Zhang, Tianyu; Yang, Bin; Yang, Xian-Wen; Tu, Zhengchao; Liu, Yonghong

    2014-06-01

    Five alkenyl phenol and benzaldehyde derivatives, pestalols A-E (1-5), as well as seven known compounds (6-12), were isolated from endophytic fungus Pestalotiopsis sp. AcBC2 derived from the Chinese mangrove plant Aegiceras corniculatum. Their structures were determined by spectroscopic analyses. Compounds 2 and 3 showed cytotoxicity against a panel of 10 tumor cell lines. Compounds 1-5, 8, 9, 11, and 12 showed inhibitory activities against Influenza A virus subtype (H3N2) and Swine Flu (H1N1) viruses. Compound 2 also showed inhibitory activity against tuberculosis.

  7. Effect of manganese and potassium addition on CeO2-Al2O3 catalyst for hydrogenation of benzoic acid to benzaldehyde

    Institute of Scientific and Technical Information of China (English)

    CHENG; Dangguo; HOU; Chunyang; CHEN; Fengqiu; ZHAN; Xiaol

    2009-01-01

    A series of Mn/CeO2-Al2O3 and K/CeO2-Al2O3 catalysts for hydrogenation of benzoic acid to benzaldehyde were prepared to in-vestigate the effect of Mn, K addition on CeO2-Al2O3 catalyst. X-ray diffraction (XRD) and H2-temperature-programmed reduction (H2-TPR) results suggested that the interaction between CeO2 and MnOx enhanced the reducibility of catalysts and therefore benzoic acid conversion.The addition of K increased the number of basic number on the catalyst which leads to a high selectivity to benzaldehyde, but excessive addition imposed negative effects on the catalyst performance. A Mn-K/CeO2Al2O3 catalyst was developed and investigated in the reaction. The simul-taneous addition of Mn and K enhanced not only the catalytic activity but also the capacity to resist the coke formation over catalyst.

  8. [Application of gas chromatography-high resolution quadrupole time of flight mass spectrometry to the analysis of benzaldehyde, benzyl alcohol acetophenone and phenylacetaldehyde in complex aromatic samples].

    Science.gov (United States)

    Liu, Junyan; Cao, Zhe; Li, Jiwen; Wang, Zheming; Wang, Chuan; Gu, Songyuan

    2015-02-01

    The study focuses on the quantitative analytical characterization of benzaldehyde, benzyl alcohol, acetophenone and phenylacetaldehyde in complex aromatic samples by gas chromatography-high resolution quadrupole time of flight mass spectrometry (GC-QTOF MS). The four compounds in real sample were accurately qualified and quantified through a comprehensive analysis of the GC retention times and the accurate masses of the ion fragments obtained by the high resolution MS. The new method therefore effectively avoids the interference of the real sample substrate, which reduces the accuracy of the analysis results. The peak area of the characteristic ion fragment for each compound was used for quantitation calculation. The MS signal responses of the four compounds showed good linear relationships with the corresponding mass concentrations and the linear regression coefficients were greater than 0. 99. The method recoveries were 87. 97% - 103.01%. The limits of detection (LODs) were 0. 01, 0. 03, 0. 02 and 0. 01 mg/L for benzaldehyde, benzyl alcohol, acetophenone and phenylacetaldehyde respectively. The contents of the four compounds in three real samples were analyzed. The study provided a new strategy for oxygenate analysis in complex aromatic samples using GC-QTOF MS. By measuring the accurate masses, the new method reduces the reliance on chromatographic separation ability and makes up the shortcomings of the traditional GC-MS methods.

  9. 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

  10. 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.

  11. 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)

  12. OZONE REACTION WITH N-ALDEHYDES (N=4-10), BENZALDEHYDE, ETHANOL, ISOPROPANOL, AND N-PROPANOL ADSORBED ON A DUAL-BED GRAPHITIZED CARBON/CARBON MOLECULAR SIEVE ADSORBENT CARTRIDGE

    Science.gov (United States)

    Ozone reacts with n-aldehydes (n = 4 - 10), benzaldehyde, ethanol, isopropanol, and n-propanol adsorbed on a dual-bed graphitized carbon/carbon molecular sieve adsorbent cartridge. Destruction of n-aldehydes increases with n number and with ozone concentration. In some samp...

  13. 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.

  14. 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

  15. A closed concept of extractive whole cell microbial transformation of benzaldehyde into L-phenylacetylcarbinol by Saccharomyces cerevisiae in novel polyethylene-glycol-induced cloud-point system.

    Science.gov (United States)

    Wang, Zhilong; Liang, Rui; Xu, Jian-He; Liu, Yubo; Qi, Hanshi

    2010-03-01

    Extractive microbial transformation of benzaldehyde into L-phenylacetylcarbinol (L-PAC) by Saccharomyces cerevisiae (Baker's yeast) has been carried out in a novel polyethylene-glycol-induced cloud-point system (PEG-CPS). The extractive microbial transformation in the PEG-CPS and a downstream process for stripping of the product from the microbial transformation broth with microemulsion extraction are demonstrated. The results indicate that the PEG-CPS maintains the advantage of CPS for in situ extraction of polar product in the microbial transformation. At the same time, the utilization of hydrophilic nonionic surfactant in the PEG-CPS is favorable for stripping of product from the nonionic surfactant in the microbial transformation broth by Winsor I microemulsion extraction. Thus, a closed concept of in situ extraction of polar product in microbial transformation and its downstream process of product recovery are fulfilled at the same time.

  16. 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.

  17. A Helical Polyphenylacetylene Having Amino Alcohol Moieties Without Chiral Side Groups as a Chiral Ligand for the Asymmetric Addition of Diethylzinc to Benzaldehyde.

    Science.gov (United States)

    Liu, Lijia; Long, Qing; Aoki, Toshiki; Zhang, Geng; Kaneko, Takashi; Teraguchi, Masahiro; Zhang, Chunhong; Wang, Yudan

    2015-08-01

    One-handed helical polyphenylacetylenes having achiral amino alcohol moieties, but no chiral side groups, were synthesized by the helix-sense-selective copolymerization of an achiral phenylacetylene having an amino alcohol side group with a phenylacetylene having two hydroxyl groups. Since the resulting helical copolymers were successfully utilized as chiral ligands for the enantioselective alkylation of benzaldehyde with diethylzinc, we can conclude that the main-chain chirality based on the one-handed helical conformation is useful for the chiral catalysis of an asymmetric reaction for the first time. The enantioselectivities of the reaction were controlled by the optical purities of the helical polymer ligands. In addition, the polymer ligands could be easily recovered by precipitation after the reaction.

  18. 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

  19. Structural, spectral, electrochemistry, thermal properties and theoretical studies on 4-[N, N-di(4-tolyl)amino] benzaldehyde-2-chloro benzoylhydrazone

    Science.gov (United States)

    Lizeng, Liu; Wei, Li; Xianfang, Meng; Dongzhi, Liu; Gongfeng, Xu; Zhengchen, Bai

    2014-11-01

    The title compound 4-[N, N-di(4-tolyl)amino] benzaldehyde-2-chloro benzoylhydrazone (C28H24ClN3O, Mr = 453.96) was synthesized by the reaction of 4-[N, N-di(4-tolyl)amino] benzaldehyde with 2-chlorobenzohydrazide, and its structure was characterized by IR, 1H NMR, 13H NMR, high-resolution mass spectrometry and single-crystal X-ray diffraction. The crystal belongs to Monoclinic, space group P2(1)/n with a = 12.626(3), b = 12.609(3), c = 15.837(3) Å, β = 90.00(3)°, Z = 5, V = 2512.5(9) Å3, Mr = 453.95, Dc = 1.280 g/cm3, μ = 0.183 mm-1, F(0 0 0) = 1024, R = 0.0432 and wR = 0.1087. X-ray analysis revealed that one of the benzene ring and acylhydrazone were essentially planar, the 2-chloro benzene ring and amide were non-planar, the torsion angles C(1)sbnd C(6)sbnd C(7)sbnd O(1) and C(5)sbnd C(6)sbnd C(7)sbnd O(1) are 61.4(5)° and -114.4(4)°. The thermal stability studies indicate that the title compound is stable up to 341.1 °C. The spectral, electrochemistry properties and theoretical studies show that the title compound is a good candidate for the charge-transporting materials.

  20. 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.

  1. 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)

  2. 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%.

  3. 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).

  4. 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.

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

    Science.gov (United States)

    Chen, Zhixin; Xu, Jingjing; Ren, Zhuyun; He, Yunhui; Xiao, Guangcan

    2013-09-01

    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.

  6. Ab-initio and DFT calculations on molecular structure, NBO, HOMO-LUMO study and a new vibrational analysis of 4-(Dimethylamino) Benzaldehyde

    Science.gov (United States)

    Rocha, Mariana; Di Santo, Alejandro; Arias, Juan Marcelo; Gil, Diego M.; Altabef, Aída Ben

    2015-02-01

    The experimental and theoretical study on the molecular structure and a new vibrational analysis of 4-(Dimethylamino) Benzaldehyde (DMABA) is presented. The IR and Raman spectra were recorded in solid state. Optimized geometry, vibrational frequencies and various thermodynamic parameters of the title compound were calculated using DFT methods and are in agreement with the experimental values. A detailed interpretation of the IR and Raman spectra of the title compound were reported. The stability of the molecule arising from hyper-conjugative interactions and charge delocalization has been analyzed using NBO analysis and AIM approach. The HOMO and LUMO analysis were used to determine the charge transfer within the molecule and some molecular properties such as ionization potential, electron affinity, electronegativity, chemical potential, hardness, softness and global electrophilicity index. The TD-DFT approach was applied to assign the electronic transitions observed in the UV-visible spectrum measured experimentally. Molecular electrostatic potential map was performed by the DFT method. According to DSC measurements, the substance presents a melting point of 72.34 °C and decomposes at temperatures higher than 193 °C.

  7. Synthesis, spectroscopic investigations and computational study of 4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde

    Science.gov (United States)

    Kanaani, A.; Ajloo, D.; Kiyani, H.; Farahani, M.

    2014-04-01

    The molecular structure, vibrational frequencies, corresponding vibrational assignments of 4-((9,10-dioxo-9,10-dihydroanthracen-1-yl)oxy)benzaldehyde in “trans” and “ana” forms have been investigated by UV-Vis, FT-IR and NMR spectroscopy as well as density functional theory (DFT) B3LYP method with 6-311++G(d,p) basis set. The vibrational analysis of the two forms of cited compound was performed by means of infrared absorption spectroscopy in combination with theoretical simulations. The obtained geometrical parameters and wavenumbers of vibrational normal modes from the DFT method were in good consistency with the experimental values. The 1H and 13C nuclear magnetic resonance (NMR) chemical shifts of the molecule were calculated by GIAO method. Computed molecular orbital and time dependent DFT oscillator renderings agree closely with experimental observations. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. In order to predict the reactive sites, a molecular electrostatic potential map (MEP) for the title compound was obtained. Transition structures were calculated by QST3 and IRC methods which yielded the potential energy surface and activation energy.

  8. 2,4-dihydroxy benzaldehyde derived Schiff bases as small molecule Hsp90 inhibitors: rational identification of a new anticancer lead.

    Science.gov (United States)

    Dutta Gupta, Sayan; Revathi, B; Mazaira, Gisela I; Galigniana, Mario D; Subrahmanyam, C V S; Gowrishankar, N L; Raghavendra, N M

    2015-04-01

    Hsp90 is a molecular chaperone that heals diverse array of biomolecules ranging from multiple oncogenic proteins to the ones responsible for development of resistance to chemotherapeutic agents. Moreover they are over-expressed in cancer cells as a complex with co-chaperones and under-expressed in normal cells as a single free entity. Hence inhibitors of Hsp90 will be more effective and selective in destroying cancer cells with minimum chances of acquiring resistance to them. In continuation of our goal to rationally develop effective small molecule azomethines against Hsp90, we designed few more compounds belonging to the class of 2,4-dihydroxy benzaldehyde derived imines (1-13) with our validated docking protocol. The molecules exhibiting good docking score were synthesized and their structures were confirmed by IR, (1)H NMR and mass spectral analysis. Subsequently, they were evaluated for their potential to suppress Hsp90 ATPase activity by Malachite green assay. The antiproliferative effect of the molecules were examined on PC3 prostate cancer cell lines by adopting 3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay methodology. Finally, schiff base 13 emerged as the lead molecule for future design and development of Hsp90 inhibitors as anticancer agents.

  9. Ab-initio and DFT calculations on molecular structure, NBO, HOMO-LUMO study and a new vibrational analysis of 4-(Dimethylamino) Benzaldehyde.

    Science.gov (United States)

    Rocha, Mariana; Di Santo, Alejandro; Arias, Juan Marcelo; Gil, Diego M; Ben Altabef, Aída

    2015-02-01

    The experimental and theoretical study on the molecular structure and a new vibrational analysis of 4-(Dimethylamino) Benzaldehyde (DMABA) is presented. The IR and Raman spectra were recorded in solid state. Optimized geometry, vibrational frequencies and various thermodynamic parameters of the title compound were calculated using DFT methods and are in agreement with the experimental values. A detailed interpretation of the IR and Raman spectra of the title compound were reported. The stability of the molecule arising from hyper-conjugative interactions and charge delocalization has been analyzed using NBO analysis and AIM approach. The HOMO and LUMO analysis were used to determine the charge transfer within the molecule and some molecular properties such as ionization potential, electron affinity, electronegativity, chemical potential, hardness, softness and global electrophilicity index. The TD-DFT approach was applied to assign the electronic transitions observed in the UV-visible spectrum measured experimentally. Molecular electrostatic potential map was performed by the DFT method. According to DSC measurements, the substance presents a melting point of 72.34°C and decomposes at temperatures higher than 193°C.

  10. Co-ETS-10 and Co-AM-6 as active catalysts for the oxidation of styrene to styrene oxide and benzaldehyde using molecular oxygen

    Institute of Scientific and Technical Information of China (English)

    Shuvo Jit Datta; Kyung Byung Yoon

    2015-01-01

    Pristine ETS-10 and AM-6 and their Co2+-exchanged forms were prepared, and their catalytic activi-ties toward the oxidation of styrene in oxygen atmosphere were studied in dimethylformamide. The catalysts were denoted as Co-E10-n (n=0, 9, 26, 68, 81) and Co-A6-m (m=0, 8, 23, 63, 79), where n and m denote the degree of Co2+exchange. The products of the oxidation process were identified as styrene epoxide (E) and benzaldehyde (B). Both the pristine forms, ETS-10 (Co-E10-0) and AM-6 (Co-A6-0), and Co2+-exchanged forms displayed catalytic activities. With increasing n or m, the con-version, and hence the rate, increased. Specifically, the rates varied from 6.1 to 12.5 mmol·g−1·h−1 with increasing n (Co-E10-n catalysts) and from 5.4 to 12.4 mmol·g−1·h−1 with increasing m (Co-A6-m catalysts). In contrast, the E/B ratio decreased with increasing n or m. More specifically, the E/B ratio decreased from 2.1 to 0.1 with increasing n from 0 to 81 (Co-E10-n catalysts) and from 1.3 to 0.1 with increasing m from 0 to 79 (Co-A6-m catalysts). Co-E10-9 displayed the highest E yield and Co-A6-79 generated the highest B yield. The highest turnover frequency obtained was 36.3 Co−1·h−1, which was the highest one obtained among those obtained for the Co2+-exchanged zeolites and mesoporous silica reference materials studied in this work.

  11. Application of the extended real associated solution (ERAS) theory to excess molar enthalpies of benzaldehyde + 1-alkanols (C{sub 1} to C{sub 5}) at T = 298.15 K

    Energy Technology Data Exchange (ETDEWEB)

    Iloukhani, H., E-mail: iloukhani@basu.ac.ir [Department of Physical Chemistry, Faculty of Chemistry, University of Bu-Ali Sina, Hamedan 65174 (Iran, Islamic Republic of); Fattahi, M. [Department of Physical Chemistry, Faculty of Chemistry, University of Bu-Ali Sina, Hamedan 65174 (Iran, Islamic Republic of)

    2011-11-15

    Highlights: > Enthalpy of binary mixtures of {l_brace}benzaldehyde + 1-alkanols{r_brace} (C{sub 1} to C{sub 5}) determined. > Excess molar enthalpy, partial molar enthalpy, and intermolecular interaction functions were calculated. > Excess molar enthalpy was correlated as a function of mole fraction by using the Redlich-Kister equation. > The experimental results have been used to test the applicability of the ERAS-model, Wilson and NRTL equations. - Abstract: This paper reports excess molar enthalpies, H{sub m}{sup E}, for the binary mixtures of {l_brace}1-alkanols (2), namely, {l_brace}methanol, ethanol, 1-propanol, 1-butanol, and 1-pentanol{r_brace} with benzaldehyde (1){r_brace} at T = 298.15 K at ambient pressure over a whole range of mole fraction. The sign of H{sub m}{sup E} for all systems are positive and the magnitude of H{sub m}{sup E} values with increasing of chain length, increase. The Redlich-Kister polynomial equation was used to correlate H{sub m}{sup E}. The excess partial molar enthalpies of benzaldehyde, H{sub m,1}{sup E}, excess partial molar enthalpies of 1-alkanols (C{sub 1} to C{sub 5}), H{sub m,2}{sup E}, and excess partial molar enthalpies at infinite dilution, H{sub m,i}{sup E,0}, are calculated according to experimental excess molar enthalpies and Redlich-Kister polynomial equation. The extracted date were used to evaluated the so-called intermolecular interaction functions {partial_derivative}H{sub m,i}{sup E}/{partial_derivative}x{sub i} and {partial_derivative}H{sub m,i}{sup E}/{partial_derivative}x{sub j} in terms of enthalpy. The ERAS, Wilson and NRTL models have been applied for describing the H{sub m}{sup E}.

  12. 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.

  13. 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

  14. Determination of human serum semicarbazide-sensitive amine oxidase activity via flow injection analysis with fluorescence detection after online derivatization of the enzymatically produced benzaldehyde with 1,2-diaminoanthraquinone.

    Science.gov (United States)

    El-Maghrabey, Mahmoud H; Kishikawa, Naoya; Ohyama, Kaname; Imazato, Takahiro; Ueki, Yukitaka; Kuroda, Naotaka

    2015-06-30

    A fast, simple, and sensitive flow injection analysis method was developed for the measurement of semicarbazide-sensitive amine oxidase (SSAO) activity in human serum. Benzaldehyde, generated by the action of SSAO after incubation of serum with benzylamine, was derivatized with a novel aromatic aldehyde-specific reagent (1,2-diaminoanthraquinone) and the fluorescent product was measured by fluorescence detection at excitation and emission wavelengths of 390 and 570nm, respectively. Serum SSAO activity was defined as benzaldehyde (nmol) formed per milliliter serum per hour. The method was linear over SSAO activity of 0.2-150.0nmolmL(-1)h(-1) with a detection limit of 0.06nmolmL(-1)h(-1). The %RSD of intra-day and inter-day precision did not exceed 9.4% and the accuracy ranged from -6.5 to -0.6%. The method was applied for the determination of the serum SSAO activity in healthy controls (C, n=24) and diabetes mellitus patients (DM, n=18). It was demonstrated that the activity (mean±SE) of SSAO in diabetics sera was significantly higher than that in healthy subjects' ones (DM; 73.3±1.8nmolmL(-1)h(-1)vs C; 58.9±2.2nmolmL(-1)h(-1), P<0.01).

  15. Synthesis, spectral and antimicrobial activity of Zn(II) complexes with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde/2-hydroxyacetophenone/indoline-2,3-dione

    Science.gov (United States)

    Singh, Ajay K.; Pandey, O. P.; Sengupta, S. K.

    2013-09-01

    Zn(II) complexes have been synthesized by reacting zinc acetate with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/benzaldehyde/indoline-2,3-dione. All these complexes are soluble in DMF and DMSO; low molar conductance values indicate that they are non electrolytes. Elemental analyses suggest that the complexes have 1:2 metal to ligands stoichiometry of the types [ZnL2(H2O)2](L = monoanionic Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/indoline-2,3-dione) [ZnL2‧(OOCCH3)2(H2O)2](L‧ = neutral Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde), and they were characterized by IR, 1H NMR, and 13C NMR. Particle sizes of synthesized compounds were measured with dynamic light scattering (DLS) analyser which indicates that particle diameter are of the range ca. 100-200 nm. All these Schiff bases and their complexes have also been screened for their antibacterial (Bacillus subtilis (B. subtilis), Escherichia coli (E. coli) and antifungal activities (Colletotrichum falcatum (C. falcatum), Aspergillus niger (A. niger), Fusarium oxysporium (F. oxysporium) Curvularia pallescence (C. pallescence). The antimicrobial activities have shown that upon complexation the activity increases.

  16. The DFT study on the reaction between benzaldehyde and 4-amine-4H-1,2,4-triazole and their derivatives as a source of stable hemiaminals and Schiff bases. Effect of substitution and solvation on the reaction mechanism.

    Science.gov (United States)

    Berski, Slawomir; Gordon, Agnieszka J; Ciunik, Leszek Zbigniew

    2015-03-01

    Reaction mechanism for the benzaldehyde (ald) and 4-amine-4H-1,2,4-triazole (4at) has been investigated at the DFT (B3LYP)/6-31+G(d) computational level. Three transition states (TS) have been identified. The TS1 corresponds to hydrogen transfer from the NH2 group to the C = O bond and nucleophillic attack of the carbon atom from the aldehyde group on the nitrogen atom from the NH2 group in 4at. The result of this reaction is the hemiaminal molecule. The TS2 characterises an internal rearrangement of the benzene and triazole rings in the hemiaminal molecule. The TS3 leads to breaking of the O-H bond, the elimination reaction of the H2O molecule, and formation of the C=N bond. The final product of this reaction is a Schiff base. In order to determine the most favorable conditions for hemiaminal formation, the influence of electronic structure modification on the energetic properties during the reaction of benzaldehyde and 4-amine-4H-1,2,4-triazole has been studied. Thirteen substituents: NH2, OH, OCH3, CH3, F, I, Cl, Br, COH, COOH, CF3, CN, NO2, with different Hammett's constant values (σ = -0.66-+0.78) have been considered. Finally, the reaction mechanism has been investigated in the presence of 1 to 5 water molecules.

  17. Synthesis, spectral and antimicrobial activity of Zn(II) complexes with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde/2-hydroxyacetophenone/indoline-2,3-dione.

    Science.gov (United States)

    Singh, Ajay K; Pandey, O P; Sengupta, S K

    2013-09-01

    Zn(II) complexes have been synthesized by reacting zinc acetate with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/benzaldehyde/indoline-2,3-dione. All these complexes are soluble in DMF and DMSO; low molar conductance values indicate that they are non electrolytes. Elemental analyses suggest that the complexes have 1:2 metal to ligands stoichiometry of the types [ZnL2(H2O)2](L=monoanionic Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/indoline-2,3-dione) [ZnL2(')(OOCCH3)2(H2O)2](L'=neutral Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde), and they were characterized by IR, (1)H NMR, and (13)C NMR. Particle sizes of synthesized compounds were measured with dynamic light scattering (DLS) analyser which indicates that particle diameter are of the range ca. 100-200nm. All these Schiff bases and their complexes have also been screened for their antibacterial (Bacillus subtilis (B. subtilis), Escherichia coli (E. coli) and antifungal activities (Colletotrichum falcatum (C. falcatum), Aspergillus niger (A. niger), Fusarium oxysporium (F. oxysporium) Curvularia pallescence (C. pallescence). The antimicrobial activities have shown that upon complexation the activity increases.

  18. 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.

  19. Selective photocatalytic oxidation of benzyl alcohol to benzaldehyde on WS2/WO3%WS2/WO3光催化选择性氧化苯甲醇制备苯甲醛

    Institute of Scientific and Technical Information of China (English)

    常志显; 张凌; 李德亮

    2012-01-01

    A series of WS2/WO3 were prepared by vulcanizing WO3 using H2S under high temperature. The resulting samples were characterized by X-ray diffraction and UV-Vis spectrometer. The selective photocatalytic oxidation behaviors of benzyl alcohol to benzaldehyde on received WS2/WO3 samples were studied. The effects of the factors, such as the content of WS2 in WS2/WO3 , reaction time, and solution's pH, on the conversion ratio of benzyl alcohol and the selectivity of forming benzaldehyde were discussed. Results indicated that, compared with WO3 and deeply vulcanized W()3 , a suitable vulcanizing degree could improve the catalysts' selective photocatalytic oxidation behaviors of benzyl alcohol to benzaldehyde significantly. Reaction time and solution's pH also played vital roles on the conversion and the selectivity.%采用H2S高温硫化WO3的方法制备了一系列WS2/WO3光催化剂,利用X射线粉末衍射仪、紫外可见光谱仪分析了产物的结构及光吸收性能,考察了WS2/WO3光催化剂光催化选择性氧化苯甲醇制备苯甲醛的性能,讨论了WS2的含量、反应时间、反应液pH对光催化选择性氧化反应过程的影响.结果表明:与WO3和经深度硫化的WO3相比,适当的硫化能显著改善催化剂对苯甲醇的选择性氧化行为,反应时间及pH对苯甲醇的转化率及生成苯甲醛的选择性均有重要影响.

  20. 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.

  1. 对甲基苯甲醛改性煤沥青的改性机理研究%STUDY ON MODIFITION MECHANISM OF THE MODIFIED COAL TAR PITCH WITH 4-METHYL BENZALDEHYDE

    Institute of Scientific and Technical Information of China (English)

    宋士华; 魏健宁; 马明亮

    2007-01-01

    以对甲基苯甲醛(4-methyl benzaldehyde,简称4-MB)为改性剂,在对甲苯磺酸(PTS)的作用下对煤沥青(Coal Tar Pitch)进行了改性研究.采用傅立叶红外光谱(FT-IR)和核磁共振氢谱(1H-NMR)对煤沥青改性机理进行分析;采用扫描电镜(SEM)观察改性后煤沥青的形貌;采用光学显微镜观察改性沥青热解产物的光学结构.实验结果表明,对甲基苯甲醛在酸性催化剂的催化作用下与煤沥青发生亲电取代反应.

  2. Computational studies of ion pairing. 8. Ion pairing of tetraalkylammonium ions to nitrosobenzene and benzaldehyde redox species. A general binding motif for the interaction of tetraalkylammonium ions with benzenoid species.

    Science.gov (United States)

    Fry, Albert J

    2013-06-01

    Very little data is available on the detailed structures of ion pairs in solution, since few general experimental methods are available for obtaining such information. For this reason, computational methods have emerged as the method of choice for determining the structures of organic ion pairs in solution. The present study examines the ion pairs between a series of tetraalkylammonium ions and several redox forms of nitrosobenzene and a series of substituted benzaldehydes. The structures, though previously unexpected, are chemically reasonable and fit into a previous pattern of ion pairing described in previous publications in this series. To date in these studies, a total of 73 ion pairs and related species have in fact been identified having exactly the same unusual orientation of the tetraalkylammonium component with respect to the donor species. The results are pertinent to topics of general current interest, including self-assembly, molecular recognition, and supramolecular assembly.

  3. 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.

  4. 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.

    Science.gov (United States)

    Kim, Kyoung-Su; Cui, Xiang; Lee, Dong-Sung; Ko, Wonmin; Sohn, Jae Hak; Yim, Joung Han; An, Ren-Bo; Kim, Youn-Chul; Oh, Hyuncheol

    2014-12-19

    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.

  5. The study of partial and excess molar volumes for binary mixtures of nitrobenzene and benzaldehyde with xylene isomers from T = (298.15 to 318.15 K and P = 0.087 MPa

    Directory of Open Access Journals (Sweden)

    Hamid R. Rafiee

    2016-09-01

    Full Text Available Based on density measurements, partial and excess molar volumes for binary mixtures of nitrobenzene and benzaldehyde with three isomers of xylene have been measured. The whole range of composition and temperatures from T = (298.15 to 318.15 K at ambient pressure 0.087 MPa, has been considered. The excess molar volumes were negative and decreased by increasing temperature for all mixtures which are explained based on intermolecular interactions. Excess molar volumes for solutions including nitrobenzene were absolutely larger than benzaldehyde binary mixtures. The partial and excess molar volumes for each component have been appraised and reported. The excess molar volumes have been successfully fitted to Redlich–Kister equation.

  6. 苯甲醛改性双氰胺环氧固化剂的研究%Researches of benzaldehyde-modified dicyandiamide as curing agent for epoxy resin

    Institute of Scientific and Technical Information of China (English)

    程秀莲; 郭小伟; 杨艳玲

    2015-01-01

    A novel curing agent, the benzaldehyde-modified was prepared. The optimal synthesis conditions and curing conditions were studied. The results showed that the better processing conditions were as follows:pH value was 3-4,the mole ratio of dicyandiamide to benzaldehyde was 1.5:1, the reaction temperature and time were 95℃and 2 h,respectively, and the yield of modified dicyandiamide was up to 65.67%. The curing process and properties were investigated by testing the paint membrane hardness. When the modified dicyandiamide was used as the epoxy resin curing agent, the ratio of modified dicyandiamide to epoxy resin was 1 to 10, the curing temperature and time were 130℃ and 8 h, the paint membrane hardness HV1 was 47.52 and this curing temperature was 30℃ lower than that for dicyandiamide alone(160℃).%用苯甲醛对双氰胺进行改性,制备了一种新型改性双氰胺固化剂。对合成条件进行了优化,并对其固化条件进行了研究。结果表明,苯甲醛改性双氰胺的较佳工艺条件为pH值3~4,苯甲醛与双氰胺物质的量比为1∶1.5,于95℃,反应2 h,收率65.67%。通过测试涂层硬度来考察固化工艺与性能。作为环氧树脂固化剂单独使用时,与环氧树脂的质量比为1∶10,固化温度为130℃固化8 h 涂膜硬度HV1=47.52。比双氰胺体系固化温度(160℃)降低了30℃。

  7. Electronic and vibrational spectra of protonated benzaldehyde-water clusters, [BZ-(H2O)n≤5]H+: Evidence for ground-state proton transfer to solvent for n ≥ 3

    Science.gov (United States)

    Dopfer, Otto; Patzer, Alexander; Chakraborty, Shamik; Alata, Ivan; Omidyan, Reza; Broquier, Michel; Dedonder, Claude; Jouvet, Christophe

    2014-03-01

    Vibrational and electronic photodissociation spectra of mass-selected protonated benzaldehyde-(water)n clusters, [BZ-(H2O)n]H+ with n ≤ 5, are analyzed by quantum chemical calculations to determine the protonation site in the ground electronic state (S0) and ππ* excited state (S1) as a function of microhydration. IR spectra of [BZ-(H2O)n]H+ with n ≤ 2 are consistent with BZH+-(H2O)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 (H2O)n solvent moiety, BZ-(H2O)nH+. Quantum chemical calculations at the B3LYP, MP2, and ri-CC2 levels support the conclusion of proton transfer from BZH+ to the solvent moiety in the S0 state for hydration sizes larger than the critical value nc = 3. The vibronic spectrum of the S1 ← S0 transition (ππ*) of the n = 1 cluster is consistent with a cis-BZH+-H2O structure in both electronic states. The large blueshift of the S1 origin by 2106 cm-1 upon hydration with a single H2O ligand indicates that the proton affinity of BZ is substantially increased upon S1 excitation, thus strongly destabilizing the hydrogen bond to the solvent. The adiabatic S1 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+-H2O geometry. The doubly hydrated species, cis-BZH+-(H2O)2, does not absorb in the spectral range of 23 000-27 400 cm-1, because of the additional large blueshift of the ππ* transition upon attachment of the second H2O molecule. Calculations predict roughly linear and large incremental blueshifts for the ππ* transition in [BZ-(H2O)n]H+ as a function of n. In the size range n ≥ 3, the calculations predict a proton transfer from the (H2O)nH+ solvent back to the BZ solute upon electronic ππ* excitation.

  8. Variation of transition-state structure as a function of the nucleotide in reactions catalyzed by dehydrogenases. 1. Liver alcohol dehydrogenase with benzyl alcohol and yeast aldehyde dehydrogenase with benzaldehyde.

    Science.gov (United States)

    Scharschmidt, M; Fisher, M A; Cleland, W W

    1984-11-01

    Primary intrinsic deuterium and 13C isotope effects have been determined for liver (LADH) and yeast (YADH) alcohol dehydrogenases with benzyl alcohol as substrate and for yeast aldehyde dehydrogenase (ALDH) with benzaldehyde as substrate. These values have also been determined for LADH as a function of changing nucleotide substrate. As the redox potential of the nucleotide changes from -0.320 V with NAD to -0.258 V with acetylpyridine-NAD, the product of primary and secondary deuterium isotope effects rises from 4 toward 6.5, while the primary 13C isotope effect drops from 1.025 to 1.012, suggesting a trend from a late transition state with NAD to one that is more symmetrical. The values of Dk (again the product of primary and secondary isotope effects) and 13k for YADH with NAD are 7 and 1.023, suggesting for this very slow reaction a more stretched, and thus symmetrical, transition state. With ALDH and NAD, the primary 13C isotope effect on the hydride transfer step lies in the range 1.3-1.6%, and the alpha-secondary deuterium isotope effect on the same step is at least 1.22, but 13C isotope effects on formation of the thiohemiacetal intermediate and on the addition of water to the thio ester intermediate are less than 1%. On the basis of the relatively large 13C isotope effects, we conclude that carbon motion is involved in the hydride transfer steps of dehydrogenase reactions.

  9. 甲苯液相催化氧化制苯甲醛绿色工艺研究进展%RECENT PROGRESSES IN LIQUID PHASE CATALYTIC OXIDATION OF TOLUENE TO BENZALDEHYDE

    Institute of Scientific and Technical Information of China (English)

    杨洋洋; 刘懿; 朱明乔

    2011-01-01

    针对近几年国内外甲苯液相催化氧化制苯甲醛绿色工艺的新进展进行了综述,介绍了甲苯的H2O2氧化工艺及甲苯分子氧氧化工艺,重点介绍了工艺所用催化剂如钴系、锰系和钒系催化剂,指出钴氧化物或锰分子筛负载的纳米金催化剂在甲苯液相催化氧化研究中有潜在的应用前景.%Green process for liquid phase catalytic oxidation of toluene to benzaldehyde has major advantages such as low cost, good operation safety, friendly environment, etc. The research progress in both H2O2 oxidation and molecular oxidation process of toluene was reviewed in the paper with the focus on the catalyst systems, such as cobalt catalysts, manganese catalysts, and vanadium catalysts. It is indicated that nano-gold catalysts supported on cobalt oxide or OMS-2 have potential application in the oxidation of toluene with molecular oxygen.

  10. 5-Bromo-2-hydroxy-4-methyl-benzaldehyde inhibited LPS-induced production of pro-inflammatory mediators through the inactivation of ERK, p38, and NF-κB pathways in RAW 264.7 macrophages.

    Science.gov (United States)

    Kim, Kil-Nam; Ko, Seok-Chun; Ye, Bo-Ram; Kim, Min-Sun; Kim, Junseong; Ko, Eun-Yi; Cho, Su-Hyeon; Kim, Daekyung; Heo, Soo-Jin; Jung, Won-Kyo

    2016-10-25

    The aim of the present study was to investigate the effects of 5-bromo-2-hydroxy-4-methyl-benzaldehyde (BHMB) on inflammatory responses to lipopolysaccharide (LPS) in RAW 264.7 cells and the associated mechanism of action. BHMB concentration-dependently suppressed protein and mRNA expressions of iNOS and COX-2, thereby inhibiting the production of NO and PGE2 in LPS-stimulated RAW 264.7 cells. BHMB also reduced the mRNA expression of TNF-α, IL-6, and IL-1β in LPS-stimulated RAW 264.7 cells. To elucidate the mechanism underlying the anti-inflammatory activity of BHMB, we investigated the effects of BHMB on the mitogen-activated protein kinase and nuclear factor-kappa B (NF-κB) pathways. BHMB suppressed the phosphorylation and degradation of IκB-α and markedly inhibited the nuclear translocation of p65 and p50 in LPS-stimulated RAW 264.7 cells. The compound also inhibited the LPS-stimulated phosphorylation of ERK and p38. Taken together, these results illustrated that BHMB suppresses pro-inflammatory mediator and cytokine expression in LPS-stimulated RAW 264.7 cells by inhibiting the phosphorylation of ERK and p38 and the activation of NF-κB.

  11. 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.

  12. 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.

  13. 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

  14. 苯甲醛、2-异丁腈与丙二酸二乙酯的三组分Passerini反应%Three components Passerini reactions of Benzaldehyde, 2 -Isobutyronitrile and Diethyl Malonate

    Institute of Scientific and Technical Information of China (English)

    陈懿; 谢兵; 高斌

    2012-01-01

    The paper explores three multieomponent Passerini reactions by using diethyl malonate instead of car- boxylic acid or alcohol. The significant applied value of compounds including double functional group diethyl malonate derivative from benzaldehyde, 2 - isobutyrenitrile and diethyl malonate was synthesized by one - pot in moderate yield by using H2SO4 as catalyst at microwave and heat under free - solvent. The optimized reaction condition follows the aspects: 2mL H2SO4 as catalyst; reaction temperature was 120 ℃, power rating for micrwave was 300 W and reaction time was 40 min.%探索用丙二酸二乙酯替代羧酸或醇进行三组分Passerini反应。在无溶剂条件下,用浓硫酸作为催化剂,苯甲醛、2-异丁腈和丙二酸二乙酯通过微波辅助和加热,一锅法进行三组分Passerini反应,以中等收率得到具有重要应用价值的双官能团化合物丙二酸二乙酯衍生物。该反应的最佳条件为:以浓硫酸为催化剂,催化剂用量为2mL,反应温度为120℃,微波功率为BOOW,反应时间为40min。

  15. A novel azo-aldehyde and its Ni(II) chelate; synthesis, characterization, crystal structure and computational studies of 2-hydroxy-5-{(E)-[4-(propan-2-yl)phenyl]diazenyl}benzaldehyde

    Science.gov (United States)

    Eren, Tuğba; Kose, Muhammet; Sayin, Koray; McKee, Vickie; Kurtoglu, Mukerrem

    2014-05-01

    A novel azo-salicylaldeyde, 2-hydroxy-5-{(E)-[4-(propan-2-yl)phenyl]diazenyl} benzaldehyde and its Ni(II) chelate were obtained and characterized by analytical and spectral techniques. Molecular structure of the azo chromophore containing azo-aldehyde was determined by single crystal X-ray crystallography. X-ray data show that the compound crystallizes in the orthorhombic, Pbca space group with unit cell parameters a = 11.2706(9), b = 8.3993(7), c = 28.667(2) Å, V = 2713.7(4) Å3 and Z = 8. There is a strong phenol-aldehyde (OH⋯O) hydrogen bond forming a S(6) hydrogen bonding motif in the structure. There is also a weaker inter-molecular phenol-aldeyhde (OH⋯O) hydrogen bonding resulting in a dimeric structure and generating a D22(4) hydrogen bonding motif. Hydrogen bonded dimers are linked by π-π interactions within the structure. The azo-aldehyde ligand behaved as bidentate, coordinating through the nitrogen atom of the azomethine group and or oxygen atom of phenolic hydroxyl group. Additionally, optimized structures of the three possible tautomers of the compound were obtained using B3LYP method with 6-311++G(d,p), 6-31G and 3-21G basis sets in the gas phase. B3LYP/6-311++G(d,p) level is found to be the best level for calculation. The electronic spectra of the compounds in the 200-800 nm range were obtained in three organic solvents.

  16. Synthesis of Cyclohexanone Ethylene Ketal and Benzaldehyde Ethylene Acetal by Chloroaluminate Ionic Liquid%氯铝酸型离子液体催化合成环己酮(苯甲醛)乙二醇缩酮(醛)

    Institute of Scientific and Technical Information of China (English)

    胡应喜; 张彧; 潘欣欣

    2015-01-01

    Cyclohexanone ethylene ketal and benzaldehyde ethylene acetal were synthesized with chloroalu-minate ionic liquid as catalyst.The effects of catalyst amount,molar ratio of cyclohexanone(benzaldehyde)to ethylene glycol,and water-carrying agent amount on the reaction were investigated.The optimum synthetic con-ditions were obtained as follows:catalyst amount was 1.0 g,the molar ratio of cyclohexanone(benzaldehyde)to ethylene glycol was 1∶1.8,water-carrying agent amount was 30 mL.The physical property and structure of the synthetic product were characterized by elemental analysis,FTIR,refractive index and 1 HNMR.%以氯铝酸型离子液体为催化剂合成了环己酮(苯甲醛)乙二醇缩酮(醛),考察了催化剂用量、酮(醛)醇物质的量比及带水剂用量对反应的影响。确定最优合成条件为:催化剂用量1.0 g、酮(醛)醇物质的量比1∶1.8、带水剂环己烷用量30 mL。通过元素分析、红外光谱、折光率和1 HNMR 对产品进行了物性和结构表征。

  17. 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.

  18. 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.

  19. 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.

  20. 2-[4-(2-Formylphenoxybutoxy]benzaldehyde

    Directory of Open Access Journals (Sweden)

    Aliakbar Dehno Khalaji

    2011-09-01

    Full Text Available In the crystal structure of the title compound, C18H18O4, the full molecule is generated by the application of an inversion centre. The molecule is essentially planar, with an r.m.s. deviation of 0.017 (1 Å for all non-H atoms. The molecules are linked through intermolecular C—H...O interactions to form a molecular sheet parallel to the (overline{1}02 plane.

  1. Spectroscopic studies and structure of 3-methoxy-2 -[(2,4,4,6,6-pentachloro-1,3,5,2{lambda}{sup 5},4{lambda}{sup 5},6{lambda}{sup 5}-triazatriphosphin-2-yl)oxy] benzaldehyde

    Energy Technology Data Exchange (ETDEWEB)

    Oezay, H.; Yildiz, M., E-mail: myildiz@comu.edu.tr [Canakkale Onsekiz Mart University, Department of Chemistry, Faculty of Science and Arts (Turkey); Uenver, H.; Durlu, T. N. [Ankara University, Department of Physics, Faculty of Science (Turkey)

    2013-01-15

    The compound called 3-methoxy-2- [(2,4,4,6,6-pentachloro-1,3,5,2{lambda}{sup 5},4{lambda}{sup 5},6{lambda}{sup 5}-triazatriphosphin-2-yl)oxy] benzaldehyde has been synthesized from the reaction of 2-hydroxy-3-methoxybenzaldehyde with hexachlorocyclotriphosphazene. It has been characterized by elemental analysis, MS, IR, {sup 1}H NMR, {sup 13}C NMR, {sup 31}P NMR and UV-visible spectroscopic techniques. The structure of the title compound has been determind by X-ray analysis. Crystals are orthorhombic, space group P2{sub 1}2{sub 1}2{sub 1}, Z = 4, a = 7.705(1), b = 12.624(1), c = 17.825(2) A, R{sub 1} = 0.0390 and wR{sub 2} = 0.1074 [I > 2{sigma}(I)], respectively.

  2. 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.

  3. Biocatalytic oxidation of benzyl alcohol to benzaldehyde via hydrogen transfer

    NARCIS (Netherlands)

    Orbegozo, Thomas; Lavandera, Iván; Fabian, Walter M.F.; Mautner, Barbara; Vries, Johannes G. de; Kroutil, Wolfgang

    2009-01-01

    Various types of biocatalysts like oxidases, alcohol dehydrogenases, and microbial cells were tested for the oxidation of benzyl alcohol. Oxidases in combination with molecular oxygen led to low conversion. Alcohol dehydrogenases and microbial cells were tested in a hydrogen transfer reaction employ

  4. 4-{2-[2-(4-Formylphenoxyethoxy]ethoxy}benzaldehyde

    Directory of Open Access Journals (Sweden)

    Zhen Ma

    2011-06-01

    Full Text Available The title compound, C18H18O5, was obtained by the reaction of 4-hydroxybenzaldehyde with bis(2,2-dichloroethyl ether in dimethylformamide. In the crystal, the molecule lies on a twofold rotation axis that passes through the central O atom of the aliphatic chain, thus leading to one half-molecule being present per asymmetric unit. The carbonyl, aryl and O—CH2—CH2 groups are almost coplanar, with an r.m.s. deviation of 0.030 Å. The aromatic rings are approximately perpendicular to each other, forming a dihedral angle of 78.31 sh;H...O hydrogen bonds and C—H...π interactions help to consolidate the three-dimensional network.

  5. 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.

  6. 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.

  7. 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).

  8. 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.

  9. 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).

  10. 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.

  11. 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...

  12. 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...

  13. 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].

  14. 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.

  15. 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.

  16. (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.

  17. 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...

  18. 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.

  19. (E-Benzaldehyde O-{[3-(pyridin-3-ylisoxazol-5-yl]methyl}oxime

    Directory of Open Access Journals (Sweden)

    Rodolfo Moreno-Fuquen

    2012-04-01

    Full Text Available The asymmetric unit of the title compound, C16H13N3O2, contains two independent molecules in which the pyridine and benzene rings form dihedral angles of 81.7 (2 and 79.8 (2°, indicating the twist in the molecules. In the crystal, weak C—H...N interactions link molecules into chains along [100].

  20. Oxidation of Benzaldehyde by Quinolinium Chloro Chromate in Presence of Ctab in Sulphuric Acid Medium

    Directory of Open Access Journals (Sweden)

    Kanchan Kumar Rai

    2013-12-01

    Full Text Available The study of oxidation of organic compounds is of immense importance both from mechanistic and synthetic points of view. It has a bearing on the chemical processes of life also. Investigation of the kinetics and mechanism of redox reactions has attracted the attention of chemists world over and mechanisms of several reactions have been clearly delineated. The mechanism of a chemical reaction cannot be fully described without the determination of its rate. The kinetic study of a wide range of chemical processes is seen to be of essential importance, not only in pure research but increasingly in industrial research, development and, in some instances, in quality control and analysis as well. Kinetic methods have become an essential technique in photochemistry, enzyme chemistry, study of chemical catalysis etc.

  1. 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

  2. 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

  3. 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

  4. 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)

  5. 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.

  6. 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...

  7. 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

  8. One-pot Synthesis of Benzaldehyde Semicarbazone%一锅法合成苯甲醛缩氨基脲

    Institute of Scientific and Technical Information of China (English)

    孔祥文; 张静

    2002-01-01

    以水合肼、尿素和苯甲醛为原料,一锅法合成苯甲醛缩氨基脲,该工艺中间产物氨基脲不以氨基脲盐酸盐形式分离,直接与苯甲醛进行缩合反应,且不产生含肼废水.适宜的反应条件为:n(H2NNH2@H2O):n(H2NCONH2):n(C6H5CHO)=1.0:2.0:0.8,氨基脲合成反应温度98~101℃,反应时间3~4 h;缩合反应pH=3~4,滴加时间1.5 h,室温搅拌2 h,回流1 h,产物收率为98.0%.

  9. 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.

  10. NCA nucleophilic radiofluorination on substituted benzaldehydes for the preparation of [18F]fluorinated aromatic amino acids

    Energy Technology Data Exchange (ETDEWEB)

    Wadsak, Wolfgang [Department of Nuclear Medicine, Medical University of Vienna (Austria)]. E-mail: wolfgang.wadsak@meduniwien.ac.at; Wirl-Sagadin, Barbara [Department of Nuclear Medicine, Medical University of Vienna (Austria); Department of Inorganic Chemistry, University of Vienna (Austria); Mitterhauser, Markus [Department of Nuclear Medicine, Medical University of Vienna (Austria); Department of Pharmaceutical Technology and Biopharmaceuticals, University of Vienna (Austria); Hospital Pharmacy of the General Hospital of Vienna (Austria); Mien, Leonhard-Key [Department of Nuclear Medicine, Medical University of Vienna (Austria); Department of Pharmaceutical Technology and Biopharmaceuticals, University of Vienna (Austria); Department of Psychiatry, Medical University of Vienna (Austria); Ettlinger, Dagmar E. [Department of Nuclear Medicine, Medical University of Vienna (Austria); Keppler, Bernhard K. [Department of Inorganic Chemistry, University of Vienna (Austria); Dudczak, Robert [Department of Nuclear Medicine, Medical University of Vienna (Austria); Kletter, Kurt [Department of Nuclear Medicine, Medical University of Vienna (Austria)

    2006-03-15

    Nucleophilic aromatic substitution is a challenging task in radiochemistry. Therefore, a thorough evaluation and optimisation of this step is needed to provide a satisfactory tool for the routine preparation of [{sup 18}F]fluorinated aromatic amino acids. Two methods, already proposed elsewhere, were evaluated and improved. The yields for the radiofluorination were increased whereas activity loss during solid phase extraction was observed. Radiochemical yields for the two methods were 92.7{+-}5.5% (method 1) and 92.1{+-}12.3% (method 2) for conversion and 11.1{+-}2.8% (method 1) and 34.8{+-}0.6% (method 2) for purification, respectively. In total, we demonstrate an optimised method for the preparation of this important class of [{sup 18}F]fluorinated synthons for PET.

  11. 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.

  12. 21 CFR 172.515 - Synthetic flavoring substances and adjuvants.

    Science.gov (United States)

    2010-04-01

    ... phenylacetate. Anisyl propionate. Beechwood creosote. Benzaldehyde dimethyl acetal. Benzaldehyde glyceryl acetal; 2-phenyl-m-dioxan-5-ol. Benzaldehyde propylene glycol acetal; 4-methyl-2-phenyl-m-dioxolane... propionate. Citronellyl valerate. p-Cresol. Cuminaldehyde; cuminal; p-isopropyl...

  13. 21 CFR 582.60 - Synthetic flavoring substances and adjuvants.

    Science.gov (United States)

    2010-04-01

    ... acid (equisetic acid, citridic acid, achilleic acid). Anethole (parapropenyl anisole). Benzaldehyde.... Methyl anthranilate (methyl-2-aminobenzoate). Piperonal (3,4-methylenedioxy-benzaldehyde,...

  14. 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.

  15. Crystal structure of a new monoclinic polymorph of 2,4-di­hydroxy­benzaldehyde 4-methyl­thio­semi­carbazone

    Science.gov (United States)

    Salam, M. A.; Hussein, Mouayed A.; Tiekink, Edward R. T.

    2015-01-01

    The title compound, C9H11N3O2S, is a second monoclinic (P21/c) polymorph of the previously reported Cc form [Tan et al. (2008b ▸). Acta Cryst. E64, o2224]. The mol­ecule is non-planar, with the dihedral angle between the N3CS residue (r.m.s. deviation = 0.0816 Å) and the benzene ring being 21.36 (4)°. The conformation about the C=N bond [1.292 (2) Å] is E, the two N-bound H atoms are anti, and the inner hy­droxy O-bound and outer amide N-bound H atoms form intra­molecular hydrogen bonds to the imine N atom. Crucially, the H atom of the outer hy­droxy group is approximately syn to the H atom of the benzene C atom connecting the two C atoms bearing the hy­droxy substituents. This arrangement enables the formation of supra­molecular tubes aligned along [010] and sustained by N—H⋯O, O—H⋯S and N—H⋯S hydrogen bonds; the tubes pack with no specific inter­actions between them. While the mol­ecular structure in the Cc form is comparable, the H atom of the outer hy­droxy group is approximately anti, rather than syn. This different orientation leads to the formation a three-dimensional architecture based on N—H⋯O and O—H⋯S hydrogen bonds. PMID:25705451

  16. Crystal structure of 4-hy­droxy-3-meth­oxy­benzaldehyde 4-methyl­thio­semi­carbazone methanol monosolvate

    Science.gov (United States)

    de Oliveira, Adriano Bof; Beck, Johannes; Landvogt, Christian; Feitosa, Bárbara Regina Santos

    2015-01-01

    In the title solvate, C15H15N3O2S·CH3OH, the thio­semicarbazone mol­ecule is approximately planar; the maximum deviation from the mean plane is 0.4659 (14) Å and the dihedral angle between the aromatic rings is 9.83 (8)°. This conformation is supported by an intra­molecular N—H⋯N hydrogen bond. In the crystal, the thio­semicarbazone mol­ecules are linked into dimers by pairs of N—H⋯S hydrogen bonds, thereby generating R 2 2(8) loops. The methanol solvent mol­ecule bonds to the thio­semicarbazone mol­ecule through a bifurcated O—H⋯(O,O) hydrogen bond and also accepts an O—H⋯O link from the thio­semicarbazone mol­ecule. Together, these links generate a three-dimensional network. PMID:25995922

  17. 微波辐射合成苯甲醛缩氨基脲的研究%Synthesis of Benzaldehyde Semicarbazone under Microwave Irradiation

    Institute of Scientific and Technical Information of China (English)

    李丕高; 魏颖; 孙长治

    2009-01-01

    在微波辐射条件下, 以水合肼、尿素和苯甲醛为原料,采用一釜两步法合成了苯甲醛缩氨基脲.通过单因素实验研究了反应物摩尔比、微波辐射功率、辐射时间等因素对苯甲醛缩氨基脲收率的影响.结果表明, 微波辐射可以促进苯甲醛缩氨基脲的合成, 在优化的合成条件下,即n(水合肼):n(尿素):n(苯甲醛)= 1:2.5:1.1,水合肼与尿素反应的微波辐射功率为500 W、反应温度为101℃、微波辐射时间为20 min,氨基脲和苯甲醛反应的微波辐射功率为500 W、反应温度为80℃、微波辐射时间为20 min时,苯甲醛缩氨基脲的收率可达85.28%.

  18. 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.

  19. 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...

  20. 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.

  1. 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.

  2. 40 CFR 716.120 - Substances and listed mixtures to which this subpart applies.

    Science.gov (United States)

    2010-07-01

    ...—Benzaldehyde, 4-(1,1-dimethylethyl)- 06/25/86 11/09/93 994-05-8 Tert-amyl methyl ether § 716.20(b)(3) applies... Benzaldehyde 100-52-7 9/30/91 6/30/98 Benzaldehyde, 3-bromo- 3132-99-8 9/30/91 6/30/98 Benzaldehyde, 4-butyl- 1200-14-2 9/30/91 12/19/95 Benzaldehyde, 2-chloro- 89-98-5 9/30/91 6/30/98 Benzaldehyde, 4-chloro-...

  3. 新型苯甲醛-β-咔啉-3-酰腙的合成及其除草活性%Synthesis and Herbicidal Activities of Novel Benzaldehyde-β-carboline-3-hydrazone

    Institute of Scientific and Technical Information of China (English)

    张美丹; 黄剑锋; 张晔初; 罗辉; 翁群芳; 张耀谋

    2014-01-01

    以L-色氨酸为起始原料,经Pictet-Spengle环合、酯化、氧化、氨解等反应合成了3个新型的四氢β-咔啉-3-酰腙(5a~5c)和3个新型的β咔啉-3-酰腙衍生物(8a~8c),其结构经1H NMR表征.初步除草活性测试结果表明:在用药量为200 mg·L-1时,5a~5c和8a~8c的对白菜的抑制率均为100%;随着用药量降低,活性也随之减小;5a~5c的生长抑制率普遍比8a~8c好.

  4. 有机介质中固定化面包酵母催化苯甲醛加氢反应%Studies on catalytic hydrogenation of benzaldehyde with immobilized baker's yeast in organic solvents

    Institute of Scientific and Technical Information of China (English)

    钟春龙; 梅乐和; 胡方敏; 姚善泾

    2007-01-01

    研究了活化时间、摇床转速、缓冲液的pH值、反应温度等因素对海藻酸钙固定化面包酵母在有机介质中催化苯甲醛加氢生成苯甲醇的反应活性的影响,并对固定化酵母的重复利用性进行了探讨.结果表明,在pH为10的缓冲液中制备的固定化面包酵母的催化加氢能力最强;活化时间对催化加氢能力有较大的影响;在不同的有机溶剂中,最适的反应温度也不同.

  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. Screening of Saccharomyces cerevisiae strains with high tolerance to benzaldehyde for L-PAC production%苯甲醛高耐受性酵母菌的选育

    Institute of Scientific and Technical Information of China (English)

    梁新乐

    2003-01-01

    介绍一种经过长期诱导、驯化作用来选育耐性菌株的方法.通过固定化细胞的间歇补料培养方式和长期诱导、驯化后,筛选出8株具有较高苯甲醛耐受性的酿酒酵母菌株,其中菌株Sbht-35-23对苯甲醛的耐受性达到0.9%,并保持较高的稳定活性.采用这些具有较高耐性的酿酒酵母菌株生物合成L-苯基乙酰基甲醇(L-PAC),将有利于提高转化率.

  7. STUDY ON THE SYNTHESIS OF SUBSTITUTED-BENZALDEHYDE n-PROPYL MERCAPTAL%取代苯甲醛正丙硫醇缩醛香料的合成研究

    Institute of Scientific and Technical Information of China (English)

    崔庆荣

    2001-01-01

    以取代苯甲醛(对羟基苯甲醛,对甲氧基苯甲醛,香兰素4-羟基-3-甲氧基苯甲醛,4-羟基-3, 5-二甲氧基苯甲醛,3, 4,5-三甲氧基苯甲醛),硫代硫酸钠和1-溴正丙烷为原料,用Bunte Salts方法合成了一系列正丙硫醇缩醛. 并以对羟基苯甲醛为例进行了条件的优化,得到优化反应条件为Bunte Salts:取代苯甲醛=3.5∶1(摩尔比),浓盐酸用量为8 g,回流反应6~10 h,产率可达75%~80%. 产品的化学结构经FT-IR,1HNMR鉴定.

  8. Synthesis, spectral characterization of biologically active compounds derived from oxalyldihydrazide and 5-tert-Butyl-2-hydroxy-3-(3-phenylpent-3-yl benzaldehyde and their Cu(II, Ni(II and Co(II Complexes

    Directory of Open Access Journals (Sweden)

    Rajeev Johari

    2011-02-01

    Full Text Available A series of Schiff base M(II complexes of the type [HLMClH2O] and [HLMOAcH2O], where M =Cu(II, Ni(II and Co(II have been synthesized by condensation of 3-tert-butl-2-hydroxy-3-(3-phenylpent-3-ylbenzaldehyde and oxalyldihydrazide (2:1 in the presence of divalent metal salt in methanolic medium. Thecomplexes have been characterized with the help of elemental analysis, conductance measurements, magneticmeasurements and their structural configuration have been determined by various spectroscopic (electronic, IR,1H NMR, 13C NMR, GCMS techniques. Electronic and magnetic moments of the complexes indicate that thegeometries of the metal centers were octahedral. These metal complexes were also tested for their antimicrobialactivities to assess their inhibiting potential.

  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 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...

  10. 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 ...

  11. 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.

  12. Characterization of HMPA-Coordinated Titanium(III) Species in Solutions of Zinc-Reduced Titanocene Dihalides

    DEFF Research Database (Denmark)

    Larsen, Jens; Juel Enemærke, Rasmus; Daasbjerg, Kim;

    2006-01-01

    correlation is observed between the HMPA concentration and the rate of reduction of electrophiles such as benzyl chloride and benzaldehyde. This indicates that the reactive reagents in solution remain the uncoordinated TiIII species despite them being in low concentrations. In keeping with this interpretation......, HMPA was found to exert no influence on the diastereoselectivity in the pinacol coupling of benzaldehyde....

  13. Photosensitive Polymers for Liquid Crystal Alignment

    Science.gov (United States)

    Mahilny, U. V.; Stankevich, A. I.; Trofimova, A. V.; Muravsky, A. A.; Murauski, A. A.

    The peculiarities of alignment of liquid crystal (LC) materials by the layers of photocrosslinkable polymers with side benzaldehyde groups are considered. The investigation of mechanism of photostimulated alignment by rubbed benzaldehyde layer is performed. The methods of creation of multidomain aligning layers on the basis of photostimulated rubbing alignment are described.

  14. 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.

  15. An Efficient Method For The One-Pot, Four-Component Benzaldehyde Based Synthesis of 3-Methyl-1,4-Diphenyl-7,8-Dihydro-1H-Furo[3,4-E]Pyrazolo[3,4-B]Pyridin-5(4H-Ones Catalyzed by Alum in Environment-Friendly Media.

    Directory of Open Access Journals (Sweden)

    Sadif A. Shirvan

    2014-03-01

    Full Text Available A mild and efficient method for the synthesis of 3-methyl-1,4- diphenyl-7,8-dihydro-1H-furo[3,4-e]pyrazolo[3,4-b]pyridin-5(4H-one derivatives via one-pot, four-component reaction of aromatic aldehydes, tetronic acid, 3-aminobut-2-enenitrile, and phenylhydrazine is described using Alum as catalyst. The features of this procedure are mild reaction conditions, excellent yields, short reaction time, and operational simplicity.

  16. Study on Highly Selective Thiocyanate Electrode Based on Benzaldehyde Semicarbazone Copper( Ⅱ ) Complex as Neutral Carriers%苯甲醛缩氨基脲铜(Ⅱ)配合物为载体的高选择性硫氰酸根离子电极的研究

    Institute of Scientific and Technical Information of China (English)

    柴雅琴; 孙志勇; 袁若; 甘贤雪; 许文菊; 徐岚

    2003-01-01

    首次研究以苯甲醛缩氨基脲铜(Ⅱ)[Cu(Ⅱ)-BASA]为中性载体的PVC膜电极,该电极对硫氰酸根离子(SCN-)具有优良的电位响应特性并呈现出反Hofmeister选择性行为,其选择性次序为:SCN->ClO-4>I->Sal->Br->NO-3>Cl->NO-2>SO2-3>SO2-4->H2PO-4.电极在pH 6.0的磷酸盐缓冲体系中,对SCN-在1.0×10-1~8.0×10-6mol/L浓度范围内呈近能斯特响应,斜率为56.0 mV/pSCN-(28℃),检测下限为3.0×10-6mol/L.采用交流阻抗技术和紫外可见光谱技术初步研究了阴离子与载体的作用机理,结果表明配合物中心金属原子的结构以及载体本身的结构与电极的响应行为之间有非常密切的构效关系.该电极具有响应快、重现性好、检测限低、制备简单等优点.将电极初步应用于实际样品废水分析,结果与HPLC法一致.

  17. 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.

  18. 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

    DEFF Research Database (Denmark)

    Larsen, John Christian; Nørby, Karin Kristiane; Beltoft, Vibe Meister;

    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 substa...

  19. 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...

  20. 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.

  1. Graphical Abstract

    Institute of Scientific and Technical Information of China (English)

    2011-01-01

    Study on the Preparation of α-phenylpropionate by Hydroesterification of Styrene Catalyzed by Cobalt Carbonyl,Synthesis of Benzaldehyde Cylic Ethylic Acetal by the H~PMoloV2040 Immobilized on Silylated Palygorskite

  2. 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

  3. 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.

  4. 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%.

  5. A Convenient and Efficient Procedure fox Oxime Ethers

    Institute of Scientific and Technical Information of China (English)

    ChunBaoLI; MichaelC.K.CHOI; 等

    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%.

  6. A Sequential Preparation of Organic Compounds for Senior Chemistry Classes

    Science.gov (United States)

    Merrigan, Cecilia; Crotty, Patricia

    1971-01-01

    Describes procedures suitable for student preparation of benzaldehyde, benzoic acid, and ethyl benzoate sequentially from benzyl alcohol. Preparation for benzyl chloride also given. All reagents except benzyl alcohol are common inorganic chemicals. (AL)

  7. Synthesis and Catalytic Activity of Two New Cyclic Tetraaza Ligands

    Directory of Open Access Journals (Sweden)

    Burkhard König

    2003-05-01

    Full Text Available Two new chiral cyclic tetraaza ligands were synthesized and characterized. Their catalytic activity was tested in the asymmetric addition of diethylzinc to benzaldehyde. The expected secondary alcohol was obtained in moderate yields, but with very low enantioselectivity.

  8. 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...

  9. Benzyl Derivatives with in Vitro Binding Affinity for Human Opioid Receptors and Cannabinoid Receptors from the Fungus Eurotium repens

    Science.gov (United States)

    Bioassay-guided fractionation of the fungus Eurotium repens resulted in the isolation of two benzyl derivatives, repenol A (1) and repenol B (2). Seven known secondary metabolites were also isolated including five benzaldehyde compounds, flavoglaucin (3), tetrahydroauroglaucin (4), dihydroauroglauci...

  10. Synthesis of 1, 4-Dihydropyridine Derivatives using FeCl3 as Catalyst under Solvent-free Condition

    Directory of Open Access Journals (Sweden)

    ABDORRAHMAN KEYHANI

    2013-06-01

    Full Text Available A mixture of ethyl acetoacetate, benzaldehyde and ammonium acetate and in the presence of FeCl3 under solvent-free condition were converted to 1, 4-dihydropyridines with good yields.

  11. 21 CFR 1310.04 - Maintenance of records.

    Science.gov (United States)

    2010-04-01

    ... Register citations affecting § 1310.04, see the List of CFR Sections Affected, which appears in the Finding... volume). (U) Benzaldehyde 4 kilograms. (V) Nitroethane 2.5 kilograms. (ii) For List I chemicals that...

  12. 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.

  13. 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...

  14. Influence of Electronic Factors on “Solvent-Free and Catalyst-Free Biginelli Reaction

    Directory of Open Access Journals (Sweden)

    Tanay Pramanik

    2013-12-01

    Full Text Available A series of Biginelli condensation were carried out employing urea, ethyl acetoacetate with a series of different derivatives of benzaldehyde. A green synthetic procedure was followed for performing the Biginelli reactions. The reaction conditions were found to be different for electron rich and electron deficient benzaldehydes. So the electronic effect has shown a significant impact on the reaction condition of the Biginelli condensation.

  15. Technical communications

    Energy Technology Data Exchange (ETDEWEB)

    Krueger, D.A.

    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 (/sup 14/C) 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 /sup 14/C activity as expected for a petrochemical material. Implications for quality control of bitter almond oil are discussed.

  16. 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

  17. 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.

  18. 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)

  19. 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.

  20. 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.

  1. 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

  2. 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...... co-exposure scenarios in in vitro studies where acute cytotoxicity and immunotoxicity of C-60 and organic chemicals are tested together and alone by using human THP-1-derived macrophages. Statistically significant co-effects are observed for an unfiltered mixture of benzaldehyde and C-60 that is more...... cytotoxic than benzaldehyde alone, and for a filtered mixture of m-cresol and C-60 that is slightly less cytotoxic than m-cresol. Hydrophobicity of chemicals correlates with co-effects when secretion of pro-inflammatory cytokines IL-1 beta and TNF-alpha is considered. Complementary atomistic molecular...

  3. 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.

  4. [Health effect of volatile aldehyde compounds in photocatalytic oxidation of aromatics compounds].

    Science.gov (United States)

    Zhao, Wei-rong; Liao, Qiu-wen; Yang, Ya-nan; Dai, Jiu-song

    2013-05-01

    Photocatalytic oxidation (PCO) of toluene and benzaldehyde in indoor air by N doped TiO2 (N-TiO2) was conducted under UV irradiation of 254 nm. The intermediates were identified and monitored on real-time by proton transfer reaction-mass spectrometry. The health risks of PCO of toluene and benzaldehyde were assessed based on health risk influence index (eta). Results indicated that both the conversion rate and mineralization rate of toluene and benzaldehyde were relatively high, however, the volatile aldehyde compounds (VAs), including acetaldehyde and formaldehyde generated from ring-opening, significantly influenced the health risks of PCO of toluene and benzaldehyde. Acetaldehyde played a crucial role on health risks, which was inclined to desorb from the surface of catalysts, accumulate in gas-phase, and increase the health risks of PCO of the aromatic compounds. The concentration of formaldehyde kept stable at a relatively low level, however its impact cannot be neglected. In the PCO process of toluene and benzaldehyde, eta reached the maximum values of 8 499.68 and 21.43, with the eta(VAs), contribution of VAs to the health risk influence index of outlet, reaching 99.3% and 98.3%, respectively. The average values of eta in the PCO process of 30 min were 932.86 and 8.52, and for which eta(VAs), reached 98.5% and 98.0%, respectively. When PCO of toluene and benzaldehyde reached steady state, eta were 236.09 and 2.30, and eta(VAs) reached 97.9% and 97.8%, respectively. Hence, eta(VAs), can be taken as a characteristic parameter in assessment of health risks of PCO of aromatic compounds.

  5. Solvent-free Synthesis of Flavanone over New Hybrid Mesoporous Base Catalysts

    Institute of Scientific and Technical Information of China (English)

    WANG Hui; NIU Xiao-di; ZHAO Min; XIAO Xue-bin; WANG Hong-su; WANG Zhong-dong

    2011-01-01

    Benzyl and anthracenemethyl groups were respectively bonded to the N atoms of 3-aminopropyl functionalized mesoporous SBA-15(APS-SBA-15) to obtain two new base catalysts over which the condensation reaction of benzaldehyde and 2′-hydroxyacetophenone was studied.Good catalytic activities and high selectivities for flavanones were obtained in solvent-free reactions,which is attributed to the effect of benzyl and anthracenemetyl groups on the base sites of catalysts and the steric hindrance of futher reaction of flavanone with benzaldehyde.

  6. 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 ...

  7. Solid-phase synthesis of tetrahydro-beta-carbolines and tetrahydroisoquinolines by stereoselective intramolecular N-carbamyliminium Pictet-Spengler reactions

    DEFF Research Database (Denmark)

    Diness, Frederik; Meldal, Morten

    2006-01-01

    converts into Pictet-Spengler-type products with a variety of C-nucleophiles. Amino aldehydes masked with 3-Boc-(1,3)-oxazinane (Box) have been synthesized from amino acids, amino alcohols, or 2-nitro benzaldehydes. The amino moiety of these masked aldehydes has been converted into pentafluorophenyl...... of other aromatic C-nucleophiles, including substituted indoles, benzenes, pyrene, furan, thiophenes, and benzothiophene with comparable stereoselectivity and purity. Prolonged exposure of the benzaldehyde-derived Pictet-Spengler products to strong acid and air lead to quantitative auto-oxidation which...

  8. Cyanogenic glucoside patterns in sweet and bitter almonds

    DEFF Research Database (Denmark)

    Sánchez Pérez, Raquel; Møller, Birger Lindberg; Olsen, Carl Erik;

    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...

  9. 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.

  10. 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.

  11. Dye laser. Farbstofflaser

    Energy Technology Data Exchange (ETDEWEB)

    Telle, H.; Schieder, R.; Raue, R.; Eckstein, U.

    1987-02-12

    For a laser radiating in the range of wavelengths from 420 to 480 nm dye solutions are proposed. The dyes are produced by transformation of 4,4'-biphenylene-bis-(methylenoxy-2-benzaldehydes) or their bisaniles in bipolar aprotic solvents adding strongly basic alkali compounds to the benzofurans and subsequent sulfonation.

  12. Dye laser

    Energy Technology Data Exchange (ETDEWEB)

    Telle, H.; Schieder, R.; Raue, R.; Eckstein, U.

    1980-05-22

    For a laser radiating in the range of wavelengths from 420 to 480 nm dye solutions are proposed. The dyes are produced by transformation of 4,4'-biphenylene-bis-(methylenoxy-2-benzaldehydes) or their bisaniles in bipolar aprotic solvents adding strongly basic alkali compounds to the benzofurans and subsequent sulfonation.

  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. 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.

  16. Ferric hydrogensulfate catalyzed synthesis of aryl 14H-dibenzo[a,j] xanthene derivatives under thermal and solvent-free conditions

    Energy Technology Data Exchange (ETDEWEB)

    Shaterian, Hamid Reza; Ghashang, Majid [University of Sistan and Baluchestan, Zahedan (Iran, Islamic Republic of). Faculty of Sciences. Dept. of Chemistry]. E-mail: hrshaterian@hamoon.usb.ac.ir

    2008-07-01

    Ferric hydrogensulfate as catalyst has been used for the one-pot preparation of aryl 14Hdibenzo[a,j]xanthene derivatives by cyclocondensation of {beta}-naphthol and substituted benzaldehydes under solvent-free and thermal conditions. This method has the advantages of high yields, a cleaner reaction, simple methodology, short reaction times, easy workup and greener conditions. (author)

  17. Inhibition of a Gold-Based Catalyst in Benzyl Alcohol Oxidation: Understanding and Remediation

    NARCIS (Netherlands)

    Skupien, E.; Berger, R.J.; Santos, V.P.; Gascon, J.; Makkee, M.; Kreutzer, M.T.; Kooyman, P.J.; Moulijn, J.A.; Kapteijn, F.

    2014-01-01

    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)

  18. 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)

  19. Simple and practical synthesis of pyrano- and furano[3,2-c]-quinoline derivatives under non-Lewis acid catalysis

    Institute of Scientific and Technical Information of China (English)

    Rui Huan Liu; Xin Yu; Liang Hu; Nie Fang Yu

    2012-01-01

    One-pot synthesis of substituted pyrano- and furano[3,2-c]quinoline derivatives from appropriately substituted anilines,substituted benzaldehydes and dienophiles via Povarov reaction catalyzed by HCl-ethanol were reported.Good to excellent yields with high diastereoselectivity were obtained in all entries tested.

  20. 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

    in 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...

  1. 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

    in 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...

  2. 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

  3. Activity and Enantioselectivity of the Hydroxynitrile Lyase MeHNL in Dry Organic Solvents

    NARCIS (Netherlands)

    Hanefeld, U.; Paravidino, M.; Sorgedrager, M.; Orru, R.V.A.

    2010-01-01

    Water concentration affects both the enantioselectivity and activity of enzymes in dry organic media. Its influence has been investigated using the hydrocyanation of benzaldehyde catalyzed by hydroxynitrile lyase cross-linked enzyme aggregate (MeHNL-CLEA) as a model reaction. The enzyme displayed hi

  4. 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.

  5. Synthesis and Biological Activities of Schiff Bases of 3-Amino-1H-1,2,4-triazole

    Institute of Scientific and Technical Information of China (English)

    SUN,Xiaohong; LIU,Yuanfa; CHEN,Shuzhe; CHEN,Bang; JIA,Yingqi; ZENG,Zhengfang

    2009-01-01

    Eight Schiff bases of 3-amino-1H-1,2,4-triazole have been synthesized by glacial acetic acid catalyzed conden- sation of 3-amino-1H-1,2,4-triazole with substituted benzaldehyde and structurally confirmed by IR, 1H NMR and elemental analysis. The preliminary bioassay showed that the title compounds exhibited good fungicidal activities.

  6. 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

  7. 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.

  8. 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.

  9. 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

  10. 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.

  11. Preparation of high specific activity [15,16-{sup 3}H]-7-benzylidenenal trexone

    Energy Technology Data Exchange (ETDEWEB)

    Lewin, A.H.; Lamb, P.B. [Research Triangle Inst., Research Triangle Park, NC (United States)

    1996-02-01

    The preparation of the {delta}{sub 1}-specific ligand 7-benzylidenenaltrexone (BNTX), labeled with tritium at high specific activity (14.4 Ci/mmol) was prepared in 33% yield and >98% purity by the aldol condensation of high specific activity [15,16-{sup 3}H]naltrexone with benzaldehyde at high dilution. (Author).

  12. 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)

  13. SUBCHRONIC SENSITIVITY OF ONE-, FOUR-, AND SEVEN-DAY-OLD FATHEAD MINNOW (PIMEPHALES PROMELAS) LARVAE TO FIVE TOXICANTS

    Science.gov (United States)

    The fathead minnow (pimephales promelas) larval survival and growth test was used to evaluate the relative sensitivity of 1-,4-, and 7-d-old larvae to five contaminants, KC1, NaC1, 1-octanol, carbaryl, and benzaldehyde. The no observable effect concentration (NOEC) for survival o...

  14. 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

    , a 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...

  15. Synthesis of pterostilbene by Julie Olefination

    Science.gov (United States)

    A simple, stereoselective route for the synthesis of the biologically active compounds trans-pterostilbene and tetramethoxy stilbene from the readily available starting materials 3,5-dimethoxy benzyl alcohol and 4-hydroxy benzaldehyde was developed using Julia olefination as a key reaction....

  16. 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.

  17. Fate of Carbamazepine during Water Treatment

    DEFF Research Database (Denmark)

    Kosjek, T.; Andersen, Henrik Rasmus; Kompare, Boris;

    2009-01-01

    of acridone, hydroxy-(9H,10H)-acridine-9-carbaldehyde, acridone-N-carbaldehyde, and 1-(2-benzaldehyde)-(1H,3H-quinazoline-2,4-dione, while biological breakdown of acridine yielded acridone. In parallel, the transformation product iminostilbene was observed during sample analysis. In addition,this study...

  18. Aziridino Alcohols as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes

    DEFF Research Database (Denmark)

    Tanner, David Ackland; Kornø, Hanne Tøfting; Guijarro, David;

    1998-01-01

    addition of diethylzinc to benzaldehyde, with up to 90% stereoselectivity. The absolute configuration of the alcohol product is dependent on the substitution pattern of the aziridine ring, and different transition state models are proposed to explain the observed switch in enantioselectivity. The C-2...

  19. Real World of Industrial Chemistry: Organic Chemicals from Carbon Monoxide.

    Science.gov (United States)

    Kolb, Kenneth E.; Kolb, Doris

    1983-01-01

    Carbon Monoxide obtained from coal may serve as the source for a wide variety of organic compounds. Several of these compounds are discussed, including phosgene, benzaldehyde, methanol, formic acid and its derivatives, oxo aldehydes, acrylic acids, and others. Commercial reactions of carbon monoxide are highlighted in a table. (JN)

  20. 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…

  1. Prunasin hydrolases localization during fruit development in sweet and bitter almonds

    DEFF Research Database (Denmark)

    Sánchez Pérez, Raquel; Belmonte, Fara Sáez; Borch-Jensen, Jonas;

    2012-01-01

    , and benzaldehyde by the action of the β-glucosidase prunasin hydrolase (PH) and mandelonitirile lyase or be glucosylated to form amygdalin. The tissue and cellular localization of PHs was determined during fruit development in two sweet and two bitter almond cultivars using a specific antibody toward PHs. Confocal...

  2. Carbonyl Sulfides as Possible Intermediates in the Photolysis of Oxathiiranes

    DEFF Research Database (Denmark)

    Carlsen, Lars; Snyder, J. P.; Holm, A.;

    1981-01-01

    species and several dipolarophiles is rationlized in terms of a labile carbonyl suffide intermediate capable of facile sulfur extrusion from a long, weak O-S bond. Finally, the electronic absorption spectra of a series of para-substituted benzaldehyde O-sulfide model system have been calculated with CNDO...

  3. Deoxygenation of benzoic acid on metal oxides. 2. Formation of byproducts.

    NARCIS (Netherlands)

    Lange, de M.W.; Ommen, van J.G.; Lefferts, L.

    2002-01-01

    Benzene, benzophenone, toluene and benzylalcohol are byproducts in the selective deoxygenation of benzoic acid to benzaldehyde on ZnO and ZrO2. In this paper, the pathways to the byproducts are discussed and a complete overview of the reaction network is presented. Benzene and benzophenone are produ

  4. Exploring the Stereochemistry of the Wittig Reaction: The Unexpected Influence of a Nominal Spectator Ion

    Science.gov (United States)

    Hanson, John; Dasher, Bill; Scharrer, Eric; Hoyt, Tim

    2010-01-01

    Students in the second-semester organic chemistry laboratory perform a Wittig reaction between butylidenetriphenylphosphorane (an ylide) and benzaldehyde and determine the relative percentages of the cis and trans isomers of the 1-phenyl-1-pentene product. Because of the highly reactive nature of this unstabilized ylide, students are introduced to…

  5. A Guided-Inquiry Approach to the Sodium Borohydride Reduction and Grignard Reaction of Carbonyl Compounds

    Science.gov (United States)

    Rosenberg, Robert E.

    2007-01-01

    The guided-inquiry approach is applied to the reactions of sodium borohydride and phenyl magnesium bromide with benzaldehyde, benzophenone, benzoic anhydride, and ethyl benzoate. Each team of four students receives four unknowns. Students identify the unknowns and their reaction products by using the physical state of the unknown, an…

  6. Trapping noctuid moths with synthetic floral volatile lures

    Science.gov (United States)

    Male and female noctuid moths were collected from plastic bucket traps that were baited with different synthetic floral chemicals and placed in peanut fields. Traps baited with phenylacetaldehyde, benzyl acetate, and a blend of phenylacetaldehyde, benzyl acetate, and benzaldehyde collected more soyb...

  7. Reactive mesogen photoalignment on photopolymerizable composite layer

    Science.gov (United States)

    Mahilny, U. V.; Stankevich, A. I.; Trofimova, A. V.

    2016-08-01

    The volume photoanisotropy (photoinduced birefringence) and surface photoanisotropy (LC photoalignment) of compositions of LC monomer - benzaldehyde polymer upon polarized UV radiation have been revealed and investigated. A high quality of photoalignment is confirmed by an extreme value of birefringence and low imperfection of phase plates fabricated on the basis of LC monomer on composite layer.

  8. Methyl 6-Methyl-1-(4-methylphenyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

    Directory of Open Access Journals (Sweden)

    Haiping Wang

    2012-04-01

    Full Text Available Methyl 6-methyl-1-(4-methylphenyl-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate has been synthesized via the modified Biginelli reaction from benzaldehyde, p-tolylurea, and methyl acetoacetate, promoted with microwave irradiation and catalyzed by TsOH under solvent-free conditions in high yield.

  9. Probing the Rate-Determining Step of the Claisen-Schmidt Condensation by Competition Reactions

    Science.gov (United States)

    Mak, Kendrew K. W.; Chan, Wing-Fat; Lung, Ka-Ying; Lam, Wai-Yee; Ng, Weng-Cheong; Lee, Siu-Fung

    2007-01-01

    Competition experiments are a useful tool for preliminary study of the linear free energy relationship of organic reactions. This article describes a physical organic experiment for upper-level undergraduates to identify the rate-determining step of the Claisen-Schmidt condensation of benzaldehyde and acetophenone by studying the linear free…

  10. 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…

  11. Catalytic Hydrogenation of Organic Compounds without H2 Supply: An Electrochemical System

    Science.gov (United States)

    Navarro, Daniela Maria do Amaral Ferraz; Navarro, Marcelo

    2004-01-01

    An experiment developed for an undergraduate organic chemistry laboratory course that can be used to introduce the catalytic hydrogenation reaction, catalysis electrochemical principles and gas chromatography is presented. The organic compounds hydrogenated by the electrocatalytic hydrogenation (ECH) process were styrene, benzaldehyde and…

  12. 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.

  13. 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

  14. 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.

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

    Directory of Open Access Journals (Sweden)

    Rosane M. Aguiar

    2012-01-01

    Full Text Available This work describes the phytochemical study of stems of Mimosa invisa (Mimosaceae and the evaluation of the antioxidant potential of isolated compounds. Cromatografic techniques were employed to isolate salicifoliol, pinoresinol, quercetin, quercetin-3-O-rhamnopyranosyl, quercetin-3-O-arabinofuranosyl lupeol, β-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.

  16. Total Synthesis of Six 3,4-Unsubstituted Coumarins

    Directory of Open Access Journals (Sweden)

    Wenqing Gao

    2013-12-01

    Full Text Available In this article we describe a new methodology for the total synthesis of 3,4-unsubstituted coumarins from commercially available starting materials. Six examples were prepared, including five naturally occurring coumarins—7-hydroxy-6,8-dimethoxy-coumarin (isofraxidin, 7-hydroxy-6-methoxycoumarin (scopoletin, 6,7,8-trimethoxy-coumarin, 6,7-dimethoxycoumarin (scoparone, and 7,8-dihydroxycoumarin (daphnetin and one synthetic coumarin, 7-hydroxy-6-ethoxycoumarin. Moreover, five important o-hydroxybenzaldehyde intermediates were also obtained, namely 2,4-dihydroxy-3,5-dimethoxybenzaldehyde, 2,4-dihydroxy-5-methoxybenzaldehyde, 5-ethoxy-2,4-dihydroxy-benzaldehyde, 2-hydroxy-3,4,5-trimethoxybenzaldehyde, and 2-hydroxy-4,5-dimethoxy-benzaldehyde. The method developed herein involves just three or four steps and allows for the rapid synthesis of these important molecules in excellent yields. This is the first synthesis of 6,7,8-trimethoxycoumarin and 7-hydroxy-6-ethoxycoumarin.

  17. 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)

  18. 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)

  19. 辛醇/水两相体系中生物合成L-苯基乙酰基甲醇的研究%Biotransformation of L-Phenylacetylcarbinol ( L-PAC ) Production in Aqueous/Octanol Two-Phase System

    Institute of Scientific and Technical Information of China (English)

    向禧; 尤晓清; 赵玉成; 赵刚刚; 邵飞; 卞筱泓; 许激扬

    2012-01-01

    利用酿酒酵母作为生物催化剂合成L-苯基乙酰基甲醇(L-Phenylacetylcarbiol,L-PAC)的过程中,通过加入有机溶剂(辛醇)形成两相体系,可改善底物和产物的溶解度,以减少对细胞内丙酮酸脱羧酶(PDC)的强烈抑制和钝化作用,从而促进L-PAC产量的提高.实验结果表明,两相体系合成L-PAC的最佳条件为活化60 min,苯甲醛的起始浓度940 mmol/L,丙酮酸钠的起始浓度460 mmol/L,葡萄糖的含量8%,水醇两相体积比为3:1,且加入一定量的甘油时,L-PAC产量可达在醇相中24.1 g/L和水相中3.7 g/L,比单一水相体系高出1.8倍.%L-Phenylacetylearbinol (L-PAC) ,a key pharmaceutical precursor for L-ephedrine synthesis,was produced from pyruvate and benzaldehyde using whole cells pyruvate decarboxylase ( PDC) from Saccharomyces cerevisiae in an aqueous/organic two-phase systems. In a solvent screen, octanol was identified as the most suitable solvent for PAC production in the two-phase systems. Using the systems have been evaluated for improved the solubility of substrate benzaldehyde and product PAC. The high partitioning coefficient of the toxicsubstrate benzaldehyde in octanol allowed delivery of large amounts of benzaldehyde into the aqueous phase. PDC catalyzed the biotransformation of benzaldehyde and pyruvate into PAC in the aqueous phase, and continuous extraction of PAC into the octanolphase further minimized enzyme inactivation and inhibition. It is clear that the results achieved with enhancing PAC production. For the two-phase system with a 3: 1 phase ratio,60minutes activation time,940 mmol/L benzaldehyde,460 mmol/L sodium pyruvate and 8% glucose,24. 1 g/L PAC was produced in the octanol phase and 3. 7 g/L in the aqueous phase with adding a certain amount of glycerol. By comparison with previously published data by our group utilizing whole cells of yeast for the traditional fermentation process aqueous single-phase system without octanol( 15 g/L PAC,200 mmol

  20. Experimental Determination and Modeling of the Phase Behavior for the Selective Oxidation of Benzyl Alcohol in Supercritical CO2

    DEFF Research Database (Denmark)

    Tsivintzelis, Ioannis; Beier, Matthias Josef; Grunwaldt, Jan-Dierk;

    2011-01-01

    In this study the phase behavior of mixtures relevant to the selective catalytic oxidation of benzyl alcohol to benzaldehyde by molecular oxygen in supercritical CO2 is investigated. Initially, the solubility of N2 in benzaldehyde as well as the dew points of CO2–benzyl alcohol–O2 and CO2....... In this direction, the CPA binary interaction parameters were estimated from the corresponding binary systems and the phase behavior of two ternary systems, i.e. CO2–benzyl alcohol–O2 (reacting mixture) and CO2–benzaldehyde–water (mixture of products) as well as the phase behavior of multicomponent mixtures...... containing both reactants and products were predicted. CPA was proved to be a versatile model that can predict the complex phase behavior of the aforementioned systems. The results reveal that the ternary mixture of products (CO2–benzaldehyde–water) and the intermediate multicomponent mixtures containing...

  1. 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.

  2. 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.

  3. 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)

  4. In situ extraction of polar product of whole cell microbial transformation with polyethylene glycol-induced cloud point system.

    Science.gov (United States)

    Wang, Zhilong; Xu, Jian-He; Zhang, Wenzhi; Zhuang, Baohua; Qi, Hanshi

    2008-01-01

    A novel polyethylene glycol-induced cloud point system (PEG-CPS) was developed for in situ extraction of moderate polar product by setting a microbial transformation of benzaldehyde into L-phenylacetylcarbinol (L-PAC) with Saccharomyces cerevisiae (baker's yeast) as a model reaction. The biocompatibility of the microorganism in PEG-CPS was comparatively studied with a series of water-organic solvent two-phase partitioning systems. The tolerance of microorganism to the toxic substrate benzaldehyde was increased and the moderate polar product L-PAC was extracted into the surfactant-rich phase in the PEG-CPS. The novel PEG-CPS fills the gap of in situ extraction of polar product in microbial transformation left by water-organic solvent two-phase partitioning system. At the same time, the application of PEG-CPS in a microbial transformation also avoids expensive solvent when compared with that of aqueous two-phase system or CPS.

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

    Science.gov (United States)

    Zhang, Shu-Hua; Zhao, Ru-Xia; Li, He-Ping; Ge, Cheng-Min; Li, Gui; Huang, Qiu-Ping; Zou, Hua-Hong

    2014-08-01

    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).

  6. 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.

  7. 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...

  8. 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.

  9. 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...

  10. 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.

  11. 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...

  12. 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 ...

  13. N-Bromosuccinimide Catalyzed One-pot and Rapid Synthesis of Acetamidobenzyl Naphthols under Mild and Solvent-free Conditions

    Institute of Scientific and Technical Information of China (English)

    SHATERIAN Hamid Reza; YARAHMADI Hossein; GHASHANG Majid; SAFARI MEHMANDOSTI Moharram

    2008-01-01

    An efficient,facile and expeditious direct protocol for the preparation of acetamidobenzyl naphthols employing a multi-component and one-pot condensation reaction of 2-naphthoi,benzaldehydes,and acetamide in the presence of N-bromosuccinimide(NBS)under thermal and microwave irradiation conditions has been described.The present protocol with NBS catalyst is convincingly superior to the recently reported catalytic methods.

  14. 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.

  15. Preparation and Application of Perchloric Acid Supported on Alumina (Al2O3-HCIO4) to the Synthesis of α-(α-Amidobenzyl)-β-naphthols

    Institute of Scientific and Technical Information of China (English)

    SHATERIAN,Hamid Reza; KHORAMI,Fahimeh; AMIRZADEH,Azita; GHASHANG,Majid

    2009-01-01

    Preparation of perchloric acid supported on alumina and its primary application as a solid supported heterogeneous catalyst to the synthesis of α-(α-amidobenzyl)-β-naphthols by a one-pot,three-component condensation of benzaldehydes,β-naphthol and acetamide or benzamide under thermal solvent-free conditions were described.The present methodology offers several advantages such as simple procedure,shorter reaction time,and excellent yields.

  16. Phenolic compounds and flavonoids as plant growth regulators from fruit and leaf of Vitex rotundifolia.

    Science.gov (United States)

    Yoshioka, Takeo; Inokuchi, Tomohisa; Fujioka, Shozo; Kimura, Yasuo

    2004-01-01

    Five phenolic compounds, 4-hydroxybenzoic acid methyl ester (1), vanillic acid methyl ester (2), 4-hydroxy benzaldehyde (3), 4-hydroxybenzoic acid (4) and ferulic acid (5), and four flavonoids, 5,5'-dihydroxy-4',6,7-trimethoxyflavanone (6), luteolin (7), vitexicarpin (8) and artemetin (9), were isolated from fruits and leaves of Vitex rotundifolia L. The biological activities of these nine compounds have been examined using a bioassay with lettuce seedlings.

  17. 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.

  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. 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...

  20. 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...

  1. Highly Efficient and Versatile Acetalization of Glycol Catalyzed by Cupric p-Toluenesulfonate

    Institute of Scientific and Technical Information of China (English)

    LIU,Cai-Hua; YU,Xin-Yu; LIANG,Xue-Zheng; WANG,Wen-Juan; YANG,Jian-Guo; HE,Ming-Yuan

    2007-01-01

    Acetalization of glycol with carbonyl compounds was carried out catalyzed by cupric p-toluenesulfonate. These carbonyl compounds included cyclohexanone, propionoaldehyde, n-butyraldehyde, iso-butyraldehyde, n-valeraldehyde, benzaldehyde and butanone. Satisfactory results were obtained: the conversions of these carbonyl compounds were more than 90%, the selectivities were higher than 99.1%, only 0.1% mole ratio of catalyst to substrate and 90 min were sufficient in most cases. The catalyst and products were separated easily by phase separation.

  2. Syntheses of 3,4-benzotropolones by ring-closing metatheses.

    Science.gov (United States)

    Arican, Deniz; Brückner, Reinhard

    2013-06-01

    Ortho-lithiated styrenes or ortho-lithiated benzaldehyde dimethyl acetals were added to 2,2-dimethoxypent-4-enals 7. The resulting alcohols were carried on to the aromatic dienones 10. These were ring-closed by olefin metathesis. Hydrolysis of the dimethyl ketal moiety and enolization provided the 3,4-benzotropolones 5. Overall, this access comprises 4-6 steps and totaled a 22-81% yield.

  3. 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.

  4. 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...

  5. 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...

  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. Silica-Bonded N-Propyl Diethylenetriamine Sulfamic Acid as a Recyclable Solid Acid Catalyst for the Synthesis of α-Aminonitriles

    Institute of Scientific and Technical Information of China (English)

    Tahere RAHI; Mojtaba BAGHERNEJAD; Khodabakhsh NIKNAM

    2012-01-01

    Silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) is employed as a recyclable catalyst to synthesize α-aminonitriles.These syntheses involved one-pot condensation of an aldehyde,an amine,and trimethylsilyl cyanide under mild reaction conditions at room temperature.SBPDSA was recycled seven times in the condensation of benzaldehyde,aniline,and trimethylsilyl cyanide without reduction of its catalytic activity.

  8. Synthesis and insecticidal activities of new pyrethroid acid oxime ester derivatives

    Institute of Scientific and Technical Information of China (English)

    2002-01-01

    A series of compounds containing oxime-ester linkage in place of the ester linkage in pyrethroid ester are designed and prepared. Bioassay data of insecticidal activities of these compounds on Ostrinia nubilalis (H.) and Culex pipines (L.) are presented. Among them 4-dimethyaminobenzaldehyde oxime ester of 2,2,3,3-tetramethylcyclopropanecarboxylic acid and 4-dimethyamino benzaldehyde oxime ester of cyclopropanecarboxylic acid are found to be potent insecticide against Ostrinia nubilalis (H.). Structure-activity relationship of the compounds is discussed.

  9. 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

  10. Synthesis of New Bifunctional Bis(oxazolines) and Their Application in the Asymmetric Cyanosilylation of Aromatic Ketones

    Institute of Scientific and Technical Information of China (English)

    LUO,Mei; DU,Da-Ming

    2004-01-01

    @@ Catalytic asymmetric synthesis of tertiary cyanohydrins by the addition of cyanide to a wide range of ketones has important synthetic utility, since the resulting optically active cyanohydrins are important intermediates for the synthesis of a variety of valuable classes of chiral compounds. The application of oxazoline in asymmetric cyanosilylation has seldom reported in comparation with other reactions.[1] Recently, polymer-supported pyridine-bis(oxazoline) ytterbium complex was reported to catalyze cyanosilylation of benzaldehyde.

  11. 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 .

  12. 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

  13. (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.

  14. 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.

  15. 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

  16. 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.

  17. 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.

  18. 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 ...

  19. Crystal-phase control of molybdenum carbide nanobelts for dehydrogenation of benzyl alcohol.

    Science.gov (United States)

    Li, Zhongcheng; Chen, Chunhui; Zhan, Ensheng; Ta, Na; Li, Yong; Shen, Wenjie

    2014-05-01

    Belt-shaped molybdenum carbides in α- and β-phases were synthesized by reducing and carburizing a nano-sized α-MoO3 precursor with hydrocarbon-hydrogen mixtures at appropriate temperatures; the β-Mo2C nanobelts with a higher fraction of coordinatively unsaturated Mo sites were more active than the α-MoC1-x nanobelts in dehydrogenation of benzyl alcohol to benzaldehyde.

  20. Synthesis of 14-Fluorophenyl-14H-Dibenzo[a,j]xanthenes and Their Derivatives under Microwave Irradiation and Solvent-free Conditions%Synthesis of 14-Fluorophenyl-14H-Dibenzo[a,j]xanthenes and Their Derivatives under Microwave Irradiation and Solvent-free Conditions

    Institute of Scientific and Technical Information of China (English)

    金见安; 章健民; 商文丽; 朱仕正

    2011-01-01

    A facile and efficient synthesis of 14-fluorophenyl-14H-dibenzo[a,j]xanthenes has been developed by one-pot condensation of fluorinated benzaldehydes with β-naphthol in the presence of p-TSA·H2O under microwave irradiation and solvent-free conditions. These products are conveniently oxidized to 14-fluorophenyl-14-hydroxydibenzo[a,j]xanthenes by PbO2 in acetic acid in good yields.

  1. 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...

  2. 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 <...

  3. 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...

  4. 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...

  5. 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.

  6. 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...

  7. 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...

  8. A tribute to Stanislao Cannizzaro, chemical informationist and photochemist.

    Science.gov (United States)

    Roth, Heinz D

    2011-12-01

    Stanislao Cannizzaro is known widely for the Cannizzaro reaction, the "disproportionation" of benzaldehyde upon reaction with alkali, for his approach to teaching chemistry, "Sunto di un corso di filosofia chimica", which he presented at the Karlsruhe Congress of 1860, and for his work on the photochemistry of santonin. In Cannizzaro's laboratory two research associates, Giacomo Ciamician and Paul Silber, and a senior colleague, Emanuele Paternó, became acquainted with the basic methods of sunlight-inducd photochemistry.

  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. 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...

  11. Aerobic oxidation of aldehydes under ambient conditions using supported gold nanoparticle catalysts

    DEFF Research Database (Denmark)

    Marsden, Charlotte Clare; Taarning, Esben; Hansen, David;

    2008-01-01

    A new, green protocol for producing simple esters by selectively oxidizing an aldehyde dissolved in a primary alcohol has been established, utilising air as the oxidant and supported gold nanoparticles as catalyst. The oxidative esterifications proceed with excellent selectivities at ambient cond...... conditions; the reactions can be performed in an open flask and at room temperature. Benzaldehyde is even oxidised at a reasonable rate below -70 degrees C. Acrolein is oxidised to methyl acrylate in high yield using the same protocol....

  12. SEPARATION OF PLUTONIUM FROM ELEMENTS HAVING AN ATOMIC NUMBER NOT LESS THAN 92

    Science.gov (United States)

    Fitch, F.T.; Russell, D.S.

    1958-09-16

    other elements having atomic numbers nnt less than 92, It has been proposed in the past to so separate plutonium by solvent extraction iato an organic solvent using triglycoldichlcride as the organic solvent. The improvement lies in the discovery that triglycoldichloride performs far more efflciently as an extractant, wher certain second organie compounds are added to it. Mentioned as satisfactory additive compounds are benzaldehyde, saturated aliphatic aldehydes containtng at least twc carbon atoms, and certain polyhydric phenols.

  13. 1-[Morpholino(phenylmethyl]-2-naphthol

    Directory of Open Access Journals (Sweden)

    Min Min Zhao

    2010-06-01

    Full Text Available There are two independent molecules in the asymmetric unit of the title compound, C21H21NO2, which was synthesized by the one-pot reaction of 2-naphthol, morpholine and benzaldehyde. The dihedral angles between the naphthalene ring systems and the benzene rings are 84.03 (7 and 75.76 (8° in the two molecules and an intramolecular O—H...N hydrogen bond occurs in each independent molecule.

  14. Anaerobic degradation of linear alkylbenzene sulfonate

    DEFF Research Database (Denmark)

    Mogensen, Anders Skibsted; Haagensen, Frank; Ahring, Birgitte Kiær

    2003-01-01

    Linear alkylbenzene sulfonate (LAS) found in wastewater is removed in the wastewater treatment facilities by sorption and aerobic biodegradation. The anaerobic digestion of sewage sludge has not been shown to contribute to the removal. The concentration of LAS based on dry matter typically increa...... under thermophilic conditions was 37% with LAS as sole carbon source. Benzaldehyde was produced in the UASB reactor during LAS transformation....

  15. Tracking of the organic species during the synthesis of cobalt-based nanoparticles in non-aqueous solution

    Science.gov (United States)

    Staniuk, M.; Niederberger, M.; Koziej, D.

    2014-08-01

    In this work we investigate the organic products of the synthesis of Co-based nanoparticles in benzyl alcohol. Our GC and in situ IR studies provide the experimental proofs for the formation of benzaldehyde, toluene and isopropanol in the reaction solution. These organic products can be correlated with formation of cobalt-based nanoparticles with oxidation state from 0 to 3+. These results shine the light on the complexity of organic and inorganic reactions in solution during crystallization of nanoparticles.

  16. 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°.

  17. 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

  18. 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

  19. 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

  20. 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.

  1. Co-exposure with fullerene may strengthen health effects of organic industrial chemicals.

    Directory of Open Access Journals (Sweden)

    Maili Lehto

    Full Text Available In vitro toxicological studies together with atomistic molecular dynamics simulations show that occupational co-exposure with C60 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 C60 and organic chemicals represent different co-exposure scenarios in in vitro studies where acute cytotoxicity and immunotoxicity of C60 and organic chemicals are tested together and alone by using human THP-1-derived macrophages. Statistically significant co-effects are observed for an unfiltered mixture of benzaldehyde and C60 that is more cytotoxic than benzaldehyde alone, and for a filtered mixture of m-cresol and C60 that is slightly less cytotoxic than m-cresol. Hydrophobicity of chemicals correlates with co-effects when secretion of pro-inflammatory cytokines IL-1β and TNF-α is considered. Complementary atomistic molecular dynamics simulations reveal that C60 co-aggregates with all chemicals in aqueous environment. Stable aggregates have a fullerene-rich core and a chemical-rich surface layer, and while essentially all C60 molecules aggregate together, a portion of organic molecules remains in water.

  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-Me-DBS homologue

  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

  4. 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)

  5. Invasive Vespula Wasps Utilize Kairomones to Exploit Honeydew Produced by Sooty Scale Insects, Ultracoelostoma.

    Science.gov (United States)

    Brown, Robert L; El-Sayed, Ashraf M; Unelius, C Rikard; Beggs, Jacqueline R; Suckling, David M

    2015-11-01

    Vespula wasps are widely distributed invasive alien species that are able to reach high population densities in the 1.2 M ha of beech forests (Fuscospora spp.) of New Zealand's South Island. These endemic temperate forests have an abundance of carbohydrate-rich honeydew produced by native scale insects (Ultracoelostoma spp.). A characteristic aroma is associated with the honeydew in beech forests, which we hypothesized is the signal used by wasps to harvest the vast resources previously exploited by birds and other insects. Volatile collections were taken of black beech tree trunks with honeydew and sooty mold present, and analyzed with a gas chromatograph-mass spectrometer. Eleven compounds (benzaldehyde, benzyl alcohol, 2-phenylethyl acetate, 2-phenylethanol, phenylacetaldehyde, methyl 2-phenylacetate, ethyl 2-phenylacetate, methyl salicylate, n-octanol, octan-3-ol, and 1-octen-3-ol) were positively identified from the headspace, and were shown to elicit an electrophysiological response from Vespula vulgaris worker antennae by using electroantennography (EAG). Field trials with delta traps individually baited with these compounds confirmed wasp attraction to 8 of the 11 compounds tested, with 2-phenylethyl acetate, methyl salicylate, and octan-3-ol capturing the same numbers of wasps as the control. In later trials, attraction to a 1:1 blend of benzaldehyde and n-octanol was significantly higher (45%) than to any other treatment. Many of the chemicals identified are known to be associated with fermenting sugars, or with fungal aroma. Benzaldehyde and n-octanol are common compounds produced by many different species in nature. The ability to respond to generic signals emanating from sugar resources is likely to contribute to the success of V. vulgaris as an invasive species.

  6. Odor-baited trap trees: a new approach to monitoring plum curculio (Coleoptera: Curculionidae).

    Science.gov (United States)

    Prokopy, Ronald J; Chandler, Bradley W; Dynok, Sara A; Piñero, Jaime C

    2003-06-01

    We compared a trap approach with a trap-tree approach to determine the need and timing of insecticide applications against overwintered adult plum curculios, Conotrachelus nenuphar (Herbst.), in commercial apple orchards in Massachusetts in 2002. All traps and trap trees were baited with benzaldehyde (attractive fruit odor) plus grandisoic acid (attractive pheromone). Sticky clear Plexiglas panel traps placed at orchard borders, designed to intercept adults immigrating from border areas by flight, captured significantly more adults than similarly placed black pyramid traps, which are designed to capture adults immigrating primarily by crawling, or Circle traps wrapped around trunks of perimeter-row trees, which are designed to intercept adults crawling up tree trunks. None of these trap types, however, exhibited amounts of captures that correlated significantly with either weekly or season-long amounts of fresh ovipositional injury to fruit by adults. Hence, none appears to offer high promise as a tool for effectively monitoring the seasonal course of plum curculio injury to apples in commercial orchards in Massachusetts. In contrast, baiting branches of selected perimeter-row trees with benzaldehyde plus grandisoic acid led to significant aggregation (14-15-fold) of ovipositional injury, markedly facilitating monitoring of the seasonal course of injury to apples. A concurrent experiment revealed that addition of other synthetic fruit odor attractants to apple trees baited with benzaldehyde plus grandisoic acid did not enhance aggregation of ovipositional injury above that of this dual combination. We conclude that monitoring apples on odor-baited trap trees for fresh ovipositional injury could be a useful new approach for determining need and timing of insecticide application against plum curculio in commercial orchards.

  7. 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.

  8. 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.

  9. 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...

  10. 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.

  11. 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.

  12. Switching the Cleavage Sites in Palladium on Carbon-Catalyzed Carbon-Carbon Bond Disconnection.

    Science.gov (United States)

    Hattori, Tomohiro; Takakura, Ryoya; Ichikawa, Tomohiro; Sawama, Yoshinari; Monguchi, Yasunari; Sajiki, Hironao

    2016-04-01

    We have demonstrated a palladium on carbon-catalyzed approach to regioselectively alter the cleavage sites of the C-C bonds of cinnamaldehyde derivatives by a slight change in the reaction conditions in isopropanol under an O2 atmosphere. Styrene derivatives could be selectively formed by the addition of Na2CO3 in association with the dissociation of carbon monoxide, while benzaldehyde derivatives were generated by the addition of CuCl and morpholine instead of Na2CO3. PMID:26944077

  13. 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.

  14. Sodium Hydrogen Sulfate as Effective and Reusable Heterogeneous Catalyst for the One-pot Preparation of 14H-[(Un)substituted phenyl]-dibenzo[a,j]xanthene Leuco-dye Derivatives

    Institute of Scientific and Technical Information of China (English)

    SHATERIAN Hamid Reza; DOOSTMOHAMMADI Razieh; GHASHANG Majid

    2008-01-01

    NaHSO4·H2O has been used as an efficient catalyst for the one-pot preparation of 14H-[(un)substituted phenyl]-dibenzo[a,j]xanthene leuco-dye derivatives by condensation of β-naphthol with substituted benzaldehydes under microwave and thermal conditions.This method has the advantages of high yields,a green reaction,an efficient and cost-effective method,simple procedures,short reaction time,and easy workup.

  15. 2-Hy­droxy-N′-(4-hy­droxy­benzyl­idene)-3-methyl­benzohydrazide

    Science.gov (United States)

    Shen, Xi-Hai; Zhu, Li-Xue; Shao, Li-Juen; Zhu, Zhao-Fu

    2012-01-01

    The title compound, C15H14N2O3, was prepared by condensing 4-hy­droxy­benzaldehyde and 2-hy­droxy-3-methyl­benzo­hydra­zide in methanol. The two benzene rings make a dihedral angle of 19.03 (11)°. An intra­molecular O—H⋯O hydrogen bond is observed. The crystal structure is stabilized by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds and C—H⋯O inter­actions, which lead to the formation of a three-dimensional network. PMID:22346935

  16. N′-(4-Diethyl­amino-2-hy­droxy­benzyl­idene)-4-methyl­benzohydrazide

    Science.gov (United States)

    Shen, Xi-Hai; Shao, Li-Juen; Zhu, Zhao-Fu; Zhu, Li-Xue

    2012-01-01

    The title compound, C19H23N3O2, was prepared by condensing 4-diethyl­amino-2-hy­droxy­benzaldehyde and 4-methyl­benzo­hydrazide in methanol. The asymmetric unit contains two independent mol­ecules in which the two benzene rings make dihedral angles of 30.3 (3) and 18.9 (3)°. Intra­molecular O—H⋯N hydrogen bonds are observed in both mol­ecules. The crystal structure is stabilized by N—H⋯O hydrogen bonds, which form chains along the a axis. PMID:22589942

  17. 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 (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....

  18. Microwave-Assisted Synthesis of Some Quinoxaline-Incorporated Schiff Bases and Their Biological Evaluation

    Directory of Open Access Journals (Sweden)

    L. Achutha

    2013-01-01

    Full Text Available Quinoxaline-incorporated Schiff bases (4a–j were synthesized by the condensation of 2-[(3-methylquinoxalin-2-yloxy]acetohydrazide (3 with indole-3-carbaldehyde, furfuraldehyde, 5-(4-nitrophenyl-2-furfuraldehyde, and substituted benzaldehydes under conventional and microwave irradiation methods. The microwave method was found to be remarkably successful with higher yields, less reaction time, and environmentally friendly compared to conventional heating method. The chemical structures of the synthesized compounds have been confirmed by analytical and spectral data. All the compounds have been evaluated for antitubercular and anti-inflammatory activities.

  19. Synthesis of novel pyrazolylquinoxalines

    Energy Technology Data Exchange (ETDEWEB)

    Kim, Ho Sik [Catholoic University of Taegu-Hyosung, Gyongsan (Korea, Republic of); Kwag, Sam Tag [Pukyong National Univ., Pusan (Korea, Republic of)

    2000-06-01

    The reaction of 6-chloro-2-hydrazinoquinoxaline 4-oxide (10) with acetylacetone or dibenzoylmethane gave 6-chloro-2-(3,5-disubstituted pyrazol-1-yl)quinoxaline 4-oxide (11) through the intramolecular cyclization. The chlorination of compound 11 with phosphoryl chloride afforded 3,6-dichloro-2-(3,5-disubstituted pyrazol-l-yl)quinoxalines (12), whose reaction with hydrazine hydrate provided 6-chloro-3-hydrazino-2-(3,4-disubstituted pyrazol-l-yl)quinoxalines (13). The reaction of compound 13 with substituted benzaldehydes, benzenesulfonyl chloride, substituted benzoyl chlorides or acyl chlorides gave novel pyrazolylquinoxalines.

  20. Influência da temperatura de secagem sobre o rendimento e a composição química do óleo essencial de Tanaecium nocturnum (barb. Rodr. bur. & K. Shum The influence of drying temperature on the yield and the chemical composition of the essential oil from Tanaecium nocturnum (Barb. Rodr. Bur. & K. Shum

    Directory of Open Access Journals (Sweden)

    Flávio A. Pimentel

    2008-01-01

    Full Text Available The yields and chemical compositions of the essential oils obtained by steam distillation of the fresh and dried (30 and 40 ºC leaves, stems and roots of Tanaecium nocturnum are reported. The identification and quantification of the volatile constituents were accomplished by GC/MS and GC/FID, respectively. The essential oils obtained from the various parts of the plant were constituted mainly of benzaldehyde. Large losses and variations in the quantities of the components during the drying process were observed. The presence of mandelonitrile in higher concentration in the stem and roots indicates that this species produces cyanogenic glycosides.

  1. 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.

  2. 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.

  3. 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

  4. 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.

  5. Selective oxidation of benzyl alcohol in dense CO2

    DEFF Research Database (Denmark)

    Beier, Matthias Josef; Grunwaldt, Jan-Dierk; Tsivintzelis, Ioannis;

    2012-01-01

    Catalytic reactions in pressurized CO2 are often strongly affected by the phase behavior. Knowledge on phase behavior is therefore desirable for optimizing the reaction conditions but often requires considerable experimental effort. Here, a previously established thermodynamic model for complex...... systems, based on the Cubic Plus Association (CPA) equation of state, is utilized in order to gain insight into the phase behavior during the palladium-catalyzed selective oxidation of benzyl alcohol to benzaldehyde. The catalytic reaction was studied in a tubular continuous reactor both under biphasic...

  6. Sulfuric Acid ([3-(3-Silicapropyl)sulfanyl]propyl)ester as a Recyclable Catalyst for the Synthesis of 4,4'-(Arylmethylene)bis(1H-pyrazol-5-ols)%Sulfuric Acid ([3-(3-Silicapropyl)sulfanyl]propyl)ester as a Recyclable Catalyst for the Synthesis of4,4'-(Arylmethylene)bis(1H-pyrazol-5-ols)

    Institute of Scientific and Technical Information of China (English)

    Shekoofeh TAYEBI; Mojtaba BAGHERNEJAD; Dariush SABERI; Khodabakhsh NI KNAM

    2011-01-01

    Sulfuric acid ([3-(3-silicapropyl)sulfanyl]propyl)ester is employed as a recyclable catalyst for the condensation reaction between aromatic aldehydes and 3-methyl-l-phenyl-5-pyrazolone.This condensation reaction was performed in ethanol under refluxing conditions giving 4,4-alkylmethylene-bis(3-methyl-5-pyrazolones) in 74-90% yields.The heterogeneous catalyst was recycled and used in eleven runs for the reaction between benzaldehyde and 3-methyl-l-phenyl-5-pyrazolone without losing catalytic activity.

  7. New synthetic way to prepare 2-aryl-8-(piperidin-4-yl)-5, 7-dimethoxy-4H-chromen-4-one as key intermediate for CDK inhibitor

    Institute of Scientific and Technical Information of China (English)

    Yan Ling Li; Hao Fang; Wen Fang Xu; Bing He Wang

    2008-01-01

    As an important intermediate to study cyclin-dependent kinase (CDK) inhibitors, 2-aryl-8-(piperidin-4-yl)-5,7-dimethoxy-4H-chromen-4-one derivatives were prepared using β-diketone route with low yield. In our study, chalcone route has been investigatedand the result suggested that the benzaldehydes substituted with electron-donating group give much better yield than β-diketoneroute. This new method will be an efficient way to start further research on new anticancer flavonoids.2008 Hao Fang. PuNished by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  8. 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.

  9. 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

  10. 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.

  11. 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...

  12. 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.

  13. 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.

  14. 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.

  15. First total synthesis of four natural prenylated flavonoids

    Institute of Scientific and Technical Information of China (English)

    Jin Hui Yang; Wu Biao Zuo; Dong Dong Guo; Jun Shan Luo; Wen Qian Huang

    2012-01-01

    A facile approach for the first total synthesis of prenylated flavonoids,(±)-abyssinone-Ⅵ-4-O-methyl ether 1,(±)-abyssinone-Ⅳ-4'-O-methyl ether 2,(±)-abyssinone-Ⅴ-4'-O-methyl ether 3 and (±)-sigmoidin E 4 has been described.The key intermediate 4-hydroxy-3,5-di-(3-methylbut-2-enyl)benzaldehyde 6 was also first synthesized that features regioselective prenylation of 4-hydroxybenzaldehyde and crystallizing with petroleum ether from the reaction mixture by freeze-out effect.

  16. 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.

  17. 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

  18. 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.

  19. 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.

  20. (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.

  1. 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

  2. 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.

  3. Synthesis and Antibacterial Activities of 4-Amino-3-( 1-aryl-5-methyl-1,2,3-triazol-4-yl)-5-mercapto-1,2,4- triazoles/2-Amino-5- ( 1- aryl-5- methyl- 1,2,3- triazol-4- yl )- 1,3,4- thiadiazoles and Their Derivatives

    Institute of Scientific and Technical Information of China (English)

    ZHANG,Yan(张艳); SUN,Xiao-Wen(孙小文); HUI,Xin-Ping(惠新平); ZHANG,Zi-Yi(张自义); WANG,Qin(王勤); ZHANG,Qi(张琪)

    2002-01-01

    Treatment of 4-amino-3- (1-aryl-5-methyl-1,2, 3-triazol-4-yl)-5-mercapto-1, 2, 4-triazoles/2-amino-5-( 1-aryi-5-methyl-1, 2,3-triazol-4-yl)-1, 3,4-thiadiazoles with benzaldehyde, acetone and ω-bromoacetophenone was tested and compared. The title compounds Schiff bases, amides, imidazolo[2,1-b]-1,3,4-thiadiazoles and 7H-s-triazolo [3, 4-b ]-1, 3, 4-thiadiazines have been confirmed by elemental analyses, 1H NMR, IR and MS spectra. All the compounds have also been screened for their antibacterial activities against B. subtilis, S. aureus and E. coli.

  4. 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...

  5. 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)

  6. 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...

  7. 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

  8. 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.

  9. 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.

  10. Synthesis and Properties of Novel Hemicyanine Dye-β-Cyclodextrin

    Institute of Scientific and Technical Information of China (English)

    WANG,Lan-Ying; LI,Feng-Mei; HUANG,Yi; MEI,Man-Yu; ZHANG,Zu-Xun

    2007-01-01

    A series of novel hemicyanine dye-β-cyclodextrin compounds: mono-6-deoxy-β-cyclodextrin-6-[p-(p-substituted styryl)pyridium] p-totylfulfonates were synthesized by the condensation of mono-6-deoxy-β- cyclodextrin-6-(p-methyl pyridinium) p-toluenesulfonate with (un)substituted benzaldehydes. Their structures were established by 1H NMR, IR, UV-Vis and elemental analysis. The absorption and fluorescence properties of the novel compounds were measured in solution and the photostability of a selected hemicyanine dye-β-cyclodextrin compound was also investigated.

  11. DFT study on mechanism of the classical Biginelli reaction

    Institute of Scientific and Technical Information of China (English)

    Jin Guang Ma; Ji Ming Zhang; Hai Hui Jiang; Wan Yong Ma; Jian Hua Zhou

    2008-01-01

    The condensation of benzaldehyde, urea, and ethyl acetoacetate according to the procedure described by Biginelli was investigated at the B3LYP/6-31G(d), B3LYP/6-31+G(d,p), and B3LYP/6-311+G(3df,2p)//B3LYP/6-31+G(d,p) levels to explore the reaction mechanism. According to the mechanism proposed by Kappe, structures of five intermediates were optimized and four transition states were found. The calculation results proved that the mechanism proposed by Kappe is right.

  12. 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

  13. Organic materials with nonlinear optical properties

    Science.gov (United States)

    Stupp, Samuel I.; Son, Sehwan; Lin, Hong-Cheu

    1995-01-01

    The present invention is directed to organic materials that have the ability to double or triple the frequency of light that is directed through the materials. Particularly, the present invention is directed to the compound 4-[4-(2R)-2-cyano-7-(4'-pentyloxy-4-biphenylcarbonyloxy)phenylheptylidene) phenylcarbonyloxy]benzaldehyde, which can double the frequency of light that is directed through the compound. The invention is also directed to the compound (12-hydroxy-5,7-dodecadiynyl) 4'-[(4'-pentyloxy-4-biphenyl)carbonyloxy]-4-biphenylcarboxylate, and its polymeric form. The polymeric form can triple the frequency of light directed through it.

  14. Preparation, characterization and catalytic properties of MCM-48 supported tungstophosphoric acid mesoporous materials for green synthesis of benzoic acid

    Science.gov (United States)

    Wu, Hai-Yan; Zhang, Xiao-Li; Chen, Xi; Chen, Ya; Zheng, Xiu-Cheng

    2014-03-01

    MCM-48 and tungstophosphoric acid (HPW) were prepared and applied for the synthesis of HPW/MCM-48 mesoporous materials. The characterization results showed that HPW/MCM-48 obtained retained the typical mesopore structure of MCM-48, and the textural parameters decreased with the increase loading of HPW. The catalytic oxidation results of benzyl alcohol and benzaldehyde with 30% H2O2 indicated that HPW/MCM-48 was an efficient catalyst for the green synthesis of benzoic acid. Furthermore, 35 wt% HPW/MCM-48 sample showed the highest activity under the reaction conditions.

  15. Catalyst system and process for benzyl ether fragmentation and coal liquefaction

    Science.gov (United States)

    Zoeller, Joseph Robert

    1998-04-28

    Dibenzyl ether can be readily cleaved to form primarily benzaldehyde and toluene as products, along with minor amounts of bibenzyl and benzyl benzoate, in the presence of a catalyst system comprising a Group 6 metal, preferably molybdenum, a salt, and an organic halide. Although useful synthetically for the cleavage of benzyl ethers, this cleavage also represents a key model reaction for the liquefaction of coal; thus this catalyst system and process should be useful in coal liquefaction with the advantage of operating at significantly lower temperatures and pressures.

  16. 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.

  17. An Efficient Preparation of 1,2-Diamino-1-phenylheptane

    Directory of Open Access Journals (Sweden)

    P. T. Perumal

    2002-06-01

    Full Text Available A convenient four-step method for the preparation of the lipophilic vicinal diamine 1,2-diamino-1-phenylheptane is described. Condensation involving octan-2-one, benzaldehyde and ammonia is reported. Regioselective Schmidt rearrangement of 2,6-diphenyl-3-pentyl-piperidin-4-one (1 to 2,7-diphenyl-3-pentyl hexahydrodiazapin-5-one (3 is presented. Hydrolysis of 2,7-diphenyl-3-pentyl hexahydrodiazapin-5-one to 1,2-diamino-1-phenylheptane (4 is also reported for the first time.

  18. 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.

  19. Active Sites on the Surface of Nano-Sized SiO2-TiO2 Composites

    Science.gov (United States)

    Valova, M. S.; Koryakova, O. V.; Maksimovskikh, A. I.; Fedorova, O. V.; Murashkevich, A. N.; Alisienok, O. A.

    2014-07-01

    The nature and amount of active sites on the surface of nano-sized SiO2-TiO2 oxides were studied by FTIR spectroscopy and back-titration methods. Increasing the TiO2 content in the SiO2-TiO2 composites increased the amount of activated surface H2O and adsorbed CO2. This increased the amount of active basic centers on the oxide surface and caused the first of two observed mechanisms for benzaldehyde adsorption (with and without its activation) to begin to prevail.

  20. Cobalt (II, nickel (II, copper (II and zinc (II complexes of 1-(phenyl(phenylamino methylpyrrolidine-2,5-dione and 2-((phenylaminomethyl isoindoline-1,3-dione and their biological activity

    Directory of Open Access Journals (Sweden)

    D. Tamil Vendan

    2010-12-01

    Full Text Available The new Mannich bases 1-(phenyl(phenylaminomethylpyrrolidine-2,5-dione (SBA was synthesized from the condensation of succinimide, benzaldehyde and aniline. 2-((phenylaminomethylisoindoline-1,3-dione (PFA was derived from pthalimide, formaldehyde and aniline. The general formula of the Co (II, Ni (II, Cu (II and Zn (II chloro complexes, ML2X2 are reported. The ligands and the complexes have been characterized by various physical-chemical techniques such as elemental analysis, molar conductance, magnetic susceptibility measurements, infrared and electronic spectra. The spectral analysis to ascertain mode of bonding and overall geometry of the complexes revealed octahedral geometries.

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

    Science.gov (United States)

    Ou, Qi; Fatehi, Shervin; Alguire, Ethan; Shao, Yihan; Subotnik, Joseph E.

    2014-07-01

    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 {T}1/{T}2 conical intersection of benzaldehyde.

  2. 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.

  3. N-(2,4-Dinitrophenyl-N′-[nitro(phenylmethylene]hydrazine

    Directory of Open Access Journals (Sweden)

    Chunlan Yuan

    2008-12-01

    Full Text Available The title compound, C13H9N5O6, contains three nitro groups. It is prepared by the reaction of benzaldehyde 2,4-dinitrophenylhydrazone with nitric oxide at ambient temperature. The imine group is nearly coplanar with the (2,4-dinitrophenylhydrazine unit. The second benzene ring and the third nitro group are twisted away from this plane, with dihedral angles of 48.5 (3 and 15.2 (3°, respectively. Weak intramolecular N—H...O interactions are observed.

  4. Fabrication of liquid crystal based sensor for detection of hydrazine vapours

    Science.gov (United States)

    Nandi, Rajib; Singh, Sachin Kumar; Singh, Hemant Kumar; Singh, Bachcha; Singh, Ranjan K.

    2014-10-01

    A novel liquid crystal (LC) based sensor to detect trace level amount of hydrazine vapour has been developed. The LC 4‧-pentyl-4-biphenylcarbonitrile (5CB) doped with 0.5 wt% 4-decyloxy benzaldehyde (DBA) shows dark to bright optical texture upon exposure of hydrazine vapours as revealed by polarizing optical microscopy under crossed polarizers. The hydrazine interacts with the doped DBA and form diimine compound which disrupt the orientation of aligned 5CB. The interaction between DBA and hydrazine has been also studied by Raman spectroscopy.

  5. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae

    Directory of Open Access Journals (Sweden)

    Makarov Slobodan E.

    2012-01-01

    Full Text Available The troglomorphic millipede Brachydesmus troglobius Daday, 1889 (Polydesmida: Polydesmidae secretes allomones from glands on both lateral surfaces of its body segments. The secretion was identified by gas chromatography-mass spectrometry (GC-MS analysis with electron and chemical ionization, and was shown to be composed of a mixture of benzaldehyde, benzyl alcohol, benzoylnitrile, benzoic acid and mandelonitrile benzoate. Hydrogen cyanide was qualitatively identified by the picric acid test. This is the first identification of these compounds in a cave-dwelling polydesmid.

  6. Ultrafine MnO2 nanoparticles decorated on graphene oxide as a highly efficient and recyclable catalyst for aerobic oxidation of benzyl alcohol.

    Science.gov (United States)

    Hu, Zonggao; Zhao, Yafei; Liu, Jindun; Wang, Jingtao; Zhang, Bing; Xiang, Xu

    2016-12-01

    The highly active and selective aerobic oxidation of aromatic alcohols over earth-abundant, inexpensive and recyclable catalysts is highly desirable. We fabricated herein MnO2/graphene oxide (GO) composites by a facile in-situ growth approach at room temperature and used them in selective aerobic oxidation of benzyl alcohol to benzaldehyde. TEM, XRD, FTIR, XPS and N2 adsorption/desorption analysis were employed to systematically investigate the morphology, particle size, structure and surface properties of the catalysts. The 96.8% benzyl alcohol conversion and 100% benzaldehyde selectivity over the MnO2/GO (10/100) catalyst with well dispersive ultrafine MnO2 nanoparticles (ca. 3nm) can be obtained within 3h under 383K. Simultaneously, no appreciable loss of activity and selectivity occurred after recycling use up to six times. Due to their significant low cost, excellent catalytic performance, the MnO2/GO composites have huge application prospect in organic synthesis. PMID:27544446

  7. Design, synthesis and molecular docking studies of novel N-benzenesulfonyl-1,2,3,4-tetrahydroisoquinoline-based triazoles with potential anticancer activity.

    Science.gov (United States)

    Pingaew, Ratchanok; Mandi, Prasit; Nantasenamat, Chanin; Prachayasittikul, Supaluk; Ruchirawat, Somsak; Prachayasittikul, Virapong

    2014-06-23

    A novel series of N-benzenesulfonyl-1,2,3,4-tetrahydroisoquinolines (14-33) containing triazole moiety were designed and synthesized through rational cycloadditions using the modified Pictet-Spengler reaction and the Click chemistry. Antiproliferative activity against four cancer cell lines (e.g., HuCCA-1, HepG2, A549 and MOLT-3) revealed that many substituted triazole analogs of benzoates (20, 29) and benzaldehydes (30, 32) exhibited anticancer activity against all of the tested cancer cell lines in which the ester analog 20 was shown to be the most potent compound against HuCCA-1 (IC50 = 0.63 μM) and A549 (IC50 = 0.57 μM) cell lines. Triazoles bearing phenyl (15, 24), tolyl (26, 27), acetophenone (19), benzoate (20, 29), benzaldehyde (21, 30) and naphthalenyl (25) substituents showed stronger anticancer activity against HepG2 cells than that of the etoposide. Interestingly, the p-tolyl analog (27) displayed the most potent inhibitory activity (IC50 = 0.56 μM) against HepG2 cells without affecting normal cells. Of the investigated tetrahydroisoquinoline-triazoles, the promising compounds 20 and 27 were selected for molecular docking against AKR1C3, which was identified to be a plausible target site. PMID:24836071

  8. 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.

  9. 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

  10. 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.

  11. 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.

  12. 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

  13. 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.

  14. 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

    2004-01-01

    Electroantennogram (EAG) evaluation of selected compounds from wilted leaves of black 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 shouldmodify 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.

  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. 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

  17. 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.

  18. Synthesis of Polydentate Chiral Amino Alcohol from L-Phenyl Glycine%L-苯甘氨酸衍生物新型三齿手性氨基醇的合成

    Institute of Scientific and Technical Information of China (English)

    刘丰良; 肖清波; 沈霞; 刘言萍; 刘畅; 尹军

    2011-01-01

    摘要:对叔丁基苯胺经二甲基化、甲酰化得到5-叔丁基.2-二甲氨基苯甲醛;L-苯甘氨酸经LiAlH4直接还原,得到的二齿手性氨基醇与上述醛经缩合、还原,得到新型三齿手性氨基醇(2S)-2-[(5-叔丁基-2-二甲氨基)苯基]甲氨基-2·苯基乙醇。用红外光谱(IR)、质谱(MS)和核磁共振氢谱(1H-NMR)等对产物进行了结构表征。%5-tert-Butyl-2-(dimethylamino)benzaldehyde was derived from 4-tert-butyl aniline by dimethylation and formylation. Polydentate chiral amino alcohol (2S)-2-[(5-tert-butyl-2-dimethylamino) penyl]methyl-amino-2-phenylethanol was synthesized from 5-tert-butyl-2-(dimethylamino) benzaldehyde and chiral amino alcohol prepared from L-phenyl glycine with LiAIH4. The products were characterized by infrared spectroscopy (IR), mass spectroscopy (MS) and nuclear magnetic resonance spectroscopy (1H-NMR).

  19. Inhibitory effects of Ruta graveolens L. extract on guinea pig liver aldehyde oxidase.

    Science.gov (United States)

    Pirouzpanah, Saieed; Saieed, Pirouzpanah; Rashidi, Mohammad Reza; Reza, Rashidi Mohammad; Delazar, Abbas; Abbas, Delazar; Razavieh, Seyyed-Vali; Seyyedvali, Razavieh; Hamidi, Aliasghar; Aliasghar, Hamidi

    2006-01-01

    Ruta graveolens L. is a flavonoid-containing medicinal plant with various biological properties. In the present study, the effects of R. graveolens extract on aldehyde oxidase, a molybdenum hydroxylase, are investigated. Aldehyde oxidase was partially purified from liver homogenates of mature male guinea pigs by heat treatment and ammonium sulphate precipitation. The total extract was obtained by macerating the aerial parts of R. graveolens in MeOH 70% and the effect of this extract on the enzyme activity was assayed using phenanthridine, vanillin and benzaldehyde as substrates. Quercetin and its glycoside form, rutin were isolated, purified and identified from the extract and their inhibitory effects on the enzyme were investigated. R. graveolens extract exhibited a high inhibition on aldehyde oxidase activity (89-96%) at 100 microg/ml which was comparable with 10 microM of menadione, a specific potent inhibitor of aldehyde oxidase. The IC50 values for the inhibitory effect of extract against the oxidation of benzaldehyde, vanillin and phenanthridine were 10.4, 10.1, 43.2 microg/ml, respectively. Both quercetin and rutin at 10 microM caused 70-96% and 27-52% inhibition on the enzyme activity, respectively. Quercetin was more potent inhibitor than rutin, but both flavonols exerted their inhibitory effects mostly in a linear mixed-type.

  20. Development of an LC-MS/MS analytical method for the simultaneous measurement of aldehydes from polyunsaturated fatty acids degradation in animal feed.

    Science.gov (United States)

    Douny, Caroline; Bayram, Pinar; Brose, François; Degand, Guy; Scippo, Marie-Louise

    2016-05-01

    Knowing that polyunsaturated fatty acids can lead to the formation of potentially toxic aldehydes as secondary oxidation products, an analytical method using liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS) detection was developed to measure the concentration of eight aldehydes in animal feed: malondialdehyde (MDA), 4-hydroxy-2-nonenal (4-HNE), 4-hydroxy-2-hexenal (4-HHE), crotonaldehyde (CRT), benzaldehyde (BNZ), hexanal (HXL), 2,4-nonadienal, and 2,4-decadienal. The developed method was validated according to the criteria and procedure described in international standards. The evaluated parameters were specificity/selectivity, recovery, precision, accuracy, uncertainty, limits of detection and quantification, using the concept of accuracy profiles. These parameters were determined during experiments conducted over three different days with ground Kellogg's® Corn Flakes® cereals as model matrix for animal feed and spiked at different levels of concentration. Malondialdehyde, 4-HHE, 4-HNE, crotonaldehyde, benzaldehyde, and hexanal can be analyzed in the same run in animal feed with a very good accuracy, with recovery rates ranging from 86 to 109% for a working range going from 0.16 to 12.50 mg/kg. The analysis of 2,4-nonadienal and 2,4-decadienal can also be performed but in a limited range of concentration and with a limited degree of accuracy. Their recovery rates ranged between 54 and 114% and coefficient of variation for the intermediate precision between 11 and 25% for these two compounds. Copyright © 2016 John Wiley & Sons, Ltd.

  1. Evaluation of the glycoside hydrolase activity of a Brettanomyces strain on glycosides from sour cherry (Prunus cerasus L.) used in the production of special fruit beers.

    Science.gov (United States)

    Daenen, Luk; Sterckx, Femke; Delvaux, Freddy R; Verachtert, Hubert; Derdelinckx, Guy

    2008-11-01

    The glycoside hydrolase activity of Saccharomyces cerevisiae and Brettanomyces custersii was examined on sour cherry (Prunus cerasus L.) glycosides with bound volatile compounds. Refermentations by the beta-glucosidase-negative S. cerevisiae strains LD25 and LD40 of sour cherry juice-supplemented beer demonstrated only a moderate increase of volatiles. In contrast, the beta-glucosidase-positive B. custersii strain LD72 showed a more pronounced activity towards glycosides with aliphatic alcohols, aromatic compounds and terpenoid alcohols. Important contributors to sour cherry aroma such as benzaldehyde, linalool and eugenol were released during refermentation as shown by analytical tools. A gradually increasing release was observed during refermentations by B. custersii when whole sour cherries, sour cherry pulp or juice were supplemented in the beer. Refermentations with whole sour cherries and with sour cherry stones demonstrated an increased formation of benzyl compounds. Thus, amygdalin was partially hydrolysed, and a large part of the benzaldehyde formed was mainly reduced to benzyl alcohol and some further esterified to benzyl acetate. These findings demonstrate the importance and interesting role of certain Brettanomyces species in the production of fruit lambic beers such as 'Kriek'. PMID:18673394

  2. Proteins involved in wine aroma compounds metabolism by a Saccharomyces cerevisiae flor-velum yeast strain grown in two conditions.

    Science.gov (United States)

    Moreno-García, Jaime; García-Martínez, Teresa; Millán, M Carmen; Mauricio, Juan Carlos; Moreno, Juan

    2015-10-01

    A proteomic and exometabolomic study was conducted on Saccharomyces cerevisiae flor yeast strain growing under biofilm formation condition (BFC) with ethanol and glycerol as carbon sources and results were compared with those obtained under no biofilm formation condition (NBFC) containing glucose as carbon source. By using modern techniques, OFFGEL fractionator and LTQ-Orbitrap for proteome and SBSE-TD-GC-MS for metabolite analysis, we quantified 84 proteins including 33 directly involved in the metabolism of glycerol, ethanol and 17 aroma compounds. Contents in acetaldehyde, acetic acid, decanoic acid, 1,1-diethoxyethane, benzaldehyde and 2-phenethyl acetate, changed above their odor thresholds under BFC, and those of decanoic acid, ethyl octanoate, ethyl decanoate and isoamyl acetate under NBFC. Of the twenty proteins involved in the metabolism of ethanol, acetaldehyde, acetoin, 2,3-butanediol, 1,1-diethoxyethane, benzaldehyde, organic acids and ethyl esters, only Adh2p, Ald4p, Cys4p, Fas3p, Met2p and Plb1p were detected under BFC and as many Acs2p, Ald3p, Cem1p, Ilv2p, Ilv6p and Pox1p, only under NBFC. Of the eight proteins involved in glycerol metabolism, Gut2p was detected only under BFC while Pgs1p and Rhr2p were under NBFC. Finally, of the five proteins involved in the metabolism of higher alcohols, Thi3p was present under BFC, and Aro8p and Bat2p were under NBFC. PMID:26187821

  3. Proteins involved in wine aroma compounds metabolism by a Saccharomyces cerevisiae flor-velum yeast strain grown in two conditions.

    Science.gov (United States)

    Moreno-García, Jaime; García-Martínez, Teresa; Millán, M Carmen; Mauricio, Juan Carlos; Moreno, Juan

    2015-10-01

    A proteomic and exometabolomic study was conducted on Saccharomyces cerevisiae flor yeast strain growing under biofilm formation condition (BFC) with ethanol and glycerol as carbon sources and results were compared with those obtained under no biofilm formation condition (NBFC) containing glucose as carbon source. By using modern techniques, OFFGEL fractionator and LTQ-Orbitrap for proteome and SBSE-TD-GC-MS for metabolite analysis, we quantified 84 proteins including 33 directly involved in the metabolism of glycerol, ethanol and 17 aroma compounds. Contents in acetaldehyde, acetic acid, decanoic acid, 1,1-diethoxyethane, benzaldehyde and 2-phenethyl acetate, changed above their odor thresholds under BFC, and those of decanoic acid, ethyl octanoate, ethyl decanoate and isoamyl acetate under NBFC. Of the twenty proteins involved in the metabolism of ethanol, acetaldehyde, acetoin, 2,3-butanediol, 1,1-diethoxyethane, benzaldehyde, organic acids and ethyl esters, only Adh2p, Ald4p, Cys4p, Fas3p, Met2p and Plb1p were detected under BFC and as many Acs2p, Ald3p, Cem1p, Ilv2p, Ilv6p and Pox1p, only under NBFC. Of the eight proteins involved in glycerol metabolism, Gut2p was detected only under BFC while Pgs1p and Rhr2p were under NBFC. Finally, of the five proteins involved in the metabolism of higher alcohols, Thi3p was present under BFC, and Aro8p and Bat2p were under NBFC.

  4. 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

  5. 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.

  6. 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.

  7. Engineering Escherichia coli for renewable benzyl alcohol production

    Directory of Open Access Journals (Sweden)

    Shawn Pugh

    2015-12-01

    Full Text Available Benzyl alcohol is an aromatic hydrocarbon used as a solvent and an intermediate chemical in the pharmaceutical, cosmetics, and flavor/fragrance industries. The de novo biosynthesis of benzyl alcohol directly from renewable glucose was herein explored using a non-natural pathway engineered in Escherichia coli. Benzaldehyde was first produced from endogenous phenylpyruvate via three heterologous steps, including hydroxymandelate synthase (encoded by hmaS from Amycolatopsis orientalis, followed by (S-mandelate dehydrogenase (encoded by mdlB and phenylglyoxylate decarboxylase (encoded by mdlC from Pseudomonas putida ATCC 12633. The subsequent rapid and efficient reduction of benzaldehyde to benzyl alcohol occurred by the combined activity and native regulation of multiple endogenous alcohol dehydrogenases and/or aldo-keto reductases. Through systematic deletion of competing aromatic amino acid biosynthesis pathways to promote endogenous phenylpyruvate availability, final benzyl alcohol titers as high as 114±1 mg/L were realized, representing a yield of 7.6±0.1 mg/g on glucose and a ~5-fold improvement over initial strains.

  8. 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.

  9. 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.

  10. 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

  11. 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.

  12. Synthesis and characterization of Cu(II), Co(II) and Ni(II) complexes of a number of sulfadrug azodyes and their application for wastewater treatment

    Science.gov (United States)

    El-Baradie, K.; El-Sharkawy, R.; El-Ghamry, H.; Sakai, K.

    2014-03-01

    The azodye ligand (HL1) was synthesized from the coupling of sulfaguanidine diazonium salt with 2,4-dihydroxy-benzaldehyde while the two ligands, HL2 and HL3, were prepared by the coupling of sulfadiazine diazonium salt with salicylaldehyde (HL2) and 2,4-dihydroxy-benzaldehyde (HL3). The prepared ligands were characterized by elemental analysis, IR, 1H NMR and mass spectra. Cu(II), Co(II) and Ni(II) complexes of the prepared ligands have been synthesized and characterized by various spectroscopic techniques like IR, UV-Visible as well as magnetic and thermal (TG and DTA) measurements. It was found that all the ligands behave as a monobasic bidentate which coordinated to the metal center through the azo nitrogen and α-hydroxy oxygen atoms in the case of HL1 and HL3. HL2 coordinated to the metal center through sulfonamide oxygen and pyrimidine nitrogen. The applications of the prepared complexes in the oxidative degradation of indigo carmine dye exhibited good catalytic activity in the presence of H2O2 as an oxidant. The reactions followed first-order kinetics and the rate constants were determined. The degradation reaction involved the catalytic action of the azo-dye complexes toward H2O2 decomposition, which can lead to the generation of HOrad radicals as a highly efficient oxidant attacking the target dye. The detailed kinetic studies and the mechanism of these catalytic reactions are under consideration in our group.

  13. Aldol Reactions of Axially Chiral 5-Methyl-2-(o-arylimino-3-(o-aryl-thiazolidine-4-ones

    Directory of Open Access Journals (Sweden)

    Sule Erol Gunal

    2016-06-01

    Full Text Available Axially chiral 5-methyl-2-(o-arylimino-3-(o-aryl-thiazolidine-4-ones have been subjected to aldol reactions with benzaldehyde to produce secondary carbinols which have been found to be separable by HPLC on a chiral stationary phase. Based on the reaction done on a single enantiomer resolved via a chromatographic separation from a racemic mixture of 5-methyl-2-(α-naphthylimino-3-(α-naphthyl-thiazolidine-4-one by HPLC on a chiral stationary phase, the aldol reaction was shown to proceed via an enolate intermediate. The axially chiral enolate of the thiazolidine-4-one was found to shield one face of the heterocyclic ring rendering face selectivity with respect to the enolate. The selectivities observed at C-5 of the ring varied from none to 11.5:1 depending on the size of the ortho substituent. Although the aldol reaction proceeded with a lack of face selectivity with respect to benzaldehyde, recrystallization returned highly diastereomerically enriched products.

  14. 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.

  15. Study on Modification of Coal Tar Pitch and Structure of Mesophase%煤沥青的改性及中间相结构研究

    Institute of Scientific and Technical Information of China (English)

    解小玲; 赵彩霞; 曹青; 靳利娥; 张怀平

    2012-01-01

    以对甲苯磺酸(PTS)为催化剂,研究了改性温度、时间和改性剂苯甲醛用量对改性煤沥青(MCTP)中间相显微结构产生的影响.研究表明,当苯甲醛/煤沥青(CTP)质量比为30/100、反应温度为150℃和反应时间为15h时得到的MCTP,其中间相呈不完全纤维组织结构;XRD分析表明,通过苯甲醛改性煤沥青,有利于提高中间相光学组织结构的有序性.FT-IR分析表明,改性后芳核骨架振动吸收频率增大,提高了芳核的缩合度;1H-NMR分析表明,改性过程中的改性反应主要发生在HA上,并对改性过程可能发生的反应机理进行了分析.%Coal tar pitch (CTP) has been successfully modified with modifier benzaldehyde in the presence of p-toluene sulfonic acid as catalyst. The main influence factors such as the mass ratio of benzaldehyde to CTP, the temperature and reaction time on optical microstructure of mesophase formed by modified coal tar pitch (MCTP) were observed. The results showed that the optical microstructure of mesophase formed by carbonized MCTP, which was produced when the mass ratio of benzaldehyde to CTP was 0. 3, the modified reaction kept for 15 h at 150 ℃, has the characteristic with incomplete fibrous structure. The result of XRD revealed that order of optical microstructure of mesophase was enhanced through modifying coal tar pitch. The results from FT-IR analysis indicated that the degree of condensation of aromatic ring increased according to the increment of vibration frequency of aromatic ring. The spectra from 1 H-NMR indicated that the polymerization reaction mainly occurred in the Ha position of aromatic rings. The possible reaction mechanism was proposed.

  16. 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

  17. 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.

  18. 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

  19. 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.

  20. 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.

  1. 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.

  2. 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

  3. 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.

  4. Donor/Acceptor-Stabilized 1-Silaketene: Reversible [2+2] Cycloaddition with Pyridine and Evolution by an Olefin Metathesis Reaction.

    Science.gov (United States)

    Reyes, Morelia Lopez; Troadec, Thibault; Rodriguez, Ricardo; Baceiredo, Antoine; Saffon-Merceron, Nathalie; Branchadell, Vicenç; Kato, Tsuyoshi

    2016-07-11

    The reaction of silacyclopropylidene 1 with benzaldehyde generates a 1-silaketene complex 2 by a formal atomic silicon insertion into the C=O bond of the aldehyde. The highly reactive 1-silaketene 2 undergoes a reversible [2+2] cycloaddition with pyridine to give sila-β-lactam 3. Of particular interest, in the presence of 4-dimethylaminopyridine (DMAP), 1-silaketene complex 2 evolves through an intramolecular olefin metathesis reaction, generating a new 1-silaketene complex 8 and cis-stilbene. Theoretical studies suggest that the reaction proceeds through the formation of a transient silacyclobutanone, a four-membered-ring intermediate, similar to that proposed by Chauvin and co-workers for the transition-metal-based olefin metathesis. PMID:27276000

  5. 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

  6. 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

  7. 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).

  8. 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.

  9. 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.

  10. 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

  11. Oxidative deamination of benzylamine and lysine residue in bovine serum albumin by green tea, black tea, and coffee.

    Science.gov (United States)

    Akagawa, Mitsugu; Shigemitsu, Tomoko; Suyama, Kyozo

    2005-10-01

    Oxidative deamination by various polyphenolic compounds is presumed to be due to the oxidative conversion of polyphenols to the corresponding quinones through autoxidation. Here we examined the oxidative deamination by the polyphenol-rich beverages green tea, black tea, and coffee at a physiological pH and temperature. Green tea, black tea, and coffee extracts oxidatively deaminated benzylamine and the lysine residues of bovine serum albumin to benzaldehyde and alpha-aminoadipic delta-semialdehyde residues, respectively, in sodium phosphate buffer (pH 7.4) at 37 degrees C in both the presence and absence of Cu2+, indicating the occurrence of an amine (lysyl) oxidase-like reaction. We also examined the effects of pH and metal ions on the reaction. The possible biological effects of drinking polyphenol-rich beverages on human are also discussed.

  12. 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

  13. 2-Hy­droxy-N′-(5-hy­droxy-2-nitro­benzyl­idene)-3-methyl­benzohydrazide

    Science.gov (United States)

    Zhu, Zhao-Fu; Shao, Li-Juen; Shen, Xi-Hai

    2012-01-01

    The title compound, C15H13N3O5, was prepared by condensing 5-hy­droxy-2-nitro­benzaldehyde and 2-hy­droxy-3-methyl­benzohydrazide in methanol. The two benzene rings make a dihedral angle of 3.9 (3)°. An intra­molecular O—H⋯O hydrogen bond is observed. The crystal structure is stabilized by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds, and C—H⋯O and π–π inter­actions [centroid–centroid distances = 3.5658 (17)–3.9287 (19) Å]. PMID:22412480

  14. 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.

  15. 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..

  16. 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.

  17. Spectroscopic study and structure of ( E)-2-[(2-chlorobenzylimino)methyl]methoxyphenol

    Science.gov (United States)

    Ünver, Hüseyin; Yıldız, Mustafa; Özay, Hava; Durlu, Tahsin Nuri

    2009-12-01

    ( E)-2-[(2-Chlorobenzylimino)methyl]methoxyphenol has been synthesized from the reaction of 2-hydroxy-3-methoxy-1-benzaldehyde( o-vanillin) with 2-chlorobenzylamine. The title compound has been characterized by using elemental analysis, FT-IR, 1H NMR, 13C NMR and UV-vis spectroscopic techniques. The crystal structure of the title compound has also been examined cyrstallographically. It crystallizes in the orthorhombic space group Pbca with unit cell parameters: a = 7.208(1) Å, b = 13.726(2) Å, c = 27.858(4) Å, V = 2756.0(1) Å 3, Dc = 1.18 g cm -3 and Z = 8. The crystal structure was solved by direct methods and refined by full-matrix least squares to a find R = 0.046 for 2773 observed reflections.

  18. 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).

  19. 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.

  20. 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