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Sample records for acetophenone

  1. Microwave-Assisted Synthesis of Arylidene Acetophenones

    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.

  2. Enantioselective reduction of acetophenone analogues using carrot and celeriac enzymes system

    2010-01-01

    The enantioselective reduction of acetophenone analogues catalyzed by carrot and celeriac was performed in moderate conversions and excellent enantiomeric excesses.The steric factors and electronic effects of the substituents at the aromatic ring were found to significantly affect the efficiency of the enantioselective reduction of acetophenone analogues,while they had a little effect on the enantioselectivity of acetophenone analogues reduction.It was also found that the conversions of acetophenone anal...

  3. Enolisation Kinetics of m-Nitro Acetophenone

    Swati Malhotra

    2014-03-01

    Full Text Available m-Nitroacetophenone was chosen for the study of kinetics of enolisation. The rate of the reaction was studied by iodination. The kinetics of the reaction was monitored under several conditions of variation of ketone concentration, dielectric constant of the medium , temperature, effect of catalyst etc. In addition to this four different amino acids viz. β-alanin, DL-alanin, L-alanin and Glycine were tested as catalyst for the enolisation process. The rate of enolisation was found to increase with the increase in then ketone concentration , percentage composition of the solvent mixture and also with the increase in the dipole moments of the amino acids. Pseudofirst order rate kinetics was operational and the rate constants were found to increase with the increase in the amino acid molarity. Linear plots obtained for log of rate constants versus reciprocal of temperature which were in good agreement with Arrhenius equation. The values of thermodynamic parameters like Entropy (∆S≠ , Enthalpy (∆H≠, energy of activation (∆Ea and Free energy(∆F≠ were calculated and were found to be 2.6186 e.u. , 20.85 e.u. ,23.46 k cal mol-1 and 20.0 k cal mol-1 respectively.  © 2014 BCREC UNDIP. All rights reservedReceived: 31st July 2013; Revised: 8th November 2013; Accepted: 21st November 2013[How to Cite: Malhotra, S., Jaspal, D. (2014. Kinetics of the Enolisation Reaction of m-Nitro Acetophe-none Catalyzed by Amino Acids. Bulletin of Chemical Reaction Engineering & Catalysis, 9 (1: 16-22. (doi:10.9767/bcrec.9.1.5258.16-22][Permalink/DOI: http://dx.doi.org/10.9767/bcrec.9.1.5258.16-22

  4. Stilbenes and a New Acetophenone Derivative from Scirpus holoschoenus

    T. R. Sobahi

    2001-07-01

    Full Text Available Separation of the extract of the tubers of Scirpus holoschoenus L. (family Cyperaceae, a species easily confused with Juncus plants, afforded 2-prenyl-3,5,4'-trimethoxystilbene, 2-prenyl-3-hydroxy-5,4'-dimethoxystilbene, 2-prenyl-3,4'-dihydroxy-5-methoxy-stilbene and 3,5,4'-trimethoxystilbene, in addition to a new acetophenone derivative. The isolated compounds were identified on the basis of spectral measurements.

  5. Asymmetric Transfer Hydrogenation of ω -Bromo Acetophenones in Aqueous Media

    Wang Fei; Liu Hui; Cui Xin; Cun Linfeng; Zhu Jin; Deng Jingen; Jiang Yaozhong

    2004-01-01

    Optical active ω-bromophenylethanols are useful building blocks for synthesis of various pharmaceuticals such as α 1-, β 2-, and β 3- adrenergic receptor agonists, which are always obtained though a biotransformative pathway and using boron reagent with rigorous conditions [1]. To our knowledge, the metal-catalysed transfer hydrogenation is seldom applied in this reaction. Recently we have developed a water-soluble chiral Ru-complex and applied successfully in transfer hydrogenation of ω-bromo acetophenones in aqueous media [2], which can not be performed in homogeneous system with HCOOH/NEt3 as hydrogen donor[3] .In this paper, we will report that asymmetric transfer hydrogenation of ω-bromo acetophenones was successfully performed in aqueous media by employing hydrophobic Rh-amido complex (TsDPEN-Rh) as catalyst and HCOONa as hydrogen donor. Moreover, marked increasing of activity and high enantioselectivity (up to 98%) of ω-bromo acetophenone 1a was found in the presence of different micelles or vesicles. This method was also applied successfully in preparation of the important chiral medicinal intermediates, such as the precursor of salbutamol, 2b and fermoterol, 2c with high enantioselectivity.

  6. Hydrophilic pyrazine-based phosphane ligands: synthesis and application in asymmetric hydride transfer and H2-hydrogenation of acetophenone

    Nikishkin, N.; Huskens, J.; Verboom, W.

    2013-01-01

    Pyrazine-based hydrophilic phosphanes are useful ligands for the ruthenium- and rhodium-catalyzed hydrogenations of acetophenone under hydride transfer and dihydrogen conditions. The effect of alcohol additives on the catalytic, enantioselective aqueous hydrogenation of acetophenone is examined with

  7. .I.Ortho./I. effect and steric inhibition of resonance: basicities of methyl-substituted acetophenones

    Otyepková, E.; Nevěčná, T.; Kulhánek, J.; Exner, Otto

    2003-01-01

    Roč. 16, - (2003), s. 721-725. ISSN 0894-3230 R&D Projects: GA MŠk LN00A032 Institutional research plan: CEZ:AV0Z4055905 Keywords : acetophenones * acid ity function * steric effects Subject RIV: CC - Organic Chemistry Impact factor: 1.182, year: 2003

  8. Kinetics of Enolisation of Acetophenone and p-Bromoacetophenone: Comparative Studies

    Swati Malhotra

    2013-12-01

    Full Text Available Biomolecules (Amino Acids have been used as catalysts for the study of kinetics involved in enolosation of acetophenone and p-bromoacetophenone, and comparative study has been carried out. The process of enolisation was studied by halogenations reactions using iodine. The stoichiometery was determined in each case and the kinetic reactions were carried out to study the effect of catalyst and temperature. The enolisation process was investigated as a bimolecular reaction. The rate of enolisation was of the order p- Bromoacetophenone > Acetophenone depending on the type of substituent. The process was investigated to follow Arrhenius equation. Values for various thermodynamic parameters like Entropy (∆S≠ and Enthalpy (∆H≠ were found to be -2.126 e.u. & -10.88 e.u. and 19.06 K. cal mol-1 & 19.01 K. cal mol-1 for acetophenone and p-bromoacetophenone respectively. © 2013 BCREC UNDIP. All rights reservedReceived: 23rd March 2013; Revised: 21st June 2013; Accepted: 30th June 2013[How to Cite: Malhotra, S., Jaspal, D. (2013. Kinetics of Enolisation of Acetophenone and p-Bromoacetophenone: Comparative Studies. Bulletin of Chemical Reaction Engineering & Catalysis, 8(2: 105-109. (doi:10.9767/bcrec.8.2.4653.105-109][Permalink/DOI: http://dx.doi.org/10.9767/bcrec.8.2.4653.105-109

  9. Chlorimetric studies on the chelation of uranyl ion with 2:4-dihydroxy acetophenone oxime

    In a non-aqueous medium, uranyl ion forms an orange yellow complex with 2:4-dihydroxy acetophenone oxime (DHAO). The composition of the complex has been found to be UO2(DHAO)2. The stability constant of the complex was found to be 3.78x108 and the free energy formation ΔF=11.90K. cal at 300C. the phenolic hydrogen has been replaced by uranyl ion and coordinated through the oxime's nitrogen. (author)

  10. Thermal Decomposition Reaction of Acetophenone Cyclic Diperoxide in Solvents of Different Physicochemical Properties

    C. M. Mateo

    2000-03-01

    Full Text Available The thermal decomposition reaction of acetophenone cyclic diperoxide (trans-3,6-dimethyl-3,6-diphenyl-1,2,4,5-tetroxane; APDP at the initial concentration of c.a. 0.01 mol kg-1 and temperature ranges of 135.5 to 185.0° C has been investigated in dioxane and acetonitrile solutions, and in an 2-propanol/benzene mixture.

  11. A Convenient Method for Asymmetric Reduction of Acetophenone using Lithium Hydroxide

    NISHIKORI, Hisashi; Mizuno, Tomofumi; 錦織, 寿

    2010-01-01

    Optically active lithium-alkoxide catalyzes asymmetric reduction of ketones and imines with alkoxyhydrosilane as a Lewis base. Lithium salt is generally formed by a mixture of optically active alcohol and n-butyllithium as a metal source, which is too sensitive to moisture to handle in air. However, if n-butyllithium is replaced by another lithium source which is stable in air, a more convenient reaction system results. In this study, we examined the enantioselective reduction of acetophenone...

  12. Electrocatalytic hydrogenation of acetophenone using a Polymer Electrolyte Membrane Electrochemical Reactor

    Sáez Fernández, Alfonso; García García, Vicente; Solla-Gullón, José; Aldaz Riera, Antonio; Montiel Leguey, Vicente

    2013-01-01

    The use of a solid polymeric electrolyte, spe, is not commonly found in organic electrosynthesis despite its inherent advantages such as the possible elimination of the electrolyte entailing simpler purification processes, a smaller sized reactor and lower energetic costs. In order to test if it were possible to use a spe in industrial organic electrosynthesis, we studied the synthesis of 1-phenylethanol through the electrochemical hydrogenation of acetophenone using Pd/C 30 wt% with differen...

  13. Synthesis of methyl benzoate by methoxycarbonylation of acetophenone with dimethyl carbonate over solid base catalysts

    Wu, Dudu; Chang, Wenming; Wen, Xia [State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan, 030001 (China); Graduate University of Chinese Academy of Sciences, Beijing, 100039 (China); Xiao, Fukui; Li, Junping; Zhao, Ning; Wei, Wei; Sun, Yuhan [State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan, 030001 (China)

    2008-08-15

    A convenient and simple route for synthesis of methyl benzoate from dimethyl carbonate and acetophenone has been exploited for the first time in the presence of solid base catalysts. The results showed that solid base with moderate strength, such as MgO, facilitated the formation of methyl benzoate and the function of basic catalysts could mainly be attributed to the activation of ketone via the abstraction of H{sup {alpha}} by base sites. (author)

  14. Novel pyrazolylphosphite- and pyrazolylphosphinite-ruthenium(ii) complexes as catalysts for hydrogenation of acetophenone.

    Amenuvor, Gershon; Obuah, Collins; Nordlander, Ebbe; Darkwa, James

    2016-09-14

    The new compounds and potential ligands 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethyldiphenlyphosphinite (L1), 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethyldiethylphosphite (L2), 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethyl-diethylphosphite (L3) and 2-(3,5-diphenyl-1H-pyrazol-1-yl)ethyldiethylphosphite (L4) were prepared from the reaction of (3,5-(disubstituted)pyrazol-1H-yl)ethanol and the appropriate phosphine chloride. The phosphinite (L1) and phosphites (L2-L4) and 2-(3,5-diphenyl-1H-pyrazol-1-yl)ethyldiphenylphosphinite (L5) were reacted with [Ru(p-cymene)Cl2]2 to afford the ruthenium(ii) complexes [Ru(p-cymene)Cl2(L1)] (1), [Ru(p-cymene)Cl2(L2)] (2), [Ru(p-cymene)Cl2(L3)] (3), [Ru(p-cymene)Cl2(L4)] (4), and [Ru(p-cymene)Cl2(L5)] (5). All ruthenium complexes were characterized by a combination of NMR spectroscopy, elemental analysis and, in selected cases, by single crystal X-ray crystallography. Complexes 1-5 and [Ru(p-cymene)Cl2(L6)] (6) (prepared from 2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyldiphenylphosphinite (L6)) were investigated as catalysts for both transfer and molecular hydrogenation of acetophenone to 1-phenylethanol. At 80 °C the percent conversion of acetophenone in transfer hydrogenation was moderate to high over 10 h (42-87%); for molecular hydrogenation acetophenone, conversions were as high as 98% in 6 h. PMID:27504937

  15. EXTRACTIVE SPECTROPHOTOMETRIC STUDIES OF ACETOPHENONE 2’, 4’-DIHYDROXY THIOSEMICARBAZONE WITH IRON

    P. K. Rana; R. S. Lokhande; S. M. Pitale; S.P. Janwadkar; P. S. Navarkar; D K Yadav

    2012-01-01

    Acetophenone 2’, 4’-Dihydroxy thiosemicarbazone (APDHTS) as a reagent for the extractive spectrophotometric determination of Iron. The reagent APDHTS gave instantaneous and stable violet colour with Iron at pH 5.0. A linear calibration graph over the concentration range 1 ppm to 10 ppm with a 3σ limit of detection of 0.66 ppm was obtained by applying the spectrophotometric method at wavelength 370 nm. The stoichiometry of the complex is established as 1:1 (M: L) by Job’s method of continuous ...

  16. Casbane diterpenes and acetophenones of Croton nepetaefolius (Euphorbiaceae); Diterpenos casbanos e acetofenonas de Croton nepetaefolius (Euphorbiaceae)

    Santos, Helcio Silva; Mesquita, Francisca Maria Rodrigues [Universidade Estadual Vale do Acarau, Sobral, CE (Brazil). Centro de Ciencias Exatas e Tecnologia; Lemos, Telma Leda G.; Monte, Francisco Jose Queiroz [Universidade Federal do Ceara (UFC), Fortaleza, CE (Brazil). Dept. de Quimica Organica e Inorganica]. E-mail: tlemos@dqoi.ufc.br; Braz-Filho, Raimundo [Universidade Estadual Norte Fluminense (UENF), Campos dos Goytacases, RJ (Brazil). Centro de Ciencia e Tecnologia. Lab. de Ciencias Quimicas

    2008-07-01

    Croton nepetaefolius is an aromatic plant native to the northeast of Brazil where it is extensively used in folk medicine as a sedative, orexigen and antispasmodic agent. The present work deals with the chromatographic analysis of the ethanolic extract of Croton nepetaefolius stalk. It allowed the isolation and characterization of two diterpenoids named 1,4-dihydroxy-2E,6E,12E-trien-5-one-casbane and 4-hydroxy- 2E,6E,12E-5-one-casbane, two acetophenones named 2-hydroxy-4,6-dimethoxyacetophenone and 2-hydroxy-3,4,6- trimethoxyacetophenone and the steroids 3-O-beta-D-glucopiranosylsitosterol and a mixture of beta-sitosterol and stigmasterol. Structural elucidation was done on the basis of spectral data, mainly high field NMR and EIMS. (author)

  17. Diterpenos casbanos e acetofenonas de Croton nepetaefolius (Euphorbiaceae Casbane diterpenes and acetophenones of Croton nepetaefolius (Euphorbiaceae

    Hélcio Silva Santos

    2008-01-01

    Full Text Available Croton nepetaefolius is an aromatic plant native to the northeast of Brazil where it is extensively used in folk medicine as a sedative, orexigen and antispasmodic agent. The present work deals with the chromatographic analysis of the ethanolic extract of Croton nepetaefolius stalk. It allowed the isolation and characterization of two diterpenoids named 1,4-dihydroxy-2E,6E,12E-trien-5-one-casbane and 4-hydroxy-2E,6E,12E-5-one-casbane, two acetophenones named 2-hydroxy-4,6-dimethoxyacetophenone and 2-hydroxy-3,4,6-trimethoxyacetophenone and the steroids 3-O-b-D-glucopiranosylsitosterol and a mixture of b-sitosterol and stigmasterol. Structural elucidation was done on the basis of spectral data, mainly high field NMR and EIMS.

  18. Structural studies on acetophenone- and benzophenone-derived thiosemicarbazones and their zinc(II) complexes

    Ferraz, Karina S. O.; Silva, Nayane F.; Da Silva, Jeferson G.; Speziali, Nivaldo L.; Mendes, Isolda C.; Beraldo, Heloisa

    2012-01-01

    In the present work N(3)- meta-chlorophenyl-(HAc3 mCl, 1) and N(3)- meta-fluorphenyl-(HAc3 mF, 2) acetophenone thiosemicarbazone, and N(3)- meta-chlorophenyl-(HBz3 mCl, 3) and N(3)- meta-fluorphenyl-(HBz3 mF, 4) benzophenone thiosemicarbazone were obtained, as well as their zinc(II) complexes [Zn(Ac3 mCl) 2] ( 5), [Zn(Ac3 mF) 2] ( 6), [Zn(Bz3 mCl) 2] ( 7) and [Zn(Bz3 mF) 2] ( 8). Upon re-crystallization in DMSO:acetone conversion of 8 into [Zn(Bz3 mF) 2]·(DMSO) ( 8a) occurred. The crystal structures of 2, 5 and 8a were determined.

  19. Synthesis and spectral characterization of acetophenone thiosemicarbazone—A nonlinear optical material

    Santhakumari, R.; Ramamurthi, K.; Vasuki, G.; Yamin, Bohari M.; Bhagavannarayana, G.

    2010-08-01

    Acetophenone thiosemicarbazone (APTSC) was synthesized. Solubility of APTSC was determined in ethanol and methanol at different temperatures. Single crystals were grown from ethanol by slow evaporation at room temperature. The grown crystal was subjected to FTIR, Laser-Raman and 1H NMR spectral analyses to confirm the synthesized compound. Thermal properties were investigated by thermogravimetric and differential thermal analyses. High-resolution X-ray diffractometry (HRXRD) was employed to evaluate the perfection of the grown crystal. The range and percentage of optical transmission was ascertained by recording UV-vis-NIR spectrum. The third order nonlinear optical parameters (nonlinear refractive index and nonlinear absorption coefficient) were derived by the Z-scan technique.

  20. Electrochemical synthesis at pre-pilot scale of 1-phenylethanol by cathodic reduction of acetophenone using a solid polymer electrolyte

    Sáez Fernández, Alfonso; García García, Vicente; Solla-Gullón, José; Aldaz Riera, Antonio; Montiel Leguey, Vicente

    2013-01-01

    The pre-pilot scale synthesis of 1-phenylethanol was carried out by the cathodic hydrogenation of acetophenone in a 100 cm2 (geometric area) Polymer Electrolyte Membrane Electrochemical Reactor. The cathode was a Pd/C electrode. Hydrogen oxidation on a gas diffusion electrode was chosen as anodic reaction in order to take advantage of the hydrogen evolved during the reduction. This hydrogen oxidation provides the protons needed for the synthesis. The synthesis performed with only a solid poly...

  1. Concise Access to 2-Aroylbenzothiazoles by Redox Condensation Reaction between o-Halonitrobenzenes, Acetophenones, and Elemental Sulfur.

    Nguyen, Thanh Binh; Pasturaud, Karine; Ermolenko, Ludmila; Al-Mourabit, Ali

    2015-05-15

    A wide range of 2-aroylbenzothiazoles 3 including some pharmacologically relevant derivatives can be obtained in high yields by simply heating o-halonitrobenzenes 1, acetophenones 2, elemental sulfur, and N-methylmorpholine. This three-component nitro methyl coupling was found to occur in an excellent atom-, step-, and redox-efficient manner in which elemental sulfur played the role of nucleophile building block and redox moderating agent to fulfill electronic requirements of the global reaction. PMID:25929738

  2. Asymmetric reduction of acetophenone into R-(+)-1-phenylethanol by endophytic fungus Neofusicoccum parvum BYEF07 isolated from Illicium verum.

    Li, Haiyun; Li, Ziyuan; Ruan, Guihua; Yu, Yankui; Liu, Xiongmin

    2016-05-13

    Seventy-nine strains of endophytic fungi isolated from the healthy leaves, twigs and fruits of Illicium verum were screened for the asymmetric reduction activities to acetophenone. Strain BYEF07, which showed relatively high reduction activities, has been classified as Neofusicoccum parvum, and the main product was confirmed to be (R)-(+)-1-phenylethanol by GC-MS and chiral HPLC methods. The bio-reduction conditions of acetophenone by cells of N. parvum BYEF07 were investigated in detail. Under the conditions of 1.8 g/L of acetophenone, 100 g/L of microorganism cells and 10 g/L of glucose in 40 mL Na2HPO4 KH2PO4 buffer solution at pH7.5, 30 °C and 150 rpm, after 48 h reaction, the production yield of 1-phenylethanol and enantiomeric excess value of (R)-(+)-1-phenylethanol were 78% and 96%, respectively. PMID:27038548

  3. Anti-inflammatory and analgesic activities of acetophenone semicarbazone and benzophenone semicarbazone

    Shaikh M Mohsin Ali; Mele Jesmin; M Abul Kalam Azad; M Khairul Islam; Ronok Zahan

    2012-01-01

    Objective: To study anti-inflammatory and analgesic activities in swiss albino mice, two schiff bases namely acetophenone semicarbazone (ASC) and benzophenone semicarbazone (BSC) were synthesized and characterized. Methods: Two doses of the test compounds 25 and 50 mg/kg (p.o) for each were selected throughout the research work. The anti-inflammatory activity of the test compounds was determined by ‘carragenan induced mice paw edema inhibition’ method. The analgesic activity was determined by both, ‘acetic acid induced writhing’ and ‘tail immersion' methods. All such data were compared with standard drugs at the dose of 10 mg/kg (p.o.). Results:Both ASC and BSC have showed positive effects as anti-inflammatory and analgesic agents. Anti-inflammatory and analgesic activities of the test compounds at 50 mg/kg (p.o.) were quite comparable to those of standard drugs at 10 mg/kg (p.o.). Conclusion: Both ASC and BSC can be considered as potent anti-inflammatory and analgesic agents.

  4. Preparation of Pd-Loaded Hierarchical FAU Membranes and Testing in Acetophenone Hydrogenation

    Raffaele Molinari

    2016-03-01

    Full Text Available Pd-loaded hierarchical FAU (Pd-FAU membranes, containing an intrinsic secondary non-zeolitic (mesoporosity, were prepared and tested in the catalytic transfer hydrogenation of acetophenone (AP to produce phenylethanol (PE, an industrially relevant product. The best operating conditions were preliminarily identified by testing different solvents and organic hydrogen donors in a batch hydrogenation process where micron-sized FAU seeds were employed as catalyst support. Water as solvent and formic acid as hydrogen source resulted to be the best choice in terms of conversion for the catalytic hydrogenation of AP, providing the basis for the design of a green and sustainable process. The best experimental conditions were selected and applied to the Pd-loaded FAU membrane finding enhanced catalytic performance such as a five-fold higher productivity than with the unsupported Pd-FAU crystals (11.0 vs. 2.2 mgproduct gcat−1·h−1. The catalytic performance of the membrane on the alumina support was also tested in a tangential flow system obtaining a productivity higher than that of the batch system (22.0 vs. 11.0 mgproduct gcat−1·h−1.

  5. Preparation of Pd-Loaded Hierarchical FAU Membranes and Testing in Acetophenone Hydrogenation.

    Molinari, Raffaele; Lavorato, Cristina; Mastropietro, Teresa F; Argurio, Pietro; Drioli, Enrico; Poerio, Teresa

    2016-01-01

    Pd-loaded hierarchical FAU (Pd-FAU) membranes, containing an intrinsic secondary non-zeolitic (meso)porosity, were prepared and tested in the catalytic transfer hydrogenation of acetophenone (AP) to produce phenylethanol (PE), an industrially relevant product. The best operating conditions were preliminarily identified by testing different solvents and organic hydrogen donors in a batch hydrogenation process where micron-sized FAU seeds were employed as catalyst support. Water as solvent and formic acid as hydrogen source resulted to be the best choice in terms of conversion for the catalytic hydrogenation of AP, providing the basis for the design of a green and sustainable process. The best experimental conditions were selected and applied to the Pd-loaded FAU membrane finding enhanced catalytic performance such as a five-fold higher productivity than with the unsupported Pd-FAU crystals (11.0 vs. 2.2 mgproduct gcat(-1)·h(-1)). The catalytic performance of the membrane on the alumina support was also tested in a tangential flow system obtaining a productivity higher than that of the batch system (22.0 vs. 11.0 mgproduct gcat(-1)·h(-1)). PMID:27011163

  6. EXTRACTIVE SPECTROPHOTOMETRIC STUDIES OF ACETOPHENONE 2’, 4’-DIHYDROXY THIOSEMICARBAZONE WITH IRON

    P. K. Rana

    2012-10-01

    Full Text Available Acetophenone 2’, 4’-Dihydroxy thiosemicarbazone (APDHTS as a reagent for the extractive spectrophotometric determination of Iron. The reagent APDHTS gave instantaneous and stable violet colour with Iron at pH 5.0. A linear calibration graph over the concentration range 1 ppm to 10 ppm with a 3σ limit of detection of 0.66 ppm was obtained by applying the spectrophotometric method at wavelength 370 nm. The stoichiometry of the complex is established as 1:1 (M: L by Job’s method of continuous variation and confirmed by mole ratio method. The standard deviation and the coefficient of variations are presented. The molar absorptivity and Sandal’s sensitivity of the complex is 0.4469 x 103 L mol-1cm –1 and 0.0125 µg cm-2 respectively. The results of the prescribed procedure applied for the determination of the micro amounts of Fe (III in various synthetic and standard steel samples are presented.

  7. Evaluation of the toxicity of α-(phenylselanyl) acetophenone in mice.

    Casaril, Angela M; Martinez, Débora Martins; Ricordi, Vanesssa Gentil; Alves, Diego; Lenardão, Eder João; Schultze, Eduarda; Collares, Tiago; Seixas, Fabiana Kömmling; Savegnago, Lucielli

    2015-12-01

    Selenium is an essential micronutrient with several biological roles in the human body, but supra nutritional consumption can cause toxic effects. The potential deleterious effects of organoselenium compounds are controversial. The compound α-(phenylselanyl) acetophenone (PSAP) exhibits antioxidant, antidepressant-like and glutathione peroxidase-like activity, which makes important the elucidation of any toxic effects. Hence, the present study aims to investigate the in vitro toxicity of PSAP in Chinese Hamster ovary cells (through MTT assay) and analyse its genotoxicity using the comet assay in mice leukocytes after acute or chronic treatments, alongside with biochemical analyses. Our results demonstrate that the oral administration of PSAP in acute (1, 5, 10, 50, 200 mg/kg) and chronic (1, 10, 50, 200 mg/kg) doses did not cause genotoxicity. The compound presented cytotoxic effect in the MTT assay just at 500 μM after 24 h of administration and at 250 and 500 μM after 48 and 72 h of administration. According to biochemical analysis, PSAP presented a minor toxic effect by altering δ-ALA-D activity in liver and catalase activity in kidney at the highest tested concentration. Taking together, these data indicate that PSAP has low toxic effects after chronic administration in mice. PMID:26456665

  8. Acetophenone derivatives from a freshwater fungal isolate of recently described Lindgomyces madisonensis (G416).

    Paguigan, Noemi D; Raja, Huzefa A; Day, Cynthia S; Oberlies, Nicholas H

    2016-06-01

    The exploration of freshwater ascomycetes, which have undergone only limited investigation, may provide opportunities both to characterize new genera/species of fungi and to uncover new chemical diversity. In this study, seven acetophenone derivatives, madisone, 4'-methoxymadisone, dehydromadisone, 2″-methoxymadisone, dihydroallovisnaginone, dimadisone, and 4'-methoxydimadisone were characterized from an organic extract of a recently described Lindgomyces madisonensis (G416) culture, which was isolated from submerged wood collected in a stream in North Carolina. Madisone, dehydromadisone, 2″-methoxymadisone, dimadisone and 4'-demethoxydimadisone have not been reported previously, while 4'-methoxymadisone and dihydroallovisnaginone were previously unknown as natural products. Their structures were assigned on the basis of NMR and HRESIMS data, with the structure of madisone supported by X-ray crystallography. The antimicrobial activities of madisone, 4'-methoxymadisone and dihydroallovisnaginone were evaluated against a panel of bacteria and fungi. A heat map analysis of the surface of a G416 culture showed that most of the isolated compounds concentrated in the guttate compared with the vegetative mycelium of the fungus. PMID:26988728

  9. In vivo anticancer activity of vanillin, benzophenone and acetophenone thiosemicarbazones on Swiss albino mice

    Sha Md. Shahan Shahriar; Shaikh M Mohsin Ali; Mele Jesmin; Md. Khairul Islam; Sarozit Mondal

    2014-01-01

    Objective: To study the anticancer activities of three schiff bases viz. vanillin thiosemicarbazone, benzophenone thiosemicarbazone and acetophenone thiosemicarbazone against Ehrlich ascites carcinoma (EAC) cells in Swiss albino mice. Methods: Synthesized compounds have administrated into the intraperitoneal cavity of the EAC inoculated mice at two doses. The anticancer activities have studied by monitoring the parameters such as cell growth inhibition, tumor weight measurement, survival time of EAC bearing mice as well as the changes in depleted hematological parameters due to tumorgenesis. All such data have been compared with those of a known standard drug bleomycin at the dose of 0.3 mg/kg (i.p.).Results:It has been found that these bases enhanced life span, reduced average tumor weight and inhibited tumor cell growth of EAC cell bearing mice remarkably. The results were similar in potency to those obtained with bleomycin. It was also found that the depleted hematological parameters (red blood count, white blood count and haemoglobin content) were found to be restored gradually towards normal within few weeks after ceasing the treatment.Conclusions:The compounds can be primarily considered more or less as potent anticancer agents.

  10. Selecting ethanol as an ideal organic solvent probe in radiation chemistry γ-radiolysis of acetone-ethanol system and acetophenone-ethanol system

    Radiolysis of acetone-ethanol solution and acetophenone-ethanol solution has been studied in this work. The dependences of G values of the final γ radiolysis products such as H2. 2,3-butanediol and acetaldehyde on additive concentration in liquid ethanol have been obtained. There are two kinds of new final products, isopropanol and 2-methyl-2,3-butanediol are detected in irradiated acetone-ethanol solution. As for acetophenone-ethanol system, more new final products are found. In addition, experiments of pulse radiolysis upon acetophenone-ethanol solution have also been performed. The absorption spectrum with λ max at 315nm and 440nm is observed, which is assigned to ketyl radical ion C6H5(CH3)CO-. And the reaction mechanism of the two systems is proposed respectively with a moderate success. (author)

  11. Photodegradation of acetophenone and toluene in water by nano-TiO2 powder supported on NaX zeolite

    TiO2 was supported on a porous material, like NaX zeolite, by using sol-gel method and TiCl4 as precursor. SEM of synthesized samples shows that nano titanium species are located on the external surface of the zeolite. Nano titanium species bound to the framework through Ti-O-Si bonds were also observed by IR analysis. The XRD patterns show that the supported TiO2 are crystallized in anatase form, and the intensity of the X-ray diffraction peaks increased with increasing TiO2 loading. These materials are used as photocatalyst for the degradation of acetophenone and toluene to H2O and CO2. The effect of some factors such as the pH of the photodegradation reaction, time of UV irradiation and amounts of TiO2 loading and catalyst used was investigated. The results of this work show that as photocatalyst for the degradation of acetophenone and toluene, the nano titanium oxide based on NaX zeolite is superior over the nano titanium oxide powder alone.

  12. Transcription profiling of the Neurospora crassa response to a group of synthetic (thioxanthones and a natural acetophenone

    A. Pedro Gonçalves

    2015-06-01

    Full Text Available Xanthones are a class of heterocyclic compounds characterized by a dibenzo-γ-pyrone nucleus. Analysis of their mode of action in cells, namely uncovering alterations in gene expression, is important because these compounds have potential therapeutic applications. Thus, we studied the transcriptional response of the filamentous fungus Neurospora crassa to a group of synthetic (thioxanthone derivatives with antitumor activity using high throughput RNA sequencing. The induction of ABC transporters in N. crassa, particularly atrb and cdr4, is a common consequence of the treatment with xanthones. In addition, we found a group of genes repressed by all of the tested (thioxanthone derivatives, that are evocative of genes downregulated during oxidative stress. The transcriptional response of N. crassa treated with an acetophenone isolated from the soil fungus Neosartorya siamensis shares some features with the (thioxanthone-elicited gene expression profiles. Two of the (thioxanthone derivatives and the N. siamensis-derived acetophenone inhibited the growth of N. crassa. Our work also provides framework datasets that may orientate future studies on the mechanisms of action of some groups of xanthones.

  13. New flav-3-en-3-ol glycosides, kaempferiaosides C and D, and acetophenone glycosides, kaempferiaosides E and F, from the rhizomes of Kaempferia parviflora.

    Chaipech, Saowanee; Morikawa, Toshio; Ninomiya, Kiyofumi; Yoshikawa, Masayuki; Pongpiriyadacha, Yutana; Hayakawa, Takao; Muraoka, Osamu

    2012-07-01

    Two new flav-3-en-3-ol glycosides, kaempferiaosides C (3) and D(4), and two new acetophenone glycosides, kaempferiaosides E (5) and F (6), were isolated from the Thai natural medicine Krachai Dum, the rhizomes of Kaempferia parviflora Wall. ex Baker. Their structures were established mainly on the basis of 1D and 2D NMR spectral data. PMID:22101441

  14. Kinetic studies on the asymmetric transfer hydrogenation of acetophenone using a homogeneous ruthenium catalyst with a chiral amino-alcohol ligand

    Wisman, Ronald V.; Vries, Johannes G. de; Deelman, Berth-Jan; Heeres, Hero J.

    2006-01-01

    The overall kinetics of the asymmetric transfer hydrogenation of acetophenone to 1-phenyl-ethanol using a Noyori-type homogeneous Ru-catalyst with a chiral amino-alcohol ligand ((1R, 2S)-(+)- cis-1-amino-2- indanol) were determined in a batch reactor with on-line FT-IR spectroscopy. Data analysis sh

  15. One-Pot Synthesis of 2-Phenylimidazo[1,2-α]pyridines from Acetophenone, [Bmim]Br3 and 2-Aminopyridine under Solvent-Free Conditions

    Jian-Ping Xu

    2012-11-01

    Full Text Available One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions in the presence of Na2CO3, gave the corresponding 2-phenylimidazo[1,2-α]pyridines in excellent yields ranging from 72% to 89%.

  16. Molecular quantum mechanical gradients within the polarizable embedding approach—Application to the internal vibrational Stark shift of acetophenone

    List, Nanna Holmgaard; Beerepoot, Maarten; Olsen, Jógvan Magnus Haugaard;

    2015-01-01

    We present an implementation of analytical quantum mechanical molecular gradients within the polarizable embedding (PE) model to allow for efficient geometry optimizations and vibrational analysis of molecules embedded in large, geometrically frozen environments. We consider a variational ansatz...... for the quantum region, covering (multiconfigurational) self-consistent-field and Kohn–Sham density functional theory. As the first application of the implementation, we consider the internal vibrational Stark effect of the C=O group of acetophenone in different solvents and derive its vibrational...... linear Stark tuning rate using harmonic frequencies calculated from analytical gradients and computed local electric fields. Comparisons to PE calculations employing an enlarged quantum region as well as to a non-polarizable embedding scheme show that the inclusion of mutual polarization between...

  17. Synthesis, characterization and applications of polymer-metal chelates derived from poly[((4-acryloxy acetophenone)-divinylbenzene)] benzoyl hydrazone resins

    Thammisetty Ravi Sankar; K Kesavulu; Peddakotla Venkata Ramana

    2014-05-01

    4-Acryloxy acetophenone was prepared and subjected to suspension polymerization with divinylbenzene as a cross-linking agent. The resulting network polymer was ligated with benzoyl hydrazone. The functional polymer was treated with metal ions [Cu(II), Fe(II)]. The polymer-metal complexes obtained were characterized by elemental analysis, IR, 1H-NMR, solid state 13C cross-polarization magic-angle spinning (CP/MAS) NMR, electron paramagnetic resonance (EPR), thermogravimetric and scanning electron microscopy (SEM) studies. The maximum uptake efficiency for the metal ions was determined. The reusability of the polymer ligand was tested and it was shown that even after four cycles, the efficiency of the uptake was not altered.

  18. Synthesis and characterization of semicarbazone of p-hydroxy-3-methoxy acetophenone (SPH3MA) single crystal

    Janarthanan, S. [Department of Physics, Presidency College, Chennai, Tamilnadu (India); Rajan, Y.C. [Department of Materials Science, National Chiao Tung University, Taiwan (China); Umarani, P.R. [Department of Physics, Presidency College, Chennai, Tamilnadu (India); Selvakumar, S. [Department of Physics, L.N.G. College, Ponneri, Tamilnadu (India); Pandi, S., E-mail: srijana26@gmail.co [Department of Physics, Presidency College, Chennai, Tamilnadu (India)

    2011-01-15

    Single crystals of semicarbazone of p-hydroxy-3-methoxy acetophenone (SPH3MA) were grown by a slow evaporation solution growth technique at room temperature. This is the first report in the literature on the crystallization of SPH3MA. The cell parameters of the grown crystals were estimated by single crystal X-ray diffraction analysis. The various planes of reflection were identified from the XRD powder pattern. The presence of functional groups was identified from FTIR and {sup 1}H NMR. The results were found to be in accordance with the structure of the crystal. The formation of charge transfer complex was confirmed by UV-vis-NIR spectroscopy. The thermal stability of the grown crystal was studied by thermal analysis.

  19. (Pressure + volume + temperature) properties for binary oligomeric solutions of poly(ethylene glycol mono-4-octylphenyl ether) with 1-octanol or acetophenone at pressures up to 50 MPa

    Densities were measured with a high-pressure densitometer for two binary oligomeric systems of poly(ethylene glycol mono-4-octylphenyl ether) (PEGOPE) with 1-octanol or acetophenone at temperatures from 298.15 K to 348.15 K and pressures up to 50 MPa. While the excess volumes are negative in (acetophenone + PEGOPE) over the entire composition range, those are found to change from positive to negative with increasing mole fraction of the solvent in (1-octanol + PEGOPE). The pressure-effect on the liquid densities can be represented accurately by the Tait equation. Moreover, an empirical equation with two characteristic parameters correlates well the PVT data over the entire experimental conditions for each binary system. The experimental specific volumes were also correlated with the Flory-Orwoll-Vrij (FOV) and the Schotte equations of state to within the experimental uncertainty.

  20. Newer mixed ligand Schiff base complexes from aquo-N-(2‧-hydroxy acetophenone) glycinatocopper(II) as synthon: DFT, antimicrobial activity and molecular docking study

    Pramanik, Harun A. R.; Das, Dharitri; Paul, Pradip C.; Mondal, Paritosh; Bhattacharjee, Chira R.

    2014-02-01

    Synthesis of a series of newer mixed ligand copper(II) complexes of aminoacid Schiff base of the type [CuL(X)] (L = N-(2‧-hydroxy acetophenone) glycinate, X = imidazole (im) 2, benzimidazole (benz) 3, pyridine (py) 4, hydrazine (hz) 5,8-hydroxyquinoline (8-hq) 6, pyrrolidine (pyrr) 7, piperidine (pip) 8, and nicotinamide (nic) 9) have been accomplished from the interaction of an aquated Schiff base complex, [CuL(H2O)]·H2O, 1 with some selected neutral nitrogen-donor ligands. The copper(II) Schiff base complex, [CuL(H2O)]·H2O, L = N-(2‧-hydroxy acetophenone) glycinate was synthesized from the reaction of glycine and 2‧ hydroxy acetophenone and copper(II) acetate. The compounds were characterised by elemental analysis, spectral, magnetic and thermal studies. The density functional theory calculations were performed using LANL2DZ and 6-311 G(d, p) basis sets with B3LYP correlation functional to ascertain the stable electronic structure, HOMO-LUMO energy gap, chemical hardness and dipole moment of the mixed ligand complexes. A distorted square planar geometry has been conjectured for the complexes. Antibacterial activities of the ligand and its metal complexes have been tested against selected gram-positive and gram-negative strains and correlated with computational docking scores.

  1. Asymmetric bioreduction of acetophenones by Baker's yeast and its cell-free extract encapsulated in sol-gel silica materials

    Kato, Katsuya; Nakamura, Hitomi; Nakanishi, Kazuma

    2014-02-01

    Baker's yeast (BY) encapsulated in silica materials was synthesized using a yeast cell suspension and its cell-free extract during a sol-gel reaction of tetramethoxysilane with nitric acid as a catalyst. The synthesized samples were fully characterized using various methods, such as scanning electron microscopy, nitrogen adsorption-desorption, Fourier transform infrared spectroscopy, thermogravimetry, and differential thermal analysis. The BY cells were easily encapsulated inside silica-gel networks, and the ratio of the cells in the silica gel was approximately 75 wt%, which indicated that a large volume of BY was trapped with a small amount of silica. The enzyme activity (asymmetric reduction of prochiral ketones) of BY and its cell-free extract encapsulated in silica gel was investigated in detail. The activities and enantioselectivities of free and encapsulated BY were similar to those of acetophenone and its fluorine derivatives, which indicated that the conformation structure of BY enzymes inside silica-gel networks did not change. In addition, the encapsulated BY exhibited considerably better solvent (methanol) stability and recyclability compared to free BY solution. We expect that the development of BY encapsulated in sol-gel silica materials will significantly impact the industrial-scale advancement of high-efficiency and low-cost biocatalysts for the synthesis of valuable chiral alcohols.

  2. Asymmetric bioreduction of acetophenones by Baker's yeast and its cell-free extract encapsulated in sol–gel silica materials

    Baker's yeast (BY) encapsulated in silica materials was synthesized using a yeast cell suspension and its cell-free extract during a sol–gel reaction of tetramethoxysilane with nitric acid as a catalyst. The synthesized samples were fully characterized using various methods, such as scanning electron microscopy, nitrogen adsorption–desorption, Fourier transform infrared spectroscopy, thermogravimetry, and differential thermal analysis. The BY cells were easily encapsulated inside silica-gel networks, and the ratio of the cells in the silica gel was approximately 75 wt%, which indicated that a large volume of BY was trapped with a small amount of silica. The enzyme activity (asymmetric reduction of prochiral ketones) of BY and its cell-free extract encapsulated in silica gel was investigated in detail. The activities and enantioselectivities of free and encapsulated BY were similar to those of acetophenone and its fluorine derivatives, which indicated that the conformation structure of BY enzymes inside silica-gel networks did not change. In addition, the encapsulated BY exhibited considerably better solvent (methanol) stability and recyclability compared to free BY solution. We expect that the development of BY encapsulated in sol–gel silica materials will significantly impact the industrial-scale advancement of high-efficiency and low-cost biocatalysts for the synthesis of valuable chiral alcohols.

  3. Asymmetric Bioreduction of 3,5-Bis(trifluoromethyl) Acetophenone to Its Corresponding Alcohol by Candida troplcalis

    王普; 苏会贞; 孙立明; 何军邀; 白亚萍

    2011-01-01

    (S)-3,5-bistrifluoromethylphenyl ethanol is a key chiral intermediate for the synthesis of NK-1 receptor antagonists. Enantioselective synthesis of (S)-3,5-bistrifluoromethylphenyl ethanol was successfully performed in high enantiomeric excess (e.e.) through asymmetric reduction of 3,5-bis(trifluoromethyl) acetophenone catalyzed by Candida tropicalis 104 cells. The influence of some key reaction parameters such as substrate concentration, co-substrate and its concentration, biomass and reaction time was examined, respectively. The results showed that these factors obviously influence the yield, but the optical purity of the prepared product remains intact. The opti-mum conditions for the preparation of (S)-3,5-bistrifluoromethylphenyl ethanol were found to be as follows: sub-strate concentration 50 mmol?L?1; 50 g·L^-1 of maltose as co-substrate; wet cell concentration 300 g·L^-1; reaction for 30 h. Under above optimal conditions, the maximum yield for (S)-3,5-bistrifluoromethylphenyl ethanol reached 70.3% with 100% of product e.e.

  4. Study of antioxidant, anti-protease and anti-urease potential of schiff bases of acetophenone with different amines

    Seven acetophenone-derived Schiff bases were synthesized with different amines including 2-aminobenzoic acid (HL1), 4-aminobenzoic acid (HL2), 2-naphthylamine (HL3), phenylhydrazine (HL4), 1,2-ethanediamine (HL5), 1,2-diaminobenzene (HL6) and 1,4-diaminobenzene (HL7), and were subjected to various assays including FRAP (ferric reducing antioxidant power), DPPH (1,1-diphenyl-2-picrylhydrazyl), phosphomolybdate, reducing power, and lipid peroxidation inhibition. They were also evaluated for protease and urease inhibitory activities. Based on the results, structure-activity relationship (SAR) was determined. Only two bases, HL1 and HL4, exhibited antioxidant or free radical scavenging activity in DPPH assay. HL4 was most potent (IC50 15 micro g/mL), while HL1 was only slightly active. As HL4 was the only base with hydrogen bonded to nitrogen, most probably it involves hydrogen transfer (HT) mechanism. All the bases exhibited a range of antioxidant activity in assays involving electron transfer (ET). In the reducing power assay, HL5, HL6 and HL7 showed considerable potential while in FRAP assay, HL7 was most active followed by HL3. In phosphomolybdate assay, HL6 had the highest potency followed by HL7, while HL4 and HL3 also displayed good activity. All the bases showed moderate to high lipid peroxidation inhibitory activity. HL7 exhibited highest protease inhibitory activity (EC50 43.9 mu g/mL) followed by HL6 (EC/sub 50/ 52 mu g/mL). HL4 and HL5 did not show protease inhibitory activity at all. HL2 was most potent in inhibiting urease activity (EC50 29.91 mu g/mL). HL5 and HL6 showed moderate activity. The study showed how variation in structures of Schiff bases alters their antioxidant and anti-enzymatic activities. (author)

  5. 肟基苯乙酮合成工艺优化研究%Optimization of Synthesis Technology of Oximido-acetophenone

    朱平华; 陈文宾

    2011-01-01

    以亚硝酸钠、甲醇、浓硫酸和苯乙酮为原料,氢氧化钠为催化剂通过两步反应合成了肟基苯乙酮.通过正交试验确定最佳合成的工艺条件是亚硝酸钠∶甲醇∶浓硫酸∶苯乙酮=0.8∶1.0∶0.5∶1.0(摩尔比),催化剂的用量10 mL (1.2 mol/L),反应温度5 ℃.产品的总收率83.1%,纯度99.0%.试验的分析结果表明,反应温度是反应的主要影响因素.%Oximido-acetophenone was synthesized from sodium nitrite, methanol, concentrated sulphuric acid and acetophenone with sodium hydroxide as the catalyst by two steps reaction. Best reaction conditions are found by orthogonal test. The optimum conditions were as follows the amount ratio of sodium nitrite, methano, sulfuric acid and acetophenone was 0.8:1.0:0.5:1.0; the amount of catalyst sodium hydroxide was 10 mL (1.2mol/L), reaction temperature was 5°C. The total yield ratio of products was 83.1%, and the content was 99.0%. Results show that temperature was the main affecting factor.

  6. Metal-Free Oxidative Nitration of α-Carbon of Carbonyls Leads to One-Pot Synthesis of Thiohydroximic Acids from Acetophenones.

    Dighe, Shashikant U; Mukhopadhyay, Sushobhan; Priyanka, Kumari; Batra, Sanjay

    2016-09-01

    A metal-free nitration of the α-C-H to carbonyl in propiophenones was achieved with I2/NaNO2 in the presence of an oxidant in dimethyl sulfoxide (DMSO) as the medium. Conversely under similar conditions, reaction of acetophenones produced thiohydroximic acids via a radical-based cascade event which involves oxidative nitration of the α-carbon to a carbonyl followed by Michael addition of the thiomethyl group from DMSO and subsequent rearrangement. Besides DMSO, the scope of the reaction encompasses other symmetrical and unsymmetrical dialkylsulfoxides. PMID:27541178

  7. Effects of surface residual species in SBA-16 on encapsulated chiral (1S,2S)-DPEN-RuCl2(TPP)2 in asymmetric hydrogenation of acetophenone

    Shi, Xiufeng; Xing, Bin; Fan, Binbin; Xue, Zhaoteng; Li, Ruifeng

    2016-03-01

    The SBA-16 obtained by different routes of elimination of organic templates were used as the hosts for encapsulation of chiral Ru complex (1S,2S)-DPEN-RuCl2(TPP)2 ( 1) (DPEN = 1,2-diphenylethylene-diamine, TPP = triphenyl phosphine). The methods for removing templates had distinct effects on the amount of residual template in SBA-16, which made the SBA-16 with different surface and structure properties. 1 encapsulated in SBA-16 extracted with the mixture of pyridine and ethanol showed higher activity and enantioselectivity for acetophenone asymmetric hydrogenation.

  8. Potentiometric studies on the chelation behaviour of ω-benzoyl-2-hydroxy-4-methoxy-3-methyl-acetophenone (BHMMA) with lanthanons

    The chelation behaviour of complexes of La(3), Pr(3), Nd(3), Sm(3), Y(3), Tb(3), Dy(3), Ho(3) with ω-benzoyl-2-hydroxy-4-methoxy-3-methyl-acetophenone has been studied potentiometrically in 75% (v/v) aqueous alcohol medium at various ionic strengths. The method of Bjerrum and Calvin, as modified by Irving and Rossotti, has been used to find values of n-bar and pL. The stability constants and the values of Smin have been calculated. The order of stability constants was found to be: La < Pr < Nd < Sm < Y < Tb < Dy < Ho. (Author)

  9. An investigation of the effects of experimental parameters on the closed-loop control of photoionization/dissociation processes in acetophenone

    The photodissociation channels of acetophenone (C6H5)-CO-(CH3), can be controlled by the use of tailored strong-field laser pulses together with a feedback loop incorporating an adaptive algorithm. This optimal control strategy is used to selectively cleave either the OC-CH3 or OC-C6H5 bonds, monitored by detecting either mass 105 or 77, respectively. Varying the pulse chirp and duration prior to optimization is shown to affect the dynamic range of control. We show that it is possible to decrease the search space by limiting the retardance range of the spatial light modulator (SLM), or by decreasing the number of frequency elements manipulated by the SLM, and still achieve a certain degree of control over acetophenone dissociation. Performing consecutive experiments with identical experimental parameters and search criteria reveals that the learning algorithm may find solutions that have the same degree of control (various local solutions), with either similar SLM retardances or markedly different retardances. Comparison of the dynamic range of control between single-parameter optimizations (pulse energy and duration) with the tailored electric field profiles generated by the adaptive algorithm reveals an enhancement in the control of reaction product distributions in the latter scheme

  10. 硝酸胍对邻甲基苯乙酮硝化的实验研究%Experiment Study on the Nitration of o-Methyl-acetophenone via Guandine Nitrate

    张雄; 王莉

    2015-01-01

    2-Methyl-5-nitro-acetophenone and 2-methyl-3-nitro-acetophenone are important intermediates in organic synthesis. It is difficult to synthesize them using the classic nitration system based on concentrated nitric acid and concentrated sulfuric acid. The method was developed selecting guanidine nitrate as a nitrating agent which had double function of nitration and protection, the nitration of o-methyl-acetophenone was studied. 2-Methyl-5-nitro-acetophenone and 2-methyl-3-nitro-acetophenone were prepared. The effect of the reaction time, molar ratio of guanidine nitrate to o-methyl-acetophenone and the concentration of sulfuric acid to the yield and the position of reaction were studied. The optimal reaction conditions were as follows: reaction temperature was 0 ℃, reaction time was 5 h, molar ratio of guanidine nitrate to o-methyl-acetophenone was 1. 5 and the concentration of sulfuric acid was 85% sulfuric acid. 2-Methyl-5-nitro-acetophenone was the preferential nitration product. The product structure was identified by 1 H NMR. The purity of the product was analyzed by HPLC.%2-甲基-5-硝基-苯乙酮和2-甲基-3-硝基-苯乙酮是重要有机合成中间体,采用经典的浓硝酸和浓硫酸硝化体系很难合成到它们。采用具有硝化与保护双重作用的硝酸胍作为硝化试剂,研究了邻甲基苯乙酮的硝化反应。合成了2-甲基-5-硝基-苯乙酮和2-甲基-3-硝基-苯乙酮。考察了反应时间、反应物料比、反应溶液酸度对产物收率和位置选择性的影响。优化后的反应条件为:反应温度为0℃,反应时间5 h, n(硝酸胍)∶n(邻甲基苯乙酮)=1.5∶1。以85%的硫酸有利于硝基化反应,优势形成2-甲基-5-硝基-苯乙酮。用氢核共振谱验证了产物的结构,采用高效液相色谱对产物的纯度进行了分析。

  11. Advances in development of catalysts for liquid-phase oxidation of ethylbenzene to acetophenone%乙苯液相氧化制备苯乙酮催化剂的研究进展

    李贵贤; 李亚珍; 徐彦铎; 穆瑞娜

    2012-01-01

    Acetophenone is an important intermediate in organic synthesis. Currently, acetophenone is produced from direct air oxidation of ethylbenzene process, which cause low conversion rate and more by product. Acetophenone synthesis from the direct catalytic oxidation of ethylbenzene by green catalyst is attractive from the standpoint of its potential economical benefit, social benefit as well as environmental benefit. The research works in this field are still regarded as one of the most difficult challenges for both catalysis and organic synthesis. This mini-review systematically summarizes the progress of direct acetophenone synthesis by catalytic oxidation of ethylbenzene, mechanism of the reaction was discussed firstly, and then with emphasis on the explored catalysts such as transition metal compounds, transition metal contact complex, heteropoly complex,molecular sieve and other compounds. Finally,some suggestions are given for future investigation on direct acetophenone synthesis by oxidation of ethylbenzene in the presence of catalysts.%苯乙酮是重要的有机合成中间体,当前主要通过乙苯直接空气氧化法合成苯乙酮的技术路线存在转化率低,副产物多等不足.利用绿色催化剂由乙苯氧化直接合成苯乙酮则具有重大的潜在经济效益、社会效益和环境效益,已成为催化与有机合成等研究领域中极具挑战性的热点课题之一.较为系统地总结了乙苯液相氧化合成苯乙酮的研究工作,首先对其反应机理进行了简述,然后着重综述了用于该反应的催化体系如过渡金属化合物、过渡金属络合物、杂多化合物、分子筛以及其他化合物等.最后,对乙苯氧化合成苯乙酮反应催化体系的研究提供了一些建议和展望.

  12. LIQUID-LIQUID EXTRACTION AND SPECTROPHOTOMETRIC DETERMINATION OF IRON USING ACETOPHENONE 2’,5’-DIHYDROXY THIOSEMICARBAZONE (ADHTS AS A NEW ANALYTICAL REAGENT

    Prabhakar S. Navarkar

    2012-09-01

    Full Text Available Acetophenone 2’,5’-dihydroxy thiosemicarbazone (ADHTS is proposed as a new sensitive and selective reagent for the Spectrophotometric determination of trace amount of Iron. The optimum extraction conditions were evaluated by studying various parameters like pH, solvent, reagent concentration, equilibration time and stability of extracted complex. The reagent reacts with Iron to form a yellow colored 1:2 chelate, at the pH 3.6.The complex is extracted in n-Butanol. The absorption spectrum shows maxima at 430 nm. Beer’s law is obeyed in the concentration range 1 to 8 ppm for Iron. The molar absorptivity is 646.06 L mol-1cm–1 and Sandell’s sensitivity is 0.0869μg cm-2 The Limit of Detection for the proposed method was found to be 0.561 ppm. The proposed method is highly sensitive, selective, simple, rapid, accurate, and has been satisfactorilyapplied for the determination of Iron in the synthetic mixtures, and real samples.

  13. Structure-Kinetics Correlations in Isostructural Crystals of α-(ortho-Tolyl)-acetophenones: Pinning Down Electronic Effects Using Laser-Flash Photolysis in the Solid State.

    Ayitou, Anoklase J-L; Flynn, Kristen; Jockusch, Steffen; Khan, Saeed I; Garcia-Garibay, Miguel A

    2016-03-01

    Aqueous suspensions of nanocrystals in the 200-500 nm size range of isostructural α-(ortho-tolyl)-acetophenone (1a) and α-(ortho-tolyl)-para-methylacetophenone (1b) displayed good absorption characteristics for flash photolysis experiments in a flow system, with transient spectra and decay kinetics with a quality that is similar to that recorded in solution. In contrast to solution measurements, reactions in the solid state were characterized by a rate limiting hydrogen transfer reaction from the triplet excited state and a very short-lived biradical intermediate, which does not accumulate. Notably, the rate for δ-hydrogen atom transfer of 1a (2.7 × 10(7) s(-1)) in the crystalline phase is 18-fold larger than that of 1b (1.5 × 10(6) s(-1)). With nearly identical molecular and crystal structures, this decrease in the rate of δ-hydrogen abstraction can be assigned unambiguously to an electronic effect by the para-methyl group in 1b, which increases the contribution of the (3)π,π* configuration relative to the reactive (3)n,π* configuration in the lowest triplet excited state. These results highlight the potential of relating single crystal X-ray structural data with absolute kinetics from laser flash photolysis. PMID:26848510

  14. Computational study of the vibrational spectroscopic studies, natural bond orbital, frontier molecular orbital and second-order non-linear optical properties of acetophenone thiosemicarbazone molecule

    Li, Xiao-Hong; Mei, Zheng; Zhang, Xian-Zhou

    2014-01-01

    The vibrational frequencies of acetophenone thiosemicarbazone in the ground state have been calculated using density functional method (B3LYP) with 6-31G(d), 6-31G(d,p) and 6-311++G(d,p) basis sets. The analysis of natural bond orbital was also performed. The IR spectra were obtained and interpreted by means of potential energies distributions (PEDs) using MOLVIB program. In addition, the results show that there exist Nsbnd H…N and Nsbnd H…S hydrogen bonds in the title compound, which play a major role in stabilizing the molecule and are confirmed by the natural bond orbital analysis. The predicted NLO properties show that the title compound is a good candidate as second-order NLO material. In addition, the frontier molecular orbitals were analyzed and the crystal structure obtained by molecular mechanics belongs to the Pbca space group, with lattice parameters Z = 8, a = 16.0735 Å, b = 7.1719 Å, c = 7.8725 Å, ρ = 0.808 g/cm3.

  15. Thiosemicarbazone p-Substituted Acetophenone Derivatives Promote the Loss of Mitochondrial Δψ, GSH Depletion, and Death in K562 Cells.

    Pessoto, Felipe S; Yokomizo, Cesar H; Prieto, Tatiana; Fernandes, Cleverton S; Silva, Alan P; Kaiser, Carlos R; Basso, Ernani A; Nantes, Iseli L

    2015-01-01

    A series of thiosemicarbazone (TSC) p-substituted acetophenone derivatives were synthesized and chemically characterized. The p-substituents appended to the phenyl group of the TSC structures were hydrogen, fluor, chlorine, methyl, and nitro, producing compounds named TSC-H, TSC-F, TSC-Cl, TSC-Me, and TSC-NO2, respectively. The TSC compounds were evaluated for their capacity to induce mitochondrial permeability, to deplete mitochondrial thiol content, and to promote cell death in the K562 cell lineage using flow cytometry and fluorescence microscopy. TSC-H, TSC-F, and TSC-Cl exhibited a bell-shaped dose-response curve for the induction of apoptosis in K562 cells due to the change from apoptosis to necrosis as the principal mechanism of cell death at the highest tested doses. TSC-Me and TSC-NO2 exhibited a typical dose-response profile, with a half maximal effective concentration of approximately 10 µM for cell death. Cell death was also evaluated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, which revealed lower toxicity of these compounds for peripheral blood mononuclear cells than for K562 cells. The possible mechanisms leading to cell death are discussed based on the observed effects of the new TSC compounds on the cellular thiol content and on mitochondrial bioenergetics. PMID:26075034

  16. Thiosemicarbazone p-Substituted Acetophenone Derivatives Promote the Loss of Mitochondrial Δψ, GSH Depletion, and Death in K562 Cells

    Felipe S. Pessoto

    2015-01-01

    Full Text Available A series of thiosemicarbazone (TSC p-substituted acetophenone derivatives were synthesized and chemically characterized. The p-substituents appended to the phenyl group of the TSC structures were hydrogen, fluor, chlorine, methyl, and nitro, producing compounds named TSC-H, TSC-F, TSC-Cl, TSC-Me, and TSC-NO2, respectively. The TSC compounds were evaluated for their capacity to induce mitochondrial permeability, to deplete mitochondrial thiol content, and to promote cell death in the K562 cell lineage using flow cytometry and fluorescence microscopy. TSC-H, TSC-F, and TSC-Cl exhibited a bell-shaped dose-response curve for the induction of apoptosis in K562 cells due to the change from apoptosis to necrosis as the principal mechanism of cell death at the highest tested doses. TSC-Me and TSC-NO2 exhibited a typical dose-response profile, with a half maximal effective concentration of approximately 10 µM for cell death. Cell death was also evaluated using the 3-(4,5-dimethylthiazol-2-yl-2,5-diphenyltetrazolium bromide (MTT assay, which revealed lower toxicity of these compounds for peripheral blood mononuclear cells than for K562 cells. The possible mechanisms leading to cell death are discussed based on the observed effects of the new TSC compounds on the cellular thiol content and on mitochondrial bioenergetics.

  17. Asymmetric bioreduction of acetophenones by Baker's yeast and its cell-free extract encapsulated in sol–gel silica materials

    Kato, Katsuya, E-mail: katsuya-kato@aist.go.jp [National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Anagahora, Shimoshidami, Moriyama-ku, Nagoya, 463-8560 (Japan); Nakamura, Hitomi [National Institute of Advanced Industrial Science and Technology (AIST), 2266-98 Anagahora, Shimoshidami, Moriyama-ku, Nagoya, 463-8560 (Japan); Nakanishi, Kazuma [Department of Chemistry for Materials, Graduate School of Engineering, Mie University, 1577 Kurimamachiya-cho, Tsu, Mie, 514-8570 (Japan)

    2014-02-28

    Baker's yeast (BY) encapsulated in silica materials was synthesized using a yeast cell suspension and its cell-free extract during a sol–gel reaction of tetramethoxysilane with nitric acid as a catalyst. The synthesized samples were fully characterized using various methods, such as scanning electron microscopy, nitrogen adsorption–desorption, Fourier transform infrared spectroscopy, thermogravimetry, and differential thermal analysis. The BY cells were easily encapsulated inside silica-gel networks, and the ratio of the cells in the silica gel was approximately 75 wt%, which indicated that a large volume of BY was trapped with a small amount of silica. The enzyme activity (asymmetric reduction of prochiral ketones) of BY and its cell-free extract encapsulated in silica gel was investigated in detail. The activities and enantioselectivities of free and encapsulated BY were similar to those of acetophenone and its fluorine derivatives, which indicated that the conformation structure of BY enzymes inside silica-gel networks did not change. In addition, the encapsulated BY exhibited considerably better solvent (methanol) stability and recyclability compared to free BY solution. We expect that the development of BY encapsulated in sol–gel silica materials will significantly impact the industrial-scale advancement of high-efficiency and low-cost biocatalysts for the synthesis of valuable chiral alcohols.

  18. 纳米固体超强酸SO42-/Fe2O3催化合成苯乙酮环乙二缩酮%Synthesis of acetophenone cyclic ethylic ketal catalyzed by nanosolid superacid SO42-/Fe2O3

    李家贵; 朱万仁; 韦庆敏

    2012-01-01

    Acetophenone cyclic ethylic ketal was synthesized by using acetophenone and ethylene glycol as the raw materials and nanosolid superacid SO2-4 /Fe2O3 as the catalyst. The conditions of the catalyst preparation and condensation reaction were optimized. The results showed that the yield of acetophenone cylic ethylic ketal of 94. 2% was attaind under the optimum reaction condition as follows;acetophenone a-mount 170 mmol,acetophenone/ethylene glycol molar ratio 1: 1.7,catalyst dosage 100 mg(4. 4% of the total mass of the reactants) ,reaction temperature (98-112) °C ,and reaction time 1. 5 h.%采用纳米固体超强酸SO42-/Fe2O3为催化剂,以苯乙酮和乙二醇为原料催化合成苯乙酮环乙二缩酮.优化了催化剂制备和反应条件,较适宜反应条件为:苯乙酮170 mmol,n(酮)∶n(醇)=1∶1.7,催化剂用量100 mg(占反应物总质量4.4%),(98~112)℃回流反应1.5h,苯乙酮环乙二缩酮收率达94.2%.

  19. Synthesis and reactivity of {alpha}-phenylseleno-{beta}-substituted styrenes: preparation of (Z)-allyl alcohols, (E)-{alpha}-phenyl-{alpha},{beta}-unsaturated aldehydes and {alpha}-aryl acetophenones

    Lenardao, Eder J.; Jacob, Raquel G.; Silva, Thiago B. da [Universidade Federal de Pelotas, RS (Brazil). Dept. de Quimica Analitica e Inorganica]. E-mail: lenardao@ufpel.edu.br; Cella, Rodrigo [Santa Maria Univ., RS (Brazil). Dept. de Quimica; Perin, Gelson [Universidade Federal de Pelotas, RS (Brazil). Dept. de Quimica Organica

    2006-09-15

    A new and efficient method was developed to prepare {alpha}-phenylseleno-{beta}-substituted styrenes by reaction of diethyl {alpha}-phenylseleno benzylphosphonate with NaH and aldehydes. Selenium-lithium exchange by reaction with n-BuLi yielded the vinyl lithium species, which were captured with several electrophiles, like aldehydes and DMF, affording exclusively (Z)-allyl alcohols, and (E)-{alpha}-phenyl-{alpha}-{beta}-unsaturated aldehydes, respectively in good yields. The hydrolysis of the vinyl selenides in presence of TiCl{sub 4} allowed the corresponding {alpha}-aryl acetophenones. (author)

  20. Determination of Acetophenone and 2-Phenyl-2-propanol Release in EVA Material%EVA材料中苯乙酮和2-苯基-2-丙醇释放量的测定

    陈皖芳; 穆江华; 钱明伟

    2011-01-01

    本方法采用顶空GC-MS测定EVA材料中的苯乙酮和2-苯基-2-丙醇的释放量。方法检测限为5 mg/kg,EVA材料中的平均加标回收率为90.0%~105%。方法简捷、快速、准确,适用于EVA材料中苯乙酮和2-苯基-2-丙醇释放量的测定。%An analytical method based on using headspace extraction EVA material,the capillary vessel column gas phase mass spectrography carried on qualitative and quota to acetophenone and 2-Phenyl-2-propanol release.The method examination limit was 5 mg/kg,the mean recoveries for packaging material samples were 90.0 %~105 %.The method was accurate,simple,rapid and feasible for the inspection of acetophenone and 2-Phenyl-2-propanol release in EVA materials.

  1. Microbial degradation of chlorinated acetophenones.

    Havel, J.; Reineke, W

    1993-01-01

    A defined mixed culture, consisting of an Arthrobacter sp. and a Micrococcus sp. and able to grow with 4-chloroacetophenone as a sole source of carbon and energy, was isolated. 4-Chlorophenyl acetate, 4-chlorophenol, and 4-chlorocatechol were identified as metabolites through comparison of retention times and UV spectra with those of standard substances. The proposed pathway was further confirmed by investigation of enzymes. The roles of the two collaborating strains were studied by growth ex...

  2. 苯亚甲基苯乙酮-4-氯苯甲酰腙的合成、晶体结勾及荧光性质%Synthesis, crystal structure and fluorescence properties of benzylidene acetophenone-4-chlorobenzoyl hydrazone

    王亮; 刘娟; 郑长征; 任立娣

    2011-01-01

    由苯亚甲基苯乙酮和4-氯苯甲酰肼通过缩合反应,合成新的酰腙化合物苯亚甲基苯乙酮-4-氯苯甲酰腙,并培养成单晶( CCDC:848755).通过元素分析、红外光谱和X射线单晶衍射对其进行了结构表征.结果表明,该化合物为单斜晶系,空间群为P2(1)/n,晶胞学数据:a=0.913 4(6) nm,b=2.451 0(17) nm,c =0.948 9(7) nm,β=118.77.,V=1.862(2) nm3,Z=4,μ=0.218 mm-1,Dc=1.287 mg/m3,F(000) =752,R1 =0.072 2[I>2δ(I)],wR2=0.226 7(all data),GOF=0.968.荧光光谱表明,该化合物的荧光性能较好,可以作为一种潜在的光活性材料.%A new compound of benzylidene acetophenone-4-chlorobenzoyl hydrazone was synthesized through the condensation of benzylidene acetophenone and 4-chlorobenzoyl hydrazine, then it was developed into a single crystal (CCDC:848755). The compound was characterized by elemental analysis, IR and the crystal structure was determined by X-ray single crystal diffraction. The crystal belongs to the monoclinic system with space group P2(1)/n, with α = 0. 913 4(6) nm,b =2. 451 0(17) nm, c =0.948 9(7) nm,β = 118.77°,V=1.862(2) nm3 ,Z =4, μ =0. 218 mm-1, Dc =1.287 mg/m3, F(000) =752,R, = 0.072 2[I>2δ(I)],wR2 =0.226 7(all data) ,GOF =0.968. Fluorescence spectra showed that the compound was a strong fluorescent substances can be used as a potential photoactive ma terials.

  3. 磷钨酸原位改性HMS催化苯甲醚乙酰化反应%Catalytic Synthesis of p-Methoxy Acetophenone with Modification Catalyst HMS by Phosphotungstic Acid

    周晓; 张亚洲; 王伟; 刘向东; 陈平

    2013-01-01

    The modification solid catalyst HMS by phosphotungstic acid was prepared by in-situ synthesis from DDA,TEOS,and phosphotungstic acid,and applied in p-Methoxy acetophenone production with the Friedel-Crafts acylation reaction of phenyl methyl ether and Acetic anhydride.The factors including reaction temperature,reaction time,catalyst amount,reactants molar ratio phenyl methyl ether to Acetic anhydride on the Friedel-Crafts acylation reaction were investigated.The experimental effects show that solid acid catalyst HMS has high catalytic activity.The acylation reaction conversion can reach 83.1% and the selectivity of p-Methoxy acetophenone production is 97.3% under the following optimal conditions:reaction temperature of 100 ℃,reaction time of 4 h,amount catalyst of 0.15 g,molar ratio of n(anisole) ∶ n(acetic anhydride) =1 ∶1.5.%以正十二胺(DDA)为模板剂、正硅酸四乙酯(TEOS)为硅源、磷钨酸(HPW)为活性组分,经原位合成法制备了HPW改性的介孔材料HMS(HPW-HMS),并以此催化剂催化苯甲醚与乙酸酐发生傅-克(Friedel-Crafts)酰基化反应合成对甲氧基苯乙酮,对催化剂进行了XRD和IR表征,研究了催化剂制备方法、脱除模板剂的方式以及催化反应条件,考察反应温度、反应时间、催化剂质量、反应物的物质的量等对苯甲醚转化率和主产物对甲氧基苯乙酮选择性的影响.实验结果表明,固体催化剂HPW-HMS在此反应中具有较高的催化活性,当反应温度100℃,反应时间4h,催化剂质量0.15g,原料物质的量比n(苯甲醚)∶n(乙酸酐)=1∶1.5时,苯甲醚转化率达到83.1%,对甲氧基苯乙酮选择性达97.3%.

  4. Synthesis of 1, 2-bis(4-chloro)acetophenone oxime ethyl ether as a carrier and its application for construction of a new ytterbium (III)-PVC membrane sensor

    The new ytterbium (III)-PVC membrane, containing 1,2-bis(4-chloro)acetophenone oxime ethyl ether (AOEE) as an ion carrier, showed a Nernstian response for the Yb3+ ions over a wide dynamic linear range between 1.0 x 10-6 and 1 x 10-2 M. The detect ion limit is 6.3 x10-7 M while the sensor presents a response time of ∼7 s and a useful working pH range of 2.6-7.8. The electrode revealed high selectivity with respect to all the common alkali, alkaline earth, transition and heavy metal ions, including the members of the lanthanide family other than Yb3+. The sensor was successfully applied as an indicator electrode in a potentiometric titration of YbIII ions with EDTA. The membrane sensor was used for the recovery of Yb3+ ions spiked in tap and river water samples. The proposed sensor was also used for the determination of ytterbium ions concentration mixtures of different ions. (author)

  5. Synthesis and Crystal Structure of α-(-(1,2,4-Triazol-1H-yl)-ρ-chloro Acetophenone, [ClC6H4COCH2(C2H2N3)

    建方方; 李艳; 肖海玲; 孙萍萍

    2003-01-01

    The title compound [ClC6H4COCH2(C2H2N3)] has been prepared and characterized by elemental analysis, IR spectrum and X-ray studies. It crystallizes in the monoclinic system, space group P21/c with Mr = 221.64 (C10H8ClN3O), a = 13.420(3), b = 9.720(2), c = 7.900(2)(A°),β= 92.00(3)o, V = 1029.9(4)(A°)3, Z = 4, Dc = 1.429 g/cm3, F(000) = 456,μ = 0.345 mm-1, R = 0.0435 and wR=0.0894. The total reflections were 1949 and the independent ones were 1805 (Rint=0.0340), of which 800 were observed with I > 2σ(I). The crystal structure consists of α-(1,2,4-triazol-1H- yl)-(-chloro-acetophenone. The existence of π conjugated systems in the molecule affects partly the bond lengths. The triazole and phenyl rings form the dihedral angle of 77.34o. The molecules of the title compound connect to each other through extensive hydrogen bonds to form a two-dimensional structure. Elemental analysis and IR spectra are in good agreement with the structure data.

  6. Synthesis of Mannich Base by One-pot Method with Aromatic Aldehyde, Acetophenone and p-Nitroaniline%芳香醛、苯乙酮和对硝基苯胺一锅法合成Mannich碱

    温俏; 李小花; 林春秀; 徐达; 刘春玲

    2015-01-01

    在浓盐酸做催化剂的条件下,芳香醛、苯乙酮和对硝基苯胺能够发生Mannich反应,经过提纯得到相应的Mannich碱。用红外光谱对产物的结构进行表征,并研究浓盐酸的使用量、反应温度、反应时间等条件对产率的影响。实验发现在3滴浓盐酸催化下,控温在15~20℃,反应20 h,产率可达60%左右。%The Mannich base were synthesized by one-pot method with aromatic aldehyde, acetophenone and p-nitroaniline in concentrated hydrochloric acid. The structural properties of the products were characterized by IR spectrum. The influence of the factors of the quantity of catalyst, the reaction time and temperature on the product yield was systematically studied. It was found that under the conditions of 3 drops of concentrated hydrochloric acid as catalysis, in 15~20 ℃ and for 20 h, the production rate can reach 60%.

  7. Application of Ru-DPEN complex in synthesis of chiral α-benzyl ethanol via asymmetric hydrogen transfer reaction of acetophenone%Ru-DPEN配合物在苯乙酮不对称氢转移反应制备手性α-苯乙醇中的应用

    胡明明; 李英霞; 白立光

    2012-01-01

    A novel chiral ruthenium complex RuCl[p-cymene] [ R,R-DPEN] ( R, R-DPEN - 1 ,2-diphe-nylethylenediamine) was synthesized and used as the catalyst for synthesis of chiral a-benzyl ethanol via asymmetric hydrogen transfer reaction of acetophenone. Influence of reaction temperature, reaction time, isopropanol solvent volume, n(acetophenone): n{ RuCl[p-cymene] [ R,R-DPEN] and alkalinity on conversion and ee( enantiomeric excess value) of the asymmetric hydrogen transfer reaction was investigated. The experimental results indicated that the chiral complex exhibited good catalytic activity and favorable enantioselectivity under the following condition:reaction temperature = 40℃, n ( potassium tert-butox-ide):ra(RuCl[p-cymene] [R, R-DPEN]) = 10. 3:1, n ( acetophenone): n( RuCl [p-cymene] [R,R-DPEN] ) = 23. 7: 1 , reaction for 24 h, with conversion of 99. 63% , and ee of 31. 04% .%合成一种新型钌-手性二胺三元配合物RuCl[p-cymene][R,R-DPEN](DPEN=1,2-二苯基乙二胺).利用此配合物作为催化剂催化苯乙酮的不对称氢转移反应,考察反应温度、反应时间、溶剂异丙醇用量、n(苯乙酮)∶n(RuCl[p-cymene][R,R-DPEN])和碱浓度对苯乙酮不对称氢转移反应的转化率和ee值的影响.结果表明,在反应温度40℃、n(叔丁醇钾)∶n(RuCl[p-cymene][R,R-DPEN])=10.3∶1、n(苯乙酮)∶n(RuCl[p-cymene][R,R-DPEN])=23.7∶1和反应时间24h条件下,配合物对苯乙酮不对称氢转移反应具有良好的催化性能和较好的对映选择性,苯乙酮不对称氢转移反应转化率达99.63%,ee值达31.04%.

  8. The Synthesis of 4-(Trans, trans-4-propyl-bicyclohexyl) Acetophenone-an Intermediate of Liquid Crystal Material%液晶材料中间体-4-(反式,反式-4-丙基双环己基)苯乙酮的合成

    王艳华; 白雪峰; 吕宏飞; 李猛; 杨杰

    2014-01-01

    液晶材料目前的制备方法复杂,市场上成熟的原料合成路线基本没有。要制备性能优异的、使用广泛的液晶材料需要多步反应。以市场中常见的4-(反式,反式-4-丙基双环己基)苯为原料,经傅克酰基化反应得到目标产物。主要考察了4-(反式,反式-4-丙基双环己基)苯乙酮的合成条件,如酰基化反应溶剂、酰基化反应温度、酰基化反应时间及水解反应溶剂四个条件的影响,确定了合成反应的最佳条件。并采用红外光谱和核磁共振方法确证了目标产物。%The method for preparing liquid crystal material is not easy at present. There is no mature synthetic method about it in any industries. The multi-step reaction is needed to get liquid crystal material with better property and wide applications. The common 4-(trans, trans-4-propyl-4-bicyclohexyl) benzene was used as substrates to produce the 4-(trans, trans-4-propyl-bicyclohexyl) acetophenone by Friedel-Crafts acetylation. The synthetic conditions for 4-(trans,trans-4-propyl-bicyclohexyl) acetophenone was studied, such as the effects of reaction solvents, reaction temperature and time and solvents in hydrolysis. The best reaction conditions were obtained. And the product was confirmed by FT-IR and H-NMR.

  9. Catalytic synthesis of acetophenone 1.3-propandiol ketal over composite solid super acid SO2-4/Fe2O3/ZnO/ZrO2%复合固体超强酸SO2-4-/Fe2O3/ZnO/ZrO2催化合成苯乙酮1,3-丙二醇缩酮

    晋春; 郭永; 孟双明; 薛万华

    2011-01-01

    SO4~/Fe2O3/ZnO/ZrO2 composite solid acid catalyst was prepared with Fe(NO3)3 ? 9H2O、 A1(NO3)3 ? 9H2O 和P ZrOCl2 ? 8H2O by the processes of precipitation,aging,filtering,washing,drying, impregnation and calcination. The effects of molar ratio of acetophenone to 1,3-propanediol, reaction time, the dosage of the catalyst and the water-carrying agent on product yield were investigated. The re sults showed that solid super acid SO4~/Fe2O3/ZnO/ZrO2 exhibited good catalytic activity for synthesis of acetophenone 1,3-propanediol ketal and the yield of product reached 95. 6% under the optimum condition as follows;molar ratio of acetophenone to 1,3-propanediol 1: 1.3,acetophenone amount 0. 2 mol, the catalyst dosage 0.5% of total mass of reactants ,cyclohexane as the water-carrying agent .reaction time 60 min.%通过沉淀、老化、过滤、洗涤、干燥、浸渍和焙烧等过程,由Fe(NO3)3·9H2O、Al(NO3)3·9H2O和ZrOCl2·8H2O制备SO2-4/Fe2O3/ZnO/ZrO2催化剂,研究酮与醇物质的量比、反应时间、带水剂用量和催化剂用量等因素对产品收率的影响.结果表明,SO2-4/Fe2O3/ZnO/ZrO2是合成苯乙酮1,3-丙二醇缩酮的良好催化剂,在酮与醇物质的量比为1∶1.3、苯乙酮用量0.2mol、催化剂用量为反应物总质量的0.5%、以环己烷为带水剂和反应时间60 min的优化条件下,苯乙酮1,3-丙二醇缩酮收率可达95.6%.

  10. Asymmetric anti-Prelog Reduction of 3,5-bis(trifluoromethyl)-acetophenone by Microbacterium oxydans C3%氧化微杆菌C3催化3,5-双三氟甲基苯乙酮的不对称反Prelog还原

    盖萍; 汤传根; 刘静媛; 刘艳; 张超; 吴中柳

    2013-01-01

    (R)-3,5-双三氟甲基-1-苯乙醇是合成神经激肽1受体拮抗剂阿瑞匹坦的关键手性醇中间体.通过筛选得到一株氧化微杆菌C3(Microbacterium oxydans C3),其能不对称还原底物3,5-双三氟甲基苯乙酮为(R)-3,5-双三氟甲基-1-苯乙醇.在底物浓度为5 g/L时,生物转化反应40 h,能达到>99%的ee值和95%的底物转化率.底物浓度提高到50 g/L时,生物转化的ee值依然保持99%,并能达到56%的底物转化率.利用该氧化微杆菌C3对其他含氟苯乙酮衍生物进行生物转化反应,同样得到了较高的立体选择性和底物转化率.%The isolated microorganism Microbacterium oxydans C3 reduced 3,5-bis(trifluoromethyl)-acetophenone at 5 g/L to (R)-3,5-bis(trifluoromethy1)-1-phenethano1,a pharmaceutically alcohol intermediate for the synthesis of Aprepitant,a potent human NK-1 receptor antagonists,in 40 h.The bioreaction had desirable enantioselectivity (>99% enantiomeric excess [ee])and 95% conversion.When the substrate concentration reached 50 g/L,the bioreaction afforded (R)-3,5-bis(trifluoromethy1)-1-phenethanlo with 56% conversion and 99% ee.The usefulness of M.oxydans C3 was further demonstrated by the bioreduction of several fluorinated acetophenones with good conversion and excellent enantioselectivity.

  11. Studies on coordination and addition compounds and anti microbial activity of some mixed ligand complexes of Au(III), Mo(II), Co(II) and Cd(II) with dibasic acid and heterocyclic amines and addition compounds of As(III) and Sb(III) halides with benzamide and acetophenon

    Three new mixed ligand complexes of Au(III) and Mo(II) with dibasic acid e.g., homophthalic acid, oxalic acid and heterocylic amines e.g., quinonine, iso-quinonine, bipyridine, Phenylanaline and the two new addition compounds of As(III) and Sb(III) halides with N-donor ligands viz. benzamide and acetophenone and one complex [Cd(DPH)(IQ)2], where IQ = Iso-quinoline and DPH = Deprotonated phthalic acid have been prepared according to the procedure in the literature. Their conventional physical and chemical analyses have been done. Their antibacterial studies against nine gram positive and five gram negative pathogenic bacteria and antifungal activities against eight plant and three human fungi have been evaluated. Kanamycin and Nystatin have been used as a standard for carrying out experiments of antibacterial and antifungal activities, respectively. The minimum inhibitory concentration (MIC) values of these compounds, as antibiotic against two gram positive and two gram negative pathogenic bacteria, have also been carried out and in this case, Amoxacilin antibiotic has been used as a standard antibiotic. (author)

  12. Solid-Liquid Equilibrium in the Acetic Acid-Acetophenone and Acetic Acid-Formamide Systems.

    Malijevská, I.; Sedláková, Zuzana

    2006-01-01

    Roč. 125, 1 (2006) , s. 72-75. ISSN 0167-7322 Institutional research plan: CEZ:AV0Z40720504 Keywords : solid-liquid equilibrium * experimental data * solid compound Subject RIV: CF - Physical ; Theoretical Chemistry Impact factor: 1.106, year: 2006

  13. Solvent extraction of silver(I) with 2,4-dihydroxy-acetophenone thiosemicarbazone

    The solvent extraction of silver(I) is carried out in acetic acid-sodium acetate buffer solution at pH 5.0 by 2,4-dihydroxyacetophenone thiosemicarbazone (DATS). Ethyl acetate was used as a solvent. It is found that single extraction is sufficient to remove silver(I) completely from the aqueous phase. Silver(I) forms 1:1 complex (metal:reagent) with DATS. The effect of diverse ions on the extraction of silver(I) was investigated. (author)

  14. Solvent extraction of silver(I) with 2,4-dihydroxy-acetophenone thiosemicarbazone

    Reddy, A.V.; Reddy, Y.K. (Sri Venkateswara Univ., Tirupati (India). Dept. of Chemistry); Reddy, G.S. (Sri Venkateswara Univ. Post-Graduate Centre, Cuddapah (India). Dept. of Chemistry)

    1985-03-01

    The solvent extraction of silver(I) is carried out in acetic acid-sodium acetate buffer solution at pH 5.0 by 2,4-dihydroxyacetophenone thiosemicarbazone (DATS). Ethyl acetate was used as a solvent. It is found that single extraction is sufficient to remove silver(I) completely from the aqueous phase. Silver(I) forms 1:1 complex (metal:reagent) with DATS. The effect of diverse ions on the extraction of silver(I) was investigated.

  15. A geranyl acetophenone targeting cysteinyl leukotriene synthesis prevents allergic airway inflammation in ovalbumin-sensitized mice

    Asthma is associated with increased pulmonary inflammation and airway hyperresponsiveness. The current use of corticosteroids in the management of asthma has recently raised issues regarding safety and lack of responsiveness in 5–10% of asthmatic individuals. The aim of the present study was to investigate the therapeutic effect of a non-steroidal small molecule that has cysteinyl leukotriene (cysLT) inhibitory activity, upon attenuation of allergic lung inflammation in an acute murine model. Mice were sensitized with ovalbumin (OVA) and treated with several intraperitoneal doses (100, 20, 2 and 0.2 mg/kg) of 2,4,6,-trihydroxy-3-geranylacetophenone (tHGA). Bronchoalveolar lavage was performed, blood and lung samples were obtained and respiratory function was measured. OVA sensitization increased pulmonary inflammation and pulmonary allergic inflammation was significantly reduced at doses of 100, 20 and 2 mg/kg with no effect at the lowest dose of 0.2 mg/kg. The beneficial effects in the lung were associated with reduced eosinophilic infiltration and reduced secretion of Th2 cytokines and cysLTs. Peripheral blood reduction of total IgE was also a prominent feature. Treatment with tHGA significantly attenuated altered airway hyperresponsiveness as measured by the enhanced pause (Penh) response to incremental doses of methacholine. These data demonstrate that tHGA, a synthetic non-steroidal small molecule, can prevent acute allergic inflammation. This proof of concept opens further avenues of research and development of tHGA as an additional option to the current armamentarium of anti-asthma therapeutics. -- Highlights: ► Safer and effective anti-asthmatic drugs are in great demand. ► tHGA is a new 5-LO/cysLT inhibitor that inhibits allergic asthma in mice. ► tHGA is a natural compound that can be synthesized. ► Doses as low as 2 mg/kg alleviate lung pathology in experimental asthma. ► tHGA is a potential drug lead for the treatment of allergic asthma.

  16. 肟基苯乙酮的合成%Synthesis of Oximido-acetophenone

    朱平华

    2006-01-01

    通过2步反应合成了一种新型农药中间体,所得产物经红外分析和元素分析确认为肟基苯乙酮.经过多次试验,总收率达80.5%.此产物的合成为农药的发展提供了新的思路.

  17. A geranyl acetophenone targeting cysteinyl leukotriene synthesis prevents allergic airway inflammation in ovalbumin-sensitized mice

    Ismail, Norazren; Jambari, Nuzul Nurahya [Department of Biomedical Science, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Zareen, Seema; Akhtar, Mohamad Nadeem; Shaari, Khozirah [Laboratory of Natural Products, Institute of Bioscience, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Zamri-Saad, Mohamad [Department of Veterinary Pathology, Faculty of Veterinary Medicine, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Tham, Chau Ling; Sulaiman, Mohd Roslan [Department of Biomedical Science, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Lajis, Nordin Hj [Laboratory of Natural Products, Institute of Bioscience, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia); Israf, Daud Ahmad, E-mail: daud.israf@gmail.com [Department of Biomedical Science, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, 43400 Serdang, Selangor (Malaysia)

    2012-03-01

    Asthma is associated with increased pulmonary inflammation and airway hyperresponsiveness. The current use of corticosteroids in the management of asthma has recently raised issues regarding safety and lack of responsiveness in 5–10% of asthmatic individuals. The aim of the present study was to investigate the therapeutic effect of a non-steroidal small molecule that has cysteinyl leukotriene (cysLT) inhibitory activity, upon attenuation of allergic lung inflammation in an acute murine model. Mice were sensitized with ovalbumin (OVA) and treated with several intraperitoneal doses (100, 20, 2 and 0.2 mg/kg) of 2,4,6,-trihydroxy-3-geranylacetophenone (tHGA). Bronchoalveolar lavage was performed, blood and lung samples were obtained and respiratory function was measured. OVA sensitization increased pulmonary inflammation and pulmonary allergic inflammation was significantly reduced at doses of 100, 20 and 2 mg/kg with no effect at the lowest dose of 0.2 mg/kg. The beneficial effects in the lung were associated with reduced eosinophilic infiltration and reduced secretion of Th2 cytokines and cysLTs. Peripheral blood reduction of total IgE was also a prominent feature. Treatment with tHGA significantly attenuated altered airway hyperresponsiveness as measured by the enhanced pause (Penh) response to incremental doses of methacholine. These data demonstrate that tHGA, a synthetic non-steroidal small molecule, can prevent acute allergic inflammation. This proof of concept opens further avenues of research and development of tHGA as an additional option to the current armamentarium of anti-asthma therapeutics. -- Highlights: ► Safer and effective anti-asthmatic drugs are in great demand. ► tHGA is a new 5-LO/cysLT inhibitor that inhibits allergic asthma in mice. ► tHGA is a natural compound that can be synthesized. ► Doses as low as 2 mg/kg alleviate lung pathology in experimental asthma. ► tHGA is a potential drug lead for the treatment of allergic asthma.

  18. 肟基苯乙酮的合成%Synthesis of oximido-acetophenone

    朱平华

    2006-01-01

    通过两步反应,合成了一种新型农药中间体,所得产物经红外分析和元素分析,为肟基苯乙酮.经过多次试验,总收率达80.5%.此产物的合成为农药的发展提供了新的思路.

  19. The Reaction of Cyanoacetylhydrazine with ω-Bromo(4-methyl)acetophenone: Synthesis of Heterocyclic Derivatives with Antitumor Activity

    MOHAREB, RAFAT M.; Abeer A. Mohamed

    2010-01-01

    New approaches for the synthesis of hydrazide-hydrazone derivatives were demonstrated as well as some heterocyclizations of such derivatives to afford 1,3,4-triazine, pyridine and 1,3,4-oxadiazine derivatives. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) were recorded. Most of the synthesized compounds showed high inhibitory effects.

  20. Synthesis of Acetophenone by Green Oxidation%绿色氧化合成苯乙酮的研究

    宋华; 王园园; 刘思雨; 张金召

    2009-01-01

    研究了以氧气为氧化剂、液相氧化乙苯合成苯乙酮反应的各种影响因素,在优化的反应条件(冰乙酸20mL、乙苯5mL、醋酸钴用量为乙苯的4.2%(物质的量)、Br/Co=2.5(物质的量)、氧气流速为100mL/min、常压、温度80℃和反应时间4h)下,乙苯转化率达到99.94%,苯乙酮收率达到98.49%.

  1. Evaluation of some Mannich bases derived from substituted acetophenones against P-388 lymphocytic leukemia and on respiration in isolated rat liver mitochondria.

    Dimmock, J R; Shyam, K; Hamon, N W; Logan, B M; Raghavan, S K; Harwood, D J; Smith, P J

    1983-08-01

    Series of 3-dimethylamino-1-aryl-1-propanone hydrobromides (IV) and 3-dimethylamino-2-dimethylaminomethyl-1-aryl-1-propanone dihydrobromides (V) were synthesized. Evaluation of these derivatives against P-388 lymphocytic leukemia growth revealed that two compounds show promise as antineoplastic agents. Compounds of the V series were unstable in phosphate buffer (in contrast to series IV), and when the same nuclear substituent was present in both series of compounds, V was approximately 100 times more active than IV in both the stimulation and inhibition of respiration of mitochondria isolated from rat liver cells. Representatives from both series showed that respiration in mitochondria was affected by changing the pH of the aqueous buffer from 7.4 to 6.9 or 6.4 and by reducing the temperature from 37 degrees to 20 degrees. The compounds showed reactivity toward a biomimetic thiol. PMID:6620142

  2. β-环糊精选择性催化合成邻羟基苯乙酮%Synthesis of 2 - Hydroxy - acetophenone by β - Cyclodextrin Selective Catalysis

    史春越; 舒燕; 高启辉

    2007-01-01

    利用β-环糊精对底物的包络作用,经由Fries重排反应选择性合成了邻羟基苯乙酮.实验结果表明,加入β-环糊精能够提高重排反应的选择性,使邻羟基苯乙酮收率达到44.6%.

  3. Synthesis of 2-chloro-4- (4-chlorophenoxy)-acetophenone%2-氯-4-(4-氯苯氧基)-苯乙酮的制备

    高桂祥; 徐志远; 王志军

    2006-01-01

    叙述了新型农用杀菌剂恶醚唑中间体-2-氯-4-(4-氯苯氧基)-苯乙酮的合成工艺,该工艺以对氯苯酚和2,4-二氯苯乙酮为原料,在铜粉催化剂催化下进行缩合得到,反应收率为71.4%.研究证明该工艺收率高、操作简单、成本低,适合大规模工业化生产.

  4. ω,ω-二溴-对苯基苯乙酮的合成研究%Study on Synthesis of ω,ω-Dibromo-p-phenyl Acetophenone

    赵宙兴; 李政

    2009-01-01

    以对苯基苯乙酮和溴素为原料、冰醋酸为反应介质,合成了ω,ω-二溴-对苯基苯乙酮.考察了原料配比、反应温度、反应时间等因素对反应收率的影响.优化合成条件:n(溴素):n(对苯基苯乙酮)=2.2:1,反应温度45~50℃,反应时间2.5 h.产品总收率89.7%,熔点114~116℃.产物结构经红外光谱、核磁波谱表征.

  5. The Synthesis of Benzylidene Acetophenone in Near-critical Water%近临界水中苄叉乙酰苯的合成研究

    朱志强; 曾健青; 刘莉玫

    2002-01-01

    以近临界水作为反应介质,在无外加催化剂的条件下,苯甲醛与苯乙酮可顺利反应生成苄叉乙酰苯.在最佳条件下,苄叉乙酰苯的收率可达31.4%.该方法避免了常规合成方法中有机溶剂的使用以及NaOH催化剂的加入,产物后处理简单,是一种绿色合成新过程.

  6. 香料苯乙酮环乙二缩酮的催化合成研究%Synthesis of acetophenone cylic ethylic ketal catalyzed by sulfamic acid

    张福捐; 赵旭娴; 董燕飞

    2006-01-01

    以氨基磺酸为催化剂,通过苯乙酮和乙二醇反应合成苯乙酮环乙二缩酮.探讨了氨基磺酸的催化活性,研究了催化剂用量、酮醇物质的量比和反应时间等对产物收率的影响.实验结果表明,氨基磺酸是合成苯乙酮环乙二缩酮的良好催化剂,最佳反应条件:n(酮):n(醇)=1:1.3,催化剂用量0.6 g·(0.2 mol-苯乙酮)-1,反应时间160 min,产物收率可达75.6%.

  7. Synthesis of Acetophenone 1,2 -Propanediol Ketal%苯乙酮1,2-丙二醇缩酮的合成研究

    刘春玲; 石静

    2009-01-01

    以强酸性阳离子交换树脂为催化剂,通过苯乙酮和1,2-丙二醇反应合成苯乙酮1,2-丙二醇缩酮,系统的研究了酮醇物质的量之比、催化剂用量和反应时间等因素对产品收率的影响.结果表明:在酮醇物质的量比为1:2,催化剂用量为反应物总质量的0.6%,环己烷为带水剂,反应时间3h的优化条件下,产率达79.8% .

  8. Synthesis of Intermediate 2,4-dihydroxy Acetophenone%中间体2,4-二羟基苯乙酮合成工艺研究

    曹晓燕; 刘小风; 王建国

    2011-01-01

    介绍了合成2,4-二羟基苯乙酮的工艺路线:在催化剂的作用下,由原料间苯二酚和冰醋酸经付-克反应合成2,4-二羟基苯乙酮.最佳反应条件为:冰醋酸用量12g、催化剂用量16 g、反应时间1.5 h、反应温度135℃.产品经紫外、红外、熔点和Rf值鉴定为2,4-二羟基苯乙酮.

  9. Simple Synthesis of Substituted Phenoxy Acetophenone%一锅法简便合成取代苯氧基苯乙酮

    柳利; 陈祖兴; 杨桂春

    2001-01-01

    探讨了聚合物支载的铬(Ⅵ)氧化剂、过溴离子及取代苯氧基离子于单锅中以1-苯乙醇为底物,合成苯氧基苯乙酮的方法,并与分步合成法相比较.实验表明,此合成方法具有操作简便、反应条件温和、无须分离中间体、且产率较高等优点,并探索了温度、溶剂、树脂的用量等对一锅法产率的影响.

  10. α-溴-4-苄氧基苯乙酮的合成%Synthesis of α-bromo-4-benzyloxy acetophenone

    陈光勇; 陈旭冰; 刘才平; 刘光明; 邓杰

    2007-01-01

    目的:报道一种合成α-溴-4-苄氧苯基乙酮的新方法.方法:以甲醇为溶剂,以对羟基苯乙酮和溴为原料制备了α-溴-4-苄氧苯基苯乙酮.结果:α-溴-4-苄氧苯基苯乙酮的结构通过1HNMR确认.结论:总收率为76.3%.

  11. 手性吡咯烷甲醇的合成及其对苯乙酮的催化还原反应%Chiral Synthesis of Pyrrolidinemethanol and Catalytical Reduction of Acetophenone

    林险峰; 孙丽娟; 张首才

    2009-01-01

    以L-脯氨酸为原料,经过苄基保护、格氏反应和脱苄基反应合成了光学纯的α,α-二苯基-2-吡咯烷甲醇,并用其与硼烷反应制备成手性的駍唑硼烷,对苯乙酮进行了不对称催化还原反应.

  12. IMPROVED SYNTHESIS OF 4-METHOXY-α [(3-METHOXYPHENYL)THIO]ACETOPHENONE%4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮合成工艺的改进

    翁玲玲; 黄颖; 赵静国

    2000-01-01

    目的:用相转移方法合成4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮.方法:采用甲苯做溶剂,40%NaOH为碱液,TBAB为催化剂进行相转移反应.结果:此法操作简便并得到高收率的标题化合物.结论:改进的合成路线适合于工业化生产.

  13. α-溴-(2-羟基-4-甲磺酰胺基-5-苯氧基)苯乙酮的合成%Synthesis of α-Bromo-(2-hydroxy-4-methylsulfonamido- 5-phenoxy) acetophenone

    黄庆云; 贾承胜; 吴俊; 胡士高

    2003-01-01

    以3-甲磺酰胺基-4-苯氧基苯甲醚为原料,在AlCl3作用下,经付-克乙酰化同时脱甲基化反应得到(2-羟基-4-甲磺酰胺基-5-苯氧基)苯乙酮,再经溴化得到标题化合物,总收率70%.

  14. Synthesis of 2-Chloro-4-(4-chlorophenoxy)-acetophenone by One-pot%一锅法合成2-氯-4-(4-氯苯氧基)-苯乙酮

    刘宏宇; 蒋玉仁

    2008-01-01

    以一锅法研究了对氯苯酚与2,4-二氯苯乙酮间的Ullmann反应,对传统的两步法进行了改进.较系统地考察了反应物配比、催化剂、反应溶剂、碱及反应时间对反应的影响.研究结果表明,采用CuCl为催化剂,对氯苯酚与2,4-二氯苯乙酮的配比为1:1.2(摩尔比),异丙苯为溶剂,K2CO3为碱,160℃下反应18 h为最佳条件,产率为78%.

  15. 4-(2',4'-二氟苯基)苯乙酮的合成及表征%Synthesis and characterization of 4-(2', 4'-difluorophenyl) acetophenone

    郭孟萍; 袁琳; 郭辉瑞; 张翘楚; 邓记华

    2008-01-01

    采用无配体Pd(Ⅱ)催化2,4-二氟苯硼酸与对溴苯乙酮的Suzuki偶联反应,35℃下,反应20 min一步合成了标题化合物,偶联产率达98.7%,产物经IR、1HNMR及晶体结构表征.

  16. Improved Synthesis of 4-methoxy-α[(3-methoxyphenyl) thio]Acetophenone%4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮的制备及工艺改进

    侯琳娜

    2010-01-01

    以苯甲醚和3-甲氧基苯硫酚为主要原料,通过三步反应,合成4-甲氧基-α-[(3-甲氧基苯基)硫代]苯乙酮.讨论了各步反应工艺条件,在最适合工艺条件下,产品总收率从39.4%提高到78.6%.

  17. Synthesis of 2-Hydroxy-3-cyanomethyl-5-methyl-acetophenone%2-羟基-3-氰甲基-5-甲基苯乙酮的合成

    李敬芬; 李彬; 孙志忠

    2002-01-01

    探索黄酮醋酸类化合物中间体的合成方法.通过酰基化、Fries重排、氯甲基化和氰化合成2-羟基-3-氰甲基-5-甲基苯乙酮,获得了满意的收率(88.5%).采用新方法合成了鲜见文献报道的新化合物2-羟基-3-氰甲基-5-甲基苯乙酮.该方法具有反应时间短、操作简便、收率好等优点.

  18. 盐酸环丙沙星中间体氟氯苯乙酮的合成研究%Studies on Synthesis of 2,4 - dichloro - 5 - fluoro - acetophenone as Intermediate of Ciprofioxacin Hydrochloride

    张新华; 朱志良

    2004-01-01

    介绍了盐酸环丙沙星的中间体2,4-二氯-5-氟苯乙酮合成的研究进展,从合成方法、反应机理和合成工艺三个方面对合成2,4-二氯-5-氟苯乙酮的研究进行了综述,指出了下一步研究的主要方向是催化剂的改进及减量化.

  19. The Growth of Tribolium castaneum (Herbst) and Lasioderma serricorne (Fabricius) on Feed Media Dosed with Flavour Volatiles Found in Dry Cocoa Beans

    Jonfia-Essien, W. A.; Alderson, P. G.; G. Tucker; R. Linforth; West, G.

    2007-01-01

    Acetophenone, ethyl butyrate and 2-phenyl ethanol were used as additives to media on which Tribolium castaneum (Herbst) and Lasioderma serricorne (Fabricius) were cultured for 65 days. Acetophenone and ethyl butyrate had a positive impact on the weight and multiplication of the insects. The weight and rate of multiplication was higher in feed media containing acetophenone alone. The amount of the flavour volatiles added was high enough to deter the Lasioderma from feeding well, which affected...

  20. Trifluoromethanesulfonic acid promoted Dakin-West reaction: An efficient and convenient synthesis of -acetamido ketones

    Ravindra M Kumbhare; Madabhushi Sridhar

    2012-03-01

    Trifluoromethanesulfonic acid promoted efficient condensation of an aromatic aldehyde with an acetophenone and acetonitrile in the presence of acetylchloride as an activator producing -acetamido carbonyl compounds is described.

  1. Synthesis and Antibacterial Activity of 3-( 5-Methylisoxazol-3-yl) - 1,2,4-triazolo [3,4- b ]-1,3,4-thiadiazine Derivatives

    惠新平; 许鹏飞; 王勤; 张琪; 张自义

    2001-01-01

    The condensed products 2—10 of 4-amino-5-mercapto-3-(5methylisoxazol-3-yl)-1,2,4-triazole (1) with chloroacetaldehyde, 2-bromocyclohexanone, chloranil, ω-bromo-ω-(1H-1,2,4-triazol-1-yl)acetophenone, 2-bromo-4'-substituted acetophenones and 2-bromo-6'-methoxy-2'-acetonaphthone were described. The antibacterial activities were also evaluated.

  2. Green synthesis of chalcones derivatives as intermediate of flavones and their antibacterial activities

    VH, Elfi Susanti; Matsjeh, Sabirin; Wahyuningsih, Tutik Dwi; Mustofa, Redjeki, Tri

    2016-02-01

    Four chalcones derivatives have been synthesized from 3,4-dimethoxybenzaldehyde and acetophenone derivatives (2-hydroxy acetophenone, 2,4-dihydroxy acetophenone, 2,5-dihydroxy acetophenone and 2,6-dihydroxy acetophenone). The synthesis of these chalcones were conducted by Claisen-Schmidt condensation using grinding techniques at room temperature in the absence of solvents. The chalcones were prepared by grinding together equivalent amount of the approriate hydroxyacetophenone and 3,4-dimethoxybenzaldehyde in the presence of solid sodium hydroxide. Grinding techniques for synthesis of the chalcones derivatives is simple, efficient and environmentally benign compared to conventional methods. Then, the four chalcones derivatives undergo cyclization reactions to produce four flavones after reacted with iodine. The synthesized compounds were characterized by spectrometry (IR, 1H-NMR, 13C-NMR and MS).

  3. Green synthesis of chalcones derivatives as intermediate of flavones and their antibacterial activities

    Four chalcones derivatives have been synthesized from 3,4-dimethoxybenzaldehyde and acetophenone derivatives (2-hydroxy acetophenone, 2,4-dihydroxy acetophenone, 2,5-dihydroxy acetophenone and 2,6-dihydroxy acetophenone). The synthesis of these chalcones were conducted by Claisen-Schmidt condensation using grinding techniques at room temperature in the absence of solvents. The chalcones were prepared by grinding together equivalent amount of the approriate hydroxyacetophenone and 3,4-dimethoxybenzaldehyde in the presence of solid sodium hydroxide. Grinding techniques for synthesis of the chalcones derivatives is simple, efficient and environmentally benign compared to conventional methods. Then, the four chalcones derivatives undergo cyclization reactions to produce four flavones after reacted with iodine. The synthesized compounds were characterized by spectrometry (IR, 1H-NMR, 13C-NMR and MS)

  4. Green synthesis of chalcones derivatives as intermediate of flavones and their antibacterial activities

    VH, Elfi Susanti, E-mail: elsantivh@yahoo.com; Redjeki, Tri, E-mail: tri-redjeki@yahoo.com [Universitas Sebelas Maret, Ir Sutami 36A Surakarta Indonesia, 57126 (Indonesia); Matsjeh, Sabirin, E-mail: sabirin-mara@yahoo.com; Wahyuningsih, Tutik Dwi, E-mail: mustofajogya@yahoo.co.id [Department of Chemistry FMJPA Universitas Gadjah Mada, Jl Sekip Utara, Yogyakarta Indonesia 55281 (Indonesia); Mustofa, E-mail: tutikdw@hotmail.com [Faculty of Medicine, Universitas Gadjah Mada, Yogyakarta Jl. Sekip Utara Yogyakarta Indonesia, 55281 (Indonesia)

    2016-02-08

    Four chalcones derivatives have been synthesized from 3,4-dimethoxybenzaldehyde and acetophenone derivatives (2-hydroxy acetophenone, 2,4-dihydroxy acetophenone, 2,5-dihydroxy acetophenone and 2,6-dihydroxy acetophenone). The synthesis of these chalcones were conducted by Claisen-Schmidt condensation using grinding techniques at room temperature in the absence of solvents. The chalcones were prepared by grinding together equivalent amount of the approriate hydroxyacetophenone and 3,4-dimethoxybenzaldehyde in the presence of solid sodium hydroxide. Grinding techniques for synthesis of the chalcones derivatives is simple, efficient and environmentally benign compared to conventional methods. Then, the four chalcones derivatives undergo cyclization reactions to produce four flavones after reacted with iodine. The synthesized compounds were characterized by spectrometry (IR, {sup 1}H-NMR, {sup 13}C-NMR and MS)

  5. 环丙唑醇中间体1-(4-氯苯基)-2-环丙基-1-乙酮的合成%Synthesis of 2-Cyclopropyl-1-(4'-chloro)acetophenone-An Intermediate for Cyproconazole

    童云; 武梅

    2010-01-01

    以对氯苯甲醛、烯丙基氯为原料,经过格氏反应、二氧化锰氧化反应和Simmons-smith反应生成中间体1-(4-氯苯基)-2-环丙基-1-乙酮(1),总收率为56.4%.产品和所有中间体经1H NMR确证.此路线采用的原料价廉易得,无特殊反应及操作要求,有较好的工业化应用前景.

  6. 三氯化稀土催化下二乙氧基缩苯乙酮与乙酰氯的反应--合成1,3,5-三芳基苯的新方法%The Reaction of Acetophenone Diethyl Ketals and Acetyl Chloride Promoted by Lanthanide Trichlorides -- A Novel Method for the Synthesis of 1,3,5 - Triarylbenzenes

    成克军; 吴世晖

    1999-01-01

    报道催化量的三氯化钐存在下,乙酰氯与二乙氧基缩苯乙酮反应,高产率地得到1,3,5-三苯基苯.采用不同的溶剂及不同的稀土氯化物该反应均能顺利进行.此方法是一种合成1,3,5-三芳基苯类化合物的方便和有效的方法.文中对反应机理进行了讨论.

  7. 两种聚合物试剂应用于单锅合成反应中的研究-取代苯氧基苯乙酮的合成%The Study on Using Two Different Reactive Polymeric Reagents In One-Pot Organic Synthetic Reaction-Synthesis of Substituted Phenoxy Acetophenone

    陈祖兴; 柳利

    2000-01-01

    探讨了聚合物支载的过溴离子及取代苯氧基离子于单锅中,以苯乙酮为底物,合成取代苯氧基苯乙酮的方法,并与分步合成法相比较.实验表明,此合成方法具有操作简便,反应条件温和,无须分离中间体,且产率较高等优点,并探索了温度、溶剂、反应时间及树脂的用量等对一锅法产率的影响.

  8. 固体超强酸催化合成苯乙酮环乙二缩酮%Synthesis of acetophenone cylic ethylic ketal by the solid superacid S2O2-8/Fe2O3-CoO catalyst

    张应军

    2006-01-01

    用0.5 mol/L (NH4)2S2O8浸渍, 500 ℃下焙烧2.5 h,制备固体超强酸催化剂S2O82-/Fe2O3-CoO,并用于苯乙酮环乙二缩酮合成反应.正交试验确定的合成苯乙酮环乙二缩酮的最佳条件为: 乙二醇0.18 mol,苯乙酮0.1 mol,催化剂用量为0.6 g,带水剂环己烷用量为15 mL,反应时间为3 h.在此条件下,苯乙酮环乙二缩酮的收率可达83.3%%以上.

  9. 2′,4′-二氟-2-(1H-1,2,4-三唑-1-基)苯乙酮的合成%Synthesis of 2′, 4′-difluoro-2-(1H-1, 2,4-triazol-1-yl) Acetophenone

    常瑜; 翟红; 王秀兰

    2006-01-01

    在相转移催化剂存在的条件下,以1,2,4-三氮唑和2-氯-2′,4′-二氟苯乙酮为原料合成2′,4′-二氟-2-(1H-1,2,4-三唑-1-基)苯乙酮,分别讨论了原料配比、反应时间、缚酸剂、溶剂对合成反应的影响,确定了最佳合成工艺条件,产物收率可达82.6%.

  10. The direct electrochemical synthesis of Cu(Ⅰ),Zn(Ⅱ),Fe(Ⅱ) complexes of 1,5-bis(acetophenone) thiocarbohydrazone%双苯乙酮亚胺硫脲Cu(Ⅰ),Zn(Ⅱ),Fe(Ⅱ)配合物的直接电化学合成

    刘建宁; 董彦杰; 于新桥; 史启祯

    2000-01-01

    用电化学金属阳极氧化法在非水溶剂中合成了苯乙酮双缩硫代对称二氨基脲(HL)与Cu(Ⅰ),Zn(Ⅱ),Fe(Ⅱ)的配合物,通过元素分析、红外光谱、紫外光谱、磁化率、摩尔电导等对配合物进行了表征.

  11. Synthesis, Characterization and catalyticactivity of 2,4-Dihydroxy-Acetophenone-2-Hydroxyethylame Schiff Base and its Metalcomplexes%2,4-二羟基苯乙酮缩乙醇胺Schiff碱及其配合物的合成与催化性能

    杨海英; 魏群; 秦大斌

    2003-01-01

    通过2,4-二羟基苯乙酮和乙醇胺反应生成Schiff碱,并与Cu(Ⅱ),Zn(Ⅱ),Ni(Ⅱ)和Co(Ⅱ)形成配合物,经红外光谱法、紫外光谱法等手段对所合成的Schiff碱及其配合物结构进行了表征,并对其配合物催化活性进行了研究.

  12. A Convenient and Efficient Procedure for Oxime Ethers

    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%.

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

    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.

  14. Synthesis of 1-Benzoyl-3-aryl-4-hydroxy-4-phenylimidazolidin-2-thiones

    曾润生; 邹建平; 穆学军; 沈琪

    2003-01-01

    l-Benzoyl-3-aryl-4-hydroxy-4-phenylimidazolidin-2-thiones can be synthesized readily from the cyclization of 1-benzoyl-3-arylthioureas with bromine-acetophenone in the presence of excess triethylamiqe.

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

    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.

  16. Synthesis and characterization of tin(II) complexes of fluorinated Schiff bases derived from amino acids

    Singh, Har Lal

    2010-07-01

    New tin(II) complexes of general formula Sn(L) 2 (L = monoanion of 3-methyl-4-fluoro-acetophenone phenylalanine L 1H, 3-methyl-4-fluoro-acetophenone alanine L 2H, 3-methyl-4-fluoro acetophenone tryptophan L 3H, 3-methyl-4-fluoro-acetophenone valine L 4H, 3-methyl-4-fluoro-acetophenone isoleucine L 5H and 3-methyl-4-fluoro-acetophenone glycine L 6H) have been prepared. It is characterized by elemental analyses, molar conductance measurements and molecular weight determinations. Bonding of these complexes is discussed in terms of their UV-visible, infrared, and nuclear magnetic resonance ( 1H, 13C, 19F and 119Sn NMR) spectral studies. The ligands act as bidentate towards metal ions, via the azomethine nitrogen and deprotonated oxygen of the respective amino acid. Elemental analyses and NMR spectral data of the ligands with their tin(II) complexes agree with their proposed square pyramidal structures. A few representative ligands and their tin complexes have been screened for their antibacterial activities and found to be quite active in this respect.

  17. Synthesis, characterization and biological evaluation of paeonol thiosemicarbazone analogues as mushroom tyrosinase inhibitors.

    Zhu, Tian-Hua; Cao, Shu-Wen; Yu, Yan-Ying

    2013-11-01

    A series of hydroxy- and methoxy-substituted paeonol thiosemicarbazone analogues were synthesized as potential tyrosinase inhibitors and their inhibitory effects on mushroom tyrosinase and inhibitory mechanism were evaluated. Paeonol thiosemicarbazone analogues have been found exhibiting more remarkable inhibition than their indexcompounds on mushroom tyrosinase. Among them, compound 2,4-dihydroxy acetophenone-4-phenyl-3-thiosemicarbazone (d1) had the most potent inhibition activity with the IC50 value of 0.006 ± 0.001 mM, displayed as a reversible competitive inhibitor. The inhibitory ability of o- or p-substituted acetophenone thiosemicarbazones was: di-substituted acetophenone thiosemicarbazones>mono-substituted acetophenone thiosemicarbazones>non-substituted acetophenone thiosemicarbazones. Copper ions chelation assay explained that compound d1 exhibited competitive inhibition by forming a chelate with the copper ions at the catalytic domain of tyrosinase as well as indicate a 1.5:1 binding ratio of compound d1 with copper ions. In the fluorescence spectrum study, compound d1 behaved stronger fluorescence quenching on tyrosinase towards d1-Cu(2+) complex, inhibiting tyrosinase mainly by means of chelating the two copper ions in the active site. The newly synthesized compounds may serve as structural templates for designing and developing novel tyrosinase inhibitors. PMID:24120880

  18. Chelation of Schiff bases with rare earth metal ions - thermodynamic study

    Chelating tendencies of 5-chloro-orthohydroxy acetophenone-p-chloro phenyl anil and 5-chloro-orthohydroxy acetophenone-p-bromo phenyl anil towards the f-block metal ions have been investigated potentiometrically at various temperatures in 60:40 ethanol-water medium and 0.1M (NaClO4) ionic strength. Formation of 1:1 and 1:2 chelates was detected. Thermodynamic parameters for metal-ligand stability constants have been obtained by the temperature coefficie nt method. (author). 7 refs

  19. Conversion of 3-Carbethoxy-4-methyl Coumarin Derivatives into Several New Annelated Coumarin Derivatives

    BAKEER; HadeerMohammed

    2003-01-01

    The reaction of ethyl esters of 4-methyl-2-oxo-2H-l-benzo(naphtho) pyran.3-carboxylic acids (1) with aromatic aldehy-des in the presence of piperidine yielded 4-styryl-3-carboxami-dopiperidyl connmrin derivatives 4. The reaction of hydrazlne hydrate with 1 gave acetophenone hydrozone derivatives 5 and acetophenone azine derivatives 6. The reaction of 1 with prima-ry amines afforded compomlds 7—9. And the treatment of la with Grignard reagents afforded 3-aroyl-4-methyl coumarin derivatives 10.

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

    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...

  1. Synthesis, characterization and antibacterial activity of some 5-aryl-1, 3-Diphenyl 1-4, 5-dihydro-1H-Pyrazoles

    The condensation of acetophenone (I) with arylaldehyde (II) was investigated and the resulting chalcones 2-Arylidene 1-Acetophenone (III) were reacted with phenyl hydrazine and acetic acid to produce substituted 5-aryl-1, 3-diphenyl-4, 5-dihydro-1H-Pyrazoles (IV). The structures of all products were studied by H-NMR, IR, thermal and elemental analysis. Thermo-gravimetric (TG) and differential thermal analysis (DTA) was applied to investigate the thermal behavior and structure of the synthesized compounds. 2-Pyrazolines (IV) exhibited moderate activity against Streptococcus faecalis ATCC 19433, Klebsiella pneumoniae ATCC 13883, Proteus vulgaris ATCC 25922, Shigella sonnei ATCC 25931 and Peseudom oaeruginosa ATCC 27853. (author)

  2. Supported -pyrrolidine-2-carboxylic acid-4-hydrogen sulphate on silica gel as an economical and efficient catalyst for the one-pot preparation of -acetamido ketones via a four-component condensation reaction

    Arash Ghorbani-Choghamarani; Parisa Zamani

    2014-01-01

    An efficient, one-pot, four-component condensation of aldehydes, acetophenone (or propiophenone), acetyl chloride and acetonitrile in the presence of catalytic amounts of -pyrrolidine-2-carboxylic acid-4-hydrogen sulphate (supported on silica gel), a green and non-toxic catalyst, is described for the preparation of -acetamido ketones in good to excellent yields.

  3. Green and solvent-free procedure for microwave-assisted synthesis of 2,4,6-triarylpyridines catalysed using MgAl2O4 nanocrystals

    Javad Safari; Soheila Gandomi-Ravandi; Mahmoud Borjian Borujeni

    2013-09-01

    Design and development of a heterogeneous nanocatalyst for condensation reaction of acetophenone derivatives, aromatic aldehydes, and ammonium acetate to yield 2,4,6-triarylpyridines followed by microwave irradiation is described. Nanocrystalline MgAl2O4 as a novel heterogeneous recyclable catalyst shows high activity for the above reaction. In addition, the easily recoverable nanosized catalysts showed good reusability.

  4. Iridoid and phenylethanoid glycosides in the New Zealand sun hebes (Veronica; Plantaginaceae)

    Taskova, Rilka M.; Kokubun, Tetsuo; Garnock-Jones, Phil J.;

    2012-01-01

    The sun hebes are a small clade of New Zealand Veronica formerly classified as Heliohebe. The water-soluble compounds of Veronica pentasepala, Veronica raoulii and Veronica hulkeana were studied and 30 compounds including 15 iridoid glucosides, 12 phenylethanoid glycosides, the acetophenone...

  5. Efficient Synthesis of 2,6—Diphenyl—4—arylpyrylium Tetrafluoroborate

    ShrongShiLIN; ChengYongLI; 等

    2002-01-01

    Four pyrylium salts,(2,6-diphenyl-4-arylpyrylium tetrafluoroborate,aryl=C6H5,4-MeO C6H4,4-Me2NC6H4,4-NO2C6H4) were synthesized efficiently and economically from acetophenone and substituted chalcones in the presence of borontrifluoride.

  6. Highly active gauze-supported skeletal nickel catalysts

    Fow, Kam Loon; Ganapathi, Murugan; Stassen, Ivo; Fransaer, Jan; Binnemans, Koen; De Vos, Dirk E.

    2013-01-01

    Gauze-supported skeletal nickel catalysts were prepared by electrodeposition of Ni–Zn alloys from an acetamide–DMSO2–NiCl2–ZnCl2 quaternary melt, followed by chemical or electrochemical leaching of zinc from the alloys. The activity and selectivity of the structured RANEY® nickel surpass those of commercial RANEY® nickel in the hydrogenation of acetophenone.

  7. Synthesis of Spiro Heterocyclic Compounds

    Ibrahim, Mohamed N.; Mohamed F. El-Messmary; Elarfi, Mohamed G. A.

    2010-01-01

    Reaction of isatin with acetophenone derivatives gave 3-hydroxy-3-phenacyl oxindole derivatives (II), dehydration of (II) gave 3-phenacylidene-2-indolinone derivatives (III). Condensation of (III) with hydrazine hydrate, phenylhydrazine and phenylthiourea afforded new spiropyrazolines (IV & V) and spiropyrimidinethione (VI) respectively. The structures of the final products were established by physical and spectral means.

  8. 78 FR 17656 - Certain New Chemicals; Receipt and Status Information

    2013-03-22

    ...) Substituted carboxylic acid, compound with hetermonocyclic polymer with substituted carboxylic acid.... P-13-0223 1/16/2013 4/15/2013 CBI (G) Photoinitiator (G) Acetophenone for coatings and derivative... ether derivative. P-11-0060 1/29/2013 1/16/2013 (G) Methylenebis, polymer with alkanedioic...

  9. Solvent-Free Synthesis of Chalcones

    Palleros, Daniel R.

    2004-01-01

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

  10. SYNTHESIS AND GREEN BROMINATION OF SOME CHALCONES AND THEIR ANTIMICROBIAL SCREENING

    Mayur R. Adokar

    2013-01-01

    Chalcones are the versatile molecules having the structural flexibility which permits structural transformations into flavonoids, flavanones, pyrazoles, oxazoles, pyrimidines etc. Changes in their structure have offered the development of new medicinal agents having improved pharmacological potency. Their derivatives have attracts increasing attention due to numerous pharmacological potential. In the present communication we report the synthesis of chalcones from various acetophenone derivat...

  11. Synthesis and antimicrobial activity of some new indazolone derivatives from 1-(3,5-Dibromo-2-hydroxy-4 methyl phenyl) ethanone

    Pawar MP; Vyas K; Shah NM; Nimavat KS

    2012-01-01

    Indazolone nucleus is present in various therapeutically important drug candidates. Chalcones are possessing versatile pharmacological activities like anti-inflammatory, antifungal, antibacterial, antioxidant, cytotoxic, anticancer, antimalarial. While the bromoacetophenone nucleus bears very good antimicrobial activity. With consideration of all these facts we synthesized new derivatives of bromo acetophenone nucleus, which reacts with aromatic aldehydes to obtained chalcone. This was furthe...

  12. Rh(iii)-catalyzed chemoselective C-H functionalizations of tertiary aniline N-oxides with alkynes.

    Huang, Xiaolei; Liang, Wenbo; Shi, Yang; You, Jingsong

    2016-05-01

    In this work, we report novel Rh(iii)-catalyzed chemoselective functionalizations of tertiary aniline N-oxides with alkynes, including annulation via the sequential C(sp(2))-H and C(sp(3))-N activation for the formation of N-alkylindoles and an O-atom transfer (OAT) process for the synthesis of acetophenones. PMID:27121366

  13. 40 CFR 437.44 - Effluent limitations attainable by the application of the best available technology economically...

    2010-07-01

    ... provided in 40 CFR 125.30 through 125.32 or 437.40(b), any existing facility subject to this subpart which...-Cresol p-Cresol n-Decane Fluoranthene n-Octadecane Phenol Pyridine 2,4,6-trichlorophenol Metal parameters... parameters Acetone Acetophenone 2-Butanone o-Cresol p-Cresol Phenol Pyridine 2,4,6-trichlorophenol...

  14. Chemical markers in Veronica sect. Hebe

    Johansen, Maria; Larsen, Tania Surrow; Mattebjerg, Maria Ahlm;

    2007-01-01

    the two hybrids had esters of 6-O-rhamnopyranosylcatalpol, while the other contained neither type of compounds but instead had arbutin and two acetophenone glucosides. All species contained verbascoside and/or derivatives of this. Among the compounds isolated, two iridoid esters brachysiphonoside and...

  15. Characterization of degradation products from alkaline wet oxidation of wheat straw

    Klinke, H.B.; Ahring, B.K.; Schmidt, A.S.;

    2002-01-01

    constituted the majority of degradation products (8.5 g). The main phenol monomers were 4-hydroxybenzaldehyde, vanillin, syringaldehyde, acetosyringone (4-hydroxy-3,5-dimethoxy-acetophenone), vanillic acid and syringic acid, occurring in 0.04-0.12 g per 100 g straw concentrations. High lignin removal from the...

  16. Less common patterns of reduction of some oximes

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

    2007-01-01

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

  17. Synthesis of 4'α-C Phenyl-Branched Carbocyclic Nucleoside Using Ring-Closing Metathesis

    Hong, Joon Hee; Ko, Ok Hyun [Chosun University, Gwangju(Korea, Republic of)

    2003-09-15

    An efficient synthetic route for preparing novel 4'α-C phenyl branched carbocyclic nucleoside is described. The installation of phenyl group at the 4'-position of carbocyclic nucleoside was successfully accomplished via a sequential [3,3]-sigmatropic rearrangement and ring-closing metathesis (RCM) beginning from simple ketone such as 2-hydroxy acetophenone.

  18. An Improved Method of Synthesis for N-(3-acetyphenyl) Acetamide

    LI Yuanxun; TANG Xianzhong; HE Wei

    2003-01-01

    3-acetaminoacephenone is synthesized from acetophenone by nitrating, reducing and acetylating through an improved method. The designed route is reasonable and the new procedure is simple. The overall yield is 43.1%, which is about 15% higher than literature reported, and the structure of the product is identified by IR, 1HNMR, MS and elemental analysis.

  19. First example of multicomponent synthesis of 1-ethoxy-3-(4-aryl)- 1-phenyl- 1H-benzo[f]-chromene derivatives

    Saman Damavandi; Reza Sandaroos; Majid Vafaeei; Hamid Reza Molaei

    2012-01-01

    A new series of 1-ethoxy-3-(4-aryl)-1-phenyl-1H-benzo[f]chromenes have been synthesized efficiently.The procedure involves the multicomponent reaction of 2-naphthol,acetophenone derivatives,and triethyl orthobenzoate catalyzing by efficient bis(2-anilinotropone) Ti complex.

  20. A robust methodology for kinetic model parameter estimation for biocatalytic reactions

    Al-Haque, Naweed; Andrade Santacoloma, Paloma de Gracia; Lima Afonso Neto, Watson;

    2012-01-01

    correlation of the parameters. The final model with the fitted parameters is able to describe both initial rate and dynamic experiments. Application of the methodology is illustrated with a case study using the x-transaminase catalyzed synthesis of 1-phenylethylamine from acetophenone and 2-propylamine....

  1. Asymmetric Imine Isomerisation in the Enantioselective Synthesis of Chiral Amines from Prochiral Ketones

    Willems, Johannes G.H.; Vries, Johannes G. de; Nolte, Roeland J.M.; Zwanenburg, Binne

    1995-01-01

    An asymmetric catalytic synthesis of chiral amines using a chiral base catalysed [1,3]-proton shift reaction of imines is described. The isomerisation reaction of N-benzylimines derived from prochiral ketones (benzylacetone, acetophenone) and p-substituted benzylamines, is catalysed by chiral alcoho

  2. 1-{4-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4ylamino]phenyl}ethanone

    Dinesha

    2012-11-01

    Full Text Available The title compound (3 is synthesized by the nucleophilic substitution of 4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline 2 with 4-amino acetophenone in n-butanol. Newly prepared imiquimod derivative (3 is characterized by IR, NMR and mass spectral data.

  3. A mild and highly efficient one-pot three-component reaction for carbon-sulfur bond formation catalyzed by potassium tert-butoxide

    Barahman Movassagh; Amir Rakhshani

    2011-01-01

    Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot, three-component reaction of aryl aldehydes, acetophenones, and thiols via Claisen-Schmidt/Michael addition reactions for the synthesis of thia-Michael adducts in high yields. The reactions are best carried out in tert-butyl alcohol at room temperature.

  4. Effect of Electronic Factor in Ru-phosphine-diamine Complexes on Selective Hydrogenation of C=C and C-O Bonds

    ZHANG,Yu; Yu,Xiaojun; YU,Changbin; XIA,Yuqing; LI,Ruixiang; CHEN,Hua; LI,Xianjun

    2009-01-01

    A series of ruthenium complexes bearing different phosphines and diamines were synthesized and their compo-nents and structures were characterized by NMR spectra and elemental analyses. The catalytic properties of these complexes for the hydrogenation of benzylideneacetone and the mixture of acetophenone and styrene were investi-gated. The results showed that the basicity increase of phosphine or diamine dramatically facilitates the hydrogena-tion activity and selectivity to C=O double bond. On the contrary, the basicity decrease of phosphine or diamine not only slows down the catalytic activity, but also significantly suppresses the hydrogenation selectivity to C=O double bond. Based on the effect of electron factors of these complexes on the hydrogenation activity and selectiv-ity of benzylideneacetone and the mixture of styrene and acetophenone, the activation mechanism of dihydrogen in ruthenium-phosphine-diamine system was proposed.

  5. Synthesis, spectral characterization and eukaryotic DNA degradation of thiosemicarbazones and their platinum(IV) complexes

    Al-Hazmi, G. A.; El-Metwally, N. M.; El-Gammal, O. A.; El-Asmy, A. A.

    2008-01-01

    The condensation products of acetophenone (or its derivatives), salicylaldehyde and o-hydroxy- p-methoxybenzophenone with thiosemicarbazide and ethyl- or phenyl-thiosemicarbazide are the investigated thiosemicarbazones. Their reactions with H 2PtCl 6 produced Pt(IV) complexes characterized by elemental, thermal, mass, IR and electronic spectral studies. The coordination modes were found mononegative bidentate in the acetophenone derivatives and binegative tridentate in the salicylaldehyde derivatives. The complexes were analyzed thermogravimetrically and found highly stable. Some ligands and their complexes were screened against Sarcina sp. and E. coli using the cup-diffusion technique. [Pt( oHAT)(OH)Cl] shows higher activity against E. coli than the other compounds. The degradation power of the tested compounds on the calf thymus DNA supports their selectivity against bacteria and not against the human or related eukaryotic organisms.

  6. How Far Does a Receptor Influence Vibrational Properties of an Odorant?

    Anna Reese

    Full Text Available The biophysical mechanism of the sense of smell, or olfaction, is still highly debated. The mainstream explanation argues for a shape-based recognition of odorant molecules by olfactory receptors, while recent investigations suggest the primary olfactory event to be triggered by a vibrationally-assisted electron transfer reaction. We consider this controversy by studying the influence of a receptor on the vibrational properties of an odorant in atomistic details as the coupling between electronic degrees of freedom of the receptor and the vibrations of the odorant is the key parameter of the vibrationally-assisted electron transfer. Through molecular dynamics simulations we elucidate the binding specificity of a receptor towards acetophenone odorant. The vibrational properties of acetophenone inside the receptor are then studied by the polarizable embedding density functional theory approach, allowing to quantify protein-odorant interactions. Finally, we judge whether the effects of the protein provide any indications towards the existing theories of olfaction.

  7. New ruthenium catalysts for asymmetric hydrogenation

    Diaz Valenzuela, Maria Belen

    2007-01-01

    A review on catalytic asymmetric hydrogenation of C=O double bonds is presented in the first chapter. Noyori’s pioneering research on ruthenium complexes containing both phosphine and diamine ligands using [i superscript]PrOH and [t superscript]BuOK is described, this system gave impressive highly chemeo-selectivity for C=O bonds and extremely high enantioselectivity for a range of acetophenone derivatives. Numerous groups have been inspired by Noyori’s catalyst of the ty...

  8. In-silico Design, Synthesis, Anti-inflammatory and Anticancer Evaluation of Pyrazoline Analogues of Vanillin

    M. J. Neethu; Shakkeela Yusuf

    2014-01-01

    A series of novel pyrazoline derivatives of vanillin were synthesized. The hydroxyl group in vanillin was masked by converting into methyl vanillin. The methyl vanillin was allowed to condense with different acetophenone derivatives gave chalcone derivatives and finally cyclized with thiosemicarbazide to form the pyrazoline derivatives of vanillin. Docking studies were carried out against anti-inflammatory cyclooxygenase receptor and anticancer farnesyl transferase receptor. Majority of the s...

  9. Autotoxicity and Allelopathy of 3,4-Dihydroxyacetophenone Isolated from Picea schrenkiana Needles

    Zhao-Hui Li; Xiao Ruan; G. Geoff Wang; De-An Jiang; Cun-De Pan; Qiang Wang

    2011-01-01

    Bioassay-guided fractionation of the diethyl ether fraction of a water extract of Picea schrenkiana needles led to the isolation of the phenolic compound 3,4-dihydroxy- acetophenone (DHAP). The allelopathic effects of DHAP were evaluated under laboratory conditions on P. schrenkiana, rice (Oryza sativa L.), wheat (Triticum aestivum L.), radish (Raphanus sativus L.), lettuce (Latuca sativa L.), cucumber (Cucumis sativus L.) and mung bean (Phaseolus radiatus L.). DHAP significantly inhibited se...

  10. An efficient synthesis of pyrazole chalcones under solvent free conditions at room temperature

    Parvin Kumar; Sunil Kumar; Khalid Husain; Ashwani Kumar

    2011-01-01

    An easy,safe,solvent free and effective method for the synthesis of pyrazole-substituted chalcones has been achieved by grinding pyrazole aldehydes and acetophenones in the presence of activated barium hydroxide(C-200) in high yield within short span of time.All reactions were carried out just by grinding the two reactants in the presence of activated barium hydroxide(C-200).Results are also compared with sodium hydroxide and potassium hydroxide.

  11. Efficient microwave irradiation enhanced stereoselective synthesis and antitumor activity of indolylchalcones and their pyrazoline analogs

    Magdy A H Zahran; Hanan F Salama; Yasmin G Abdin; Amira M Gamal-Eldeen

    2010-07-01

    2-Aryl-1-indole-3-carbaldehyde derivatives underwent Claisen-Schmidt condensation with acetophenone derivatives under microwave irradiation condition compared with the conventional heating to afford excellent yields of trans substituted indolylchalcones which subjected to condensation reaction with phenylhydrazine to afford their indolylpyrazoline analogs. The antitumor activity of the synthesized compounds was examined and evaluated against human hepatocellular carcinoma cell line (Hep-G2) as well as the half maximal inhibitory concentration (IC50). Most of them showed high potent antitumor activity.

  12. Phenolic Derivatives of Artemisia Spicigera C. Koch Growing in Iran

    Heshmati Afshar, Fariba; Delazar, Abbas; Nazemiyeh, Hossein; Khodaie, Laleh; Bamdad Moghaddam, Seddigheh

    2015-01-01

    This study aimed to determine phenolic compounds of Artemisia spicigera (family Asteraceae) growing in East-Azarbaijan province of Iran. 20%, 40 % and 60% SPE fractions of methanolic extract of A. spicigera, were subjected to reversed phase preparative HPLC, with the mobile phase consisted of methanol and water. Structural identification of phytochemicals by spectroscopic methods including UV and NMR spectroscopy, yielded 4, 6-di methoxy acetophenone-2-O-β-D-glucopyranoside from 20%, 5-methox...

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

    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.

  14. Lanthanide nitrates as Lewis acids in the one-pot synthesis of 1,2,4-oxadiazole derivatives

    Vale, Juliana A.; Faustino, Wagner M., E-mail: julianadqf@yahoo.com.br [Departamento de Quimica, Universidade Federal da Paraiba, Joao Pessoa, PB (Brazil); Zampieri, Davila de S.; Moran, Paulo J.S.; Rodrigues, Jose A.R. [Instituto de Quimica, Universidade Estadual de Campinas, SP (Brazil); Sa, Gilberto F. de [Departamento de Quimica Fundamental, CCEN, Universidade Federal de Pernambuco, Recife, PE (Brazil)

    2012-08-15

    In this work we report the use of lanthanide nitrates [Ln(NO{sub 3}){sub 3}] acting as catalyst in direct one pot synthesis of 3-benzoyl- and 3-acetyl-1,2,4-oxadiazoles derivatives from ketones, nitriles and nitric acid. This is the first example of one-pot synthesis of benzoyl- and acetyl 1,2,4-oxadiazoles derivatives preparation using acetophenones derivates with electron-donator groups. (author)

  15. Calculations of the Electric Fields in Liquid Solutions

    Fried, Stephen D; Wang, Lee-Ping; Boxer, Steven G.; Ren, Pengyu; Pande, Vijay S.

    2013-01-01

    The electric field created by a condensed phase environment is a powerful and convenient descriptor for intermolecular interactions. Not only does it provide a unifying language to compare many different types of interactions, but it also possesses clear connections to experimental observables, such as vibrational Stark effects. We calculate here the electric fields experienced by a vibrational chromophore (the carbonyl group of acetophenone) in an array of solvents of diverse polarities usin...

  16. Characterization of Physico-Chemical and Spectroscopic Properties of Biofield Energy Treated 4-Bromoacetophenone

    Trivedi, Mahendra Kumar

    2015-01-01

    4-Bromoacetophenone is an acetophenone derivative known for its usefulness in organic coupling reactions and various biological applications. The aim of the study was to evaluate the impact of biofield energy treatment on 4-bromoacetophenone using various analytical methods. The material is divided into two groups for this study i.e. control and treated. The control group remained as untreated and the treated group was subjected to Mr. Trivedi’s biofield energy treatment. Then, both the...

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

    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...

  18. Synthesis, Characterization and antimicrobial evaluation of New Chalcone Derivatives From3- benzyloxy-4-methoxybenzaldehyde

    L. Benmekhbi

    2015-09-01

    Full Text Available A series of chalcone derivatives (2a–i were prepared via the reaction of 3-benzyloxy-4-methoxybenzaldehyde with the appropriately acetophenon derivatives. The structures of all the newchalcone derivatives (2a–i synthesized in this study were established on the basis of 1H NMR and 13C NMR spectral data, and elemental analyses The antibacterial activitie of the synthesized compounds (2a- i was carried out by well diffusion and MIC method.

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

    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...

  20. Synthesis and Characterisation of Biologically Potent Novel Chalcone Moieties

    Mahammadali Khanusiya; Z. M Gadhawala

    2016-01-01

    As displaying a dominant biological interest of some amino chalcone derivatives which were synthesized by claisen-schmidt condensation reaction of amino acetophenone with aromatic aldehyde in presence of sodium hydroxide. These chalcones were screened for antifungal activity against candida albicans strain and also for antibacterial activity against staphylococcus epidermidis (G positive) and pseudomonas aeruginosa (G negative) strain by NCCLS method. The synthesized compounds were characteri...

  1. Synthesis and Antimicrobial Activity of Some Chalcone Derivatives

    Prasad, Y. Rajendra; Rao, A. Lakshmana; Rambabu, R.

    2008-01-01

    In an effort to develop antimicrobial agents, a series of chalcones were prepared by Claisen-Schmidt condensation of appropriate acetophenones with appropriate aromatic aldehydes in the presence of aqueous solution of potassium hydroxide and ethanol at room temperature. The synthesized compounds were characterized by means of their IR, 1H-NMR spectral data and elemental analysis. All the compounds were tested for their antibacterial and antifungal activities by the cup plate method.

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

    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.

  3. Synthesis, Characterization and antimicrobial evaluation of New Chalcone Derivatives From3- benzyloxy-4-methoxybenzaldehyde

    L. Benmekhbi; Mosbah, S.; A. Khelifa Baghdouch; L. Bencharif

    2015-01-01

    A series of chalcone derivatives (2a–i) were prepared via the reaction of 3-benzyloxy-4-methoxybenzaldehyde with the appropriately acetophenon derivatives. The structures of all the newchalcone derivatives (2a–i) synthesized in this study were established on the basis of 1H NMR and 13C NMR spectral data, and elemental analyses The antibacterial activitie of the synthesized compounds (2a- i) was carried out by well diffusion and MIC method.

  4. 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

    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...

  5. Solvent Free Synthesis of Chalcones and their Antibacterial Activities

    K. Rajendra K. Saini; S. Amit Choudhary; Joshi, Yogesh C.; Joshi, P.

    2005-01-01

    The solvent free synthesis of six chalcones was carried out by grinding the piperanal and the acetophenone (unsubstituted, 4-methyl, 4-methoxy, 4-bromo, 4-nitro, 3-chloro) in the presence of solid sodium hydroxide with a mortar and pestle. In general, the chalcones were obtained in high yield and high purity. Minor quantities of Ketol and Michael addition product were easily removed by recrystallization. The result indicates a correlation between the success of the solvent-free synthesis and ...

  6. Thermophysical Properties of Binary Mixtures of Dimethylsulfoxide with 1-Phenylethanone and 1,4-Dimethylbenzene at Various Temperatures

    Harmandeep Singh Gill; V. K. Rattan

    2014-01-01

    This research article reports the experimental results of the density, viscosity, refractive index, and speed of sound analysis of binary mixtures of dimethylsulfoxide (DMSO) + 1-phenylethanone (acetophenone) and + 1,4-dimethylbenzene (para-xylene) over the whole composition range at 313.15, 318.15, 323.15, and 328.15 K and at atmospheric pressure. The excess molar volumes (VE), viscosity deviations (Δη), excess Gibbs energy of activation (GE), deviations in isentropic compressibility (KSE), ...

  7. GC×GC measurements of C7-C11 aromatic and n-alkane hydrocarbons on Crete, in air from Eastern Europe during the MINOS campaign

    X. Xu

    2003-01-01

    Full Text Available During the Mediterranean Intensive Oxidant Study (MINOS campaign in August 2001 gas-phase organic compounds were measured using comprehensive two-dimensional gas chromatography (GCxGC at the Finokalia ground station, Crete. In this paper, C7-C11 aromatic and n-alkane measurements are presented and interpreted. The mean mixing ratios of the hydrocarbons varied from 1±1 pptv (i-propylbenzene to 43±36 pptv (toluene. The observed mixing ratios showed strong day-to-day variations and generally higher levels during the first half of the campaign. Mean diel profiles showed maxima at local midnight and late morning, and minima in the early morning and evening. Results from analysis using a simplified box model suggest that both the chemical sink (i.e. reaction with OH and the variability of source strengths were the causes of the observed variations in hydrocarbon mixing ratios. The logarithms of hydrocarbon concentrations were negatively correlated with the OH concentrations integral over a day prior to the hydrocarbon measurements. Slopes of the regression lines derived from these correlations for different compounds are compared with literature rate constants for their reactions with OH. The slopes for most compounds agree reasonably well with the literature rate constants. A sequential reaction model has been applied to the interpretation of the relationship between ethylbenzene and two of its potential products, i.e. acetophenone and benzeneacetaldehyde. The model can explain the good correlation observed between [acetophenone]/[ethylbenzene] and [benzeneacetaldehyde]/[ethylbenzene]. The model results and field measurements suggest that the reactivity of benzeneacetaldehyde may lie between those of acetophenone and ethylbenzene and that the ratio between yields of acetophenone and benzeneacetaldehyde may be up to 28:1. Photochemical ages of trace gases sampled at Finokalia during the campaign are estimated using the sequential reaction model and

  8. A Novel Copper Chelate Modulates Tumor Associated Macrophages to Promote Anti-Tumor Response of T Cells

    Chatterjee, Shilpak; Mookerjee, Ananda; Mookerjee Basu, Jayati; Chakraborty, Paramita; Ganguly, Avishek; Adhikary, Arghya; Mukhopadhyay, Debanjan; Ganguli, Sudipta; Banerjee, Rajdeep; Ashraf, Mohammad; Biswas, Jaydip; Das, Pradeep K; Sa, Gourisankar; Chatterjee, Mitali; Das, Tanya

    2009-01-01

    Background At the early stages of carcinogenesis, the induction of tumor specific T cell mediated immunity seems to block the tumor growth and give protective anti-tumor immune response. However, tumor associated macrophages (TAMs) might play an immunosuppressive role and subvert this anti tumor immunity leading to tumor progression and metastasis. Methodology/Principal Findings The Cu (II) complex, (chelate), copper N-(2-hydroxy acetophenone) glycinate (CuNG), synthesized by us, has previous...

  9. A microwave approach to the synthesis of certain 4-substituted phenyl-6-phenyl-3-cyano-2-pyridones

    Marinković Aleksandar

    2014-01-01

    Full Text Available A study of the synthesis of 4-substituted phenyl-6-phenyl-3-cyano-2-pyridones from 2-cyano-3-phenylsubstituted acrylates and acetophenone is presented. 2-Pyridones were obtained using conventional as well as microwave synthesis using solvent and solvent free reactions in domestic and lab microwave ovens. The structure of the obtained pyridones was confirmed by m.p., FT-IR, NMR and UV data. [Projekat Ministarstva nauke Republike Srbije, br. 172013

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

    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.

  11. Cu-doped ZnO nanocrystalline powder catalyzed one-pot synthesis of fully substituted new indeno[1,2-b]pyridines at room temperature by a multi-component reaction

    Heshmatollah Alinezhad; Sahar Mohseni Tavakkoli; Pourya Biparva

    2014-01-01

    Cu doped ZnO nanocrystalline powder (10 mol%) has been found to be an efficient catalyst for the one-pot multi-component synthesis of fully substituted new indeno[1,2-b]pyridines through a com-bination of 1,3-indandione, propiophenone or acetophenone derivatives, aromatic aldehydes, and ammonium acetate in ethanol/H2O at room temperature. The methodology is mild, efficient and high to excellent yielding.

  12. Enantioselectivity Induced by Oxazaborolidine Supported on Mesoporous Silica or by Its Analog in Homogeneous Phase

    Jeremy H. Yune

    2010-05-01

    Full Text Available The impact of immobilization of oxazaborolidines supported on silica via different substituents on the boron and nitrogen atoms is evaluated in the enantioselective reduction of acetophenone. The performances of the homogeneous analog oxazaborolidines and silica supported-ones are compared by varying different parameters. This article deals with the synthesis, characterization and catalytic evaluation of silica-supported oxazaborolidines, their recycling capabilities and regeneration limitations.

  13. Synthesis and Characterisation of Biologically Potent Novel Chalcone Moieties

    Mahammadali Khanusiya

    2016-05-01

    Full Text Available As displaying a dominant biological interest of some amino chalcone derivatives which were synthesized by claisen-schmidt condensation reaction of amino acetophenone with aromatic aldehyde in presence of sodium hydroxide. These chalcones were screened for antifungal activity against candida albicans strain and also for antibacterial activity against staphylococcus epidermidis (G positive and pseudomonas aeruginosa (G negative strain by NCCLS method. The synthesized compounds were characterized by means of their FT-IR and 1HNMR spectral study.[14

  14. Donor Schiff Base Polymeric Complexes

    Shubhangi N. Kotkar

    2013-01-01

    Full Text Available A series of new polymeric complexes of Mn(II, Co(II, Ni(II, Cu(II, and Zn(II were prepared with a Schiff base ligand derived from condensation of 2,4-dihydroxy acetophenone and p-phenylene diamine and characterized by elemental analysis and IR and NMR spectral data. The antimicrobial activity of the Schiff base and its polymeric complexes have been studied.

  15. MAGNETIC FIELD EFFECT ON PHOTOPOLYMERIZATION OF STYRENE MICROEMULSION

    CHEN Yonglie; Anders Hult; Bengt Ranby

    1993-01-01

    External magnetic field increases the photo-induced polymerization rate of styrene microemulsion. The type of photoinitiator plays an important role. The photoinitiators used are dimethoxyphenyl acetophenone(DMPA), 1-hydroxycyclohexyl phenylketone ( Irgacure 184) and dimethylhydroxyacetophenone ( Darocur 1173 ). No magnetic effect was observed by using dibenzylketone (DBK) as photoinitiator. The molecular weight of the polymer is slightly affected by magnetic field. The influence of temperature has also been investigated.

  16. Separation through liquid-liquid extraction and spectrophotometric determination of U(VI) with the ortho-aminophenol reagent

    The extractive properties of the ortho-aminophenol reagent upon U(VI) were investigated in two solvents: 4-chlor-acetophenone and acetylacetone, in a water-organic solvent system. The method here proposed is based on the complexation reaction of the uranyl ion, UO22+, with ortho-aminophenol dissolved in 4-chlor-acetophenone, at room temperature, over a pH interval 4-6, followed by spectro-photometry of the organic phase, involving measuring of absorbancy at 569.6 nm. The Beer law is valid over the 1-12, μg U(VI)/mL concentration interval, with molar absorptivity εmax 4.3 x 105 mol-1 cm2 and Sandell sensitivity = 0.0526 μg cm-2. The structure, stability and solubility of the formed complex was studied by UV-VIS and IR spectrometry, diffractometry and scanning electron microscopy. The mixed complex formed between the uranyl ion and the ortho-aminophenol dissolved in 4-chlor-acetophenone, [UO2.(L)2.(S)4], is characterized by the following parameters: metal/ligand combination ratio: M/L = 1/2, stability constant β = 2.06 x 106, distribution coefficient D = 66.56 (Vorg = Vaq), percentage extraction E% = 98.52, and recovery factor, R%, ranging between 99.48 and 99.85%. (author)

  17. Electrochemical reduction of aromatic ketones in 1-butyl-3-methylimidazolium-based ionic liquids in the presence of carbon dioxide: the influence of the ketone substituent and the ionic liquid anion on bulk electrolysis product distribution.

    Zhao, Shu-Feng; Horne, Mike; Bond, Alan M; Zhang, Jie

    2015-07-15

    Electrochemical reduction of aromatic ketones, including acetophenone, benzophenone and 4-phenylbenzophenone, has been undertaken in 1-butyl-3-methylimidazolium-based ionic liquids containing tetrafluoroborate ([BF4](-)), trifluoromethanesulfonate ([TfO](-)) and tris(pentafluoroethyl)trifluorophosphate ([FAP](-)) anions in the presence of carbon dioxide in order to investigate the ketone substituent effect and the influence of the acidic proton on the imidazolium cation (C2-H) on bulk electrolysis product distribution. For acetophenone, the minor products were dimers (50%) derived from proton coupled electron transfer reactions involving the electrogenerated radical anions and C2-H. In the cases of both acetophenone and benzophenone, the product distribution is essentially independent of the ionic liquid anion. By contrast, 4-phenylbenzophenone shows a product distribution that is dependent on the ionic liquid anion. Higher yields of carboxylic acids (∼40%) are obtained with [TfO](-) and [FAP](-) anions because in these ionic liquids the C2-H is less acidic, making the formation of alcohol less favourable. In comparison with benzophenone, a higher yield of carboxylic acid (>30% versus ∼15%) was obtained with 4-phenylbenzophenone in all ionic liquids due to the weaker basicity of 4-phenylbenzophenone radical anion. PMID:26136079

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

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

    2005-12-01

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

  19. Theoretical studies of three triazole derivatives as corrosion inhibitors for mild steel in acidic medium

    Highlights: • Three triazole derivatives as corrosion inhibitors were theoretically investigated. • Quantum chemical calculations and Monte Carlo simulations were performed. • Quantitative structure activity relationship (QSAR) approach has been used. • Theoretical conclusions are validated by the consistency with experimental findings. - Abstract: Corrosion inhibitive performance of 4-chloro-acetophenone-O-1′-(1′.3′.4′-triazolyl)-metheneoxime (CATM), 4-fluoro-acetophenone-O-1′-(1′.3′.4′-triazolyl)-metheneoxime (FATM), and 3,4-dichloro-acetophenone-O-1′-(1′.3′.4′-triazolyl)-metheneoxime (DATM) during the acidic corrosion of mild steel surface was investigated using density functional theory (DFT). Quantum chemical parameters such as the highest occupied molecular orbital energy (EHOMO), the lowest unoccupied molecular orbital energy (ELUMO), energy gap (ΔE), Mulliken charges, hardness (ξ), dipole moment (μ), and the fraction of electrons transferred (ΔN), were calculated. Quantitative structure activity relationship (QSAR) approach has been used, and a composite index of above-mentioned descriptors was performed to characterize the inhibition performance of the studied molecules. Furthermore, Monte Carlo simulation studies were applied to search for the best configurational space of iron/triazole derivative system

  20. Experimental and theoretical investigation of the adsorption behaviour of new triazole derivatives as inhibitors for mild steel corrosion in acid media

    Three triazole derivatives (4-chloro-acetophenone-O-1'-(1',3',4'-triazolyl)-metheneoxime (CATM), 4-methoxyl-acetophenone-O-1'-(1',3',4'-triazolyl)-metheneoxime (MATM) and 4-fluoro-acetophenone-O-1'-(1',3',4'-triazolyl)-metheneoxime (FATM)) have been synthesized as new inhibitors for the corrosion of mild steel in acid media. The inhibition efficiencies of these inhibitors were evaluated by means of weight loss and electrochemical techniques such as electrochemical impedance spectroscopy (EIS) and polarization curves. Then the surface morphology was studied by scanning electron microscopy (SEM). The adsorption of triazole derivatives is found to obey Langmuir adsorption isotherm, and the thermodynamic parameters were determined and discussed. The relationship between molecular structure of these compounds and their inhibition efficiency has been investigated by ab initio quantum chemical calculations. The electronic properties such as the highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO) energy levels, energy gap (LUMO-HOMO), dipole moment and molecular orbital densities were computed

  1. Designed synthesis of multifunctional Fe3O4@SiO2–NH2@CS–Co(II) towards efficient oxidation of ethylbenzene

    Highlights: • Cooperative integration of magnetic cores and chitosan layers. • Efficient and durable catalyst for the oxidation of ethylbenzene to acetophenone. • Exceptional results of 82.5% EB conversion and 80.4% AP selectivity. • Magnetic recoverable catalyst with excellent reusability even after 10 times run. - Abstract: The preparation of Co(II) supported magnetic heterogeneous catalyst, i.e. Fe3O4@SiO2–NH2@CS–Co, and its efficient and selective catalytic properties toward the oxidation of ethylbenzene to acetophenone are presented. The materials were characterized by various physicochemical techniques such as scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectroscopy, vibrating sample magnetometer, elemental analysis, inductively coupled plasma-atomic emission spectrometer and X-ray photoelectron spectroscopy, etc. The reaction conditions were thoroughly investigated and highly improved catalytic performance (82.5% conversion of ethylbenzene and 80.1% selectivity to acetophenone) was gained under more mild reaction conditions of lower temperature (70 °C), shorter reaction period (60 min) and cheaper and greener oxygen source (H2O2). More importantly, it could be reused successively at least 10 times when more than 80% of its catalytic activity maintained

  2. 合成4-苯甲酰基-1,7-庚二酸二甲酯的方法改进%Process Improvement on the Synthesis of 4-Benzoyl-heptanedioic Acid Dimethyl Ester

    康从民; 李园园; 吕英涛

    2013-01-01

    采用改进方法,苯乙酮与丙烯酸甲酯缩合制得4-苯甲酰基-1,7-庚二酸二甲酯,其结构经1H NMR和MS确证.较适宜的反应条件为:苯乙酮50 mmol,n(丙烯酸甲酯)∶n(苯乙酮)=2.5∶1.O,无水环境下,以甲醇钠为催化剂,于50℃反应24h,收率12.8%.%4-Benzoyl-heptanedioic acid dimethyl ester was prepared by condensation of acetophenone with methyl acrylate by improve method. The structure was confirmed by 1H NMR and MS. The optimal reaction conditions at 50 ℃ for 24 h were as follows: acetophenone was 50 mmol, n( methyl acrylate) : n(acetophenone) was 2. 5 :1. 0, catalyst was MeONa in water-free. The yield was 12. 8% under the optimal conditions.

  3. Designed synthesis of multifunctional Fe{sub 3}O{sub 4}@SiO{sub 2}–NH{sub 2}@CS–Co(II) towards efficient oxidation of ethylbenzene

    Li, Shi [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); Zhai, Shang-Ru, E-mail: zhaisr@dlpu.edu.cn [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); An, Qing-Da, E-mail: anqingda@dlpu.edu.cn [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); Li, Ming-Hui; Song, Yu [Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034 (China); Song, Xiao-Wei [State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry, Jilin University, Changchun 130012 (China)

    2014-12-15

    Highlights: • Cooperative integration of magnetic cores and chitosan layers. • Efficient and durable catalyst for the oxidation of ethylbenzene to acetophenone. • Exceptional results of 82.5% EB conversion and 80.4% AP selectivity. • Magnetic recoverable catalyst with excellent reusability even after 10 times run. - Abstract: The preparation of Co(II) supported magnetic heterogeneous catalyst, i.e. Fe{sub 3}O{sub 4}@SiO{sub 2}–NH{sub 2}@CS–Co, and its efficient and selective catalytic properties toward the oxidation of ethylbenzene to acetophenone are presented. The materials were characterized by various physicochemical techniques such as scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectroscopy, vibrating sample magnetometer, elemental analysis, inductively coupled plasma-atomic emission spectrometer and X-ray photoelectron spectroscopy, etc. The reaction conditions were thoroughly investigated and highly improved catalytic performance (82.5% conversion of ethylbenzene and 80.1% selectivity to acetophenone) was gained under more mild reaction conditions of lower temperature (70 °C), shorter reaction period (60 min) and cheaper and greener oxygen source (H{sub 2}O{sub 2}). More importantly, it could be reused successively at least 10 times when more than 80% of its catalytic activity maintained.

  4. 3-Acetyl-2-fluoro-6H-benzo[c]chromen-6-one

    Yoshinobu Ishikawa

    2014-04-01

    Full Text Available The title compound, C15H9FO3, was obtained in a one-pot synthesis by Suzuki–Miyaura cross-coupling and nucleophilic substitution reaction of 4′-chloro-2′,5′-difluoroacetophenone with o-(methoxycarbonylphenylboronic acid. The asymmetric unit contains two crystallographically independent molecules related by a non-crystallographic inversion centre. There are face-to-face stacking interactions between the aromatic rings of the benzoate and acetophenone units of the symmetry-independent molecules [centroid–centroid distances = 3.870 (3 and 3.986 (3 Å]. In the crystal, molecules are further assembled via stacking interactions along the a-axis direction. One of the molecules interacts with its inversion equivalent [centroid–centroid distance between the aromatic rings of the benzoate and acetophenone units = 3.932 (3 Å], and the other interacts with its twofold axis equivalent [centroid–centroid distance between the aromatic rings of acetophenone units = 3.634 (3 Å].

  5. Green and convenient synthesis of substituted 1-(2-hydroxyphenyl) ethanone%取代邻羟基苯乙酮的简便绿色合成

    高文涛; 兰帅; 李阳; 吕明月; 邢学达; 郑宏梅

    2014-01-01

    5-Methyl-,chloro,and bromo-substituted 2-hydroxy-acetophenones(2a-c) were synthesized in good yields of 77. 3%-80. 4%,involving the acetylation reaction of the respective 4-methyl-,chloro,and bromo-phenols(1a-c) with acetic anhydride fol-lowed by Fries rearrangement in the presence of BF3·2HAc as catalyst under solvent-free condition. 3,5-Dihalo-substituted 2-hy-droxy-acetophenones(4a-c)were obtained in the yields of 61. 8-92. 4%by the halogenation reaction of 2-hydroxy-acetophenone(3) with N-halosuccinimide using PEG-400 as solvent at room temperature. The nitration of 2-hydroxy-acetophenone(3)with a green ni-trating agent of cerium ammonium nitrate( CAN) was also investigated,affording two products 3-nitro-and 5-nitro-substituted 2-hy-droxy-acetophenones(5a,b)in 29. 8% and 63. 9%yield,respectively. Our developed experimental procedures for the preparation of the 2-hydroxy-acetophenone derivatives 2a-c,4a-c,and 5a,b are characterized by mild conditions,simple work-up,and environmen-tal benefits of the reaction medium,and thus could be used as a useful and green alternative approach to previously reported meth-ods.%以对甲(氯、溴)苯酚(1a-c)为起始原料经酰化得对甲(氯、溴)苯酚乙酯,再以BF3·2HAc为催化剂无溶剂条件下实现Fries重排,以77.3%-80.4%的收率分别得到了5-甲基(氯、溴)邻羟基苯乙酮(2a-c);应用环境友好的聚乙二醇-400为溶剂, N-氯(溴、碘)代丁二酰亚胺为卤代试剂对邻羟基苯乙酮进行卤代反应,以61.8%-92.4%的收率制备3,5-二氯(溴、碘)邻羟基苯乙酮(4a-c);以邻羟基苯乙酮为原料,硝酸铈铵( CAN)为绿色硝化试剂,分别以29.8%和63.9%的收率得到了3位和5位硝化产物1-(2-羟基-3-硝基苯基)乙酮、1-(2-羟基-5-硝基苯基)乙酮(5a-b)。以上制备过程具有反应条件温和、后处理简单、环境友好等优点,为制备取代邻羟基苯乙酮提供了简单且绿色的新方法。

  6. Conformational and electronic interaction studies of some p-substituted α-methylsulfonyl-α-diethoxyphosphorylacetophenones

    Reis, Adriana Karla C. A.; Olivato, Paulo R.; Tormena, Cláudio F.; Rittner, Roberto; Colle, Maurizio Dal

    2008-12-01

    The analysis of the IR carbonyl band of the α-methylsulfonyl-α-diethoxyphosphoryl p-substituted acetophenones p-Y-Ph-C(O)CH(SO 2Me)[P(O)(OEt) 2] (Y = OMe 1, H 2, F 3, Cl 4, Br 5 and NO 26) supported by HF/6-31G(d,p) ab initio calculations of the α-methylsulfonyl-α-diethoxyphosphoryl acetophenone 2, indicated the existence of a single stable c1 conformer in gas phase and in solvents of increasing polarity, along with the presence of second less stable conformation in gas phase. The c1 conformer present the (SO 2Me) group and the [P(O)(OEt 2)] groups in a syn-clinal (gauche) geometry and is stabilised through of the O δ-(CO)...P δ+(PO), O δ-[PO(OEt)]...C δ+(CO), O δ-(PO)…C δ+(CO), O δ-(CO)…S δ+(SO2Me) and O δ-(SO2)...C δ+(CO) electronic interactions along with H δ+(SO2Me)…. O δ-(CO), H δ+(CH2)[POEt]…. O δ-(SO2Me), H δ+(o-Ph)…. O δ-(CO) and H δ+(o'-Ph)…. O δ-(PO) intramolecular hydrogen bonds. The almost constant negative carbonyl frequency shifts (Δ ν) for the title compounds 1- 6 with respect to the parent acetophenones 7- 14 corroborates the prevalence of the electronic interactions over the - Iσ inductive effect of the α-substituents for the title compounds and gives strong support for the existence of the crossed O δ-(CO)…S δ+(SO2Me) and O δ-(SO2)...C δ+(CO) (charge transfer and electrostatic); O δ-(CO)...P δ+(PO) and O δ-[PO(OEt)]...C δ+(CO), (electrostatic) interactions.

  7. Enantioselektive Transferhydrierung mit Ruthenium(II)-Komplexen

    Henning, Frauke

    2003-01-01

    Eine Vielzahl chiraler Liganden und Komplexe wurden als Katalysatoren in der enantioselektiven Transferhydrierung von Acetophenon mit den Wasserstoffdonoren 2-Propanol und Ameisensäure getestet. Vier dreizähnige axial chirale Binaphthyle erzielen in situ mit Tris-(triphenylphosphanyl)ruthenium(II)-chlorid hohe Enantiomerenüberschüsse von bis zu 98% und Ausbeuten über 90% unter optimierten Reaktionsbedingungen. Es wird ein deutlicher OH-Effekt beobachtet, während ein NH-Effekt nicht bestätigt ...

  8. p-cymene based ruthenium complexes as catalysts

    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...

  9. Homogeneous and heterogeneous photoredox-catalyzed hydroxymethylation of ketones and keto esters: catalyst screening, chemoselectivity and dilution effects

    Axel G. Griesbeck

    2014-05-01

    Full Text Available The homogeneous titanium- and dye-catalyzed as well as the heterogeneous semiconductor particle-catalyzed photohydroxymethylation of ketones by methanol were investigated in order to evaluate the most active photocatalyst system. Dialkoxytitanium dichlorides are the most efficient species for chemoselective hydroxymethylation of acetophenone as well as other aromatic and aliphatic ketones. Pinacol coupling is the dominant process for semiconductor catalysis and ketone reduction dominates the Ti(OiPr4/methanol or isopropanol systems. Application of dilution effects on the TiO2 catalysis leads to an increase in hydroxymethylation at the expense of the pinacol coupling.

  10. A New Flavonoid Glycoside from Salix denticulata Aerial Parts

    Amita Bamola

    2009-09-01

    Full Text Available Abstract: A new flavonoid glycoside (1 has been isolated from the aerial parts of Salix denticulata (Salicaceae together with five known compounds, β-sitosterol, 2,6-dihydroxy- 4-methoxy acetophenone, eugenol-1-O-β-D-glucopyranoside, 1-O-β-D-(3’-benzoyl salicyl alcohol and luteolin-7-O-β-D-glucopyranosyl-(1-6-glucopyranoside. The structure of 1 was elucidated as 2’,5-dihydroxy-3’-methoxyflavone-7-O-β-D-glucopyranoside by means of chemical and spectral data including 2D NMR studies.

  11. Detection of an ylide intermediate in the electrochemically-induced Stevens rearrangement of an ammonium salt by in situ UV–vis spectroelectrochemistry

    Highlights: ► Mechanistic insights of the electro-induced Stevens rearrangement are provided. ► The reduction of PhCOCH2N+(CH3)2CH2Ph is ascribed to a one-electron transfer process. ► An electrogenerated ammonium ylide has been detected by UV-spectroelectrochemistry. -- Abstract: The electrochemically-induced Stevens rearrangement of 2-(benzyldimethyl)ammonium acetophenone has been investigated by in situ UV–vis spectroelectrochemistry. Voltammetric analysis and absorption spectra recorded during the potentiostatic reduction indicate that the reaction proceeds via a one-electron transfer with a Platinum cathode and generation of an ammonium ylide intermediate

  12. 5-羟基黄酮类衍生物的合成%Synthesis of 5-Hydroxy Flavone Derivatives

    于小凤; 夏洪城; 陈美琳; 罗明; 苏亚

    2012-01-01

    以2',6'-二羟基苯乙酮为起始原料,经O-酰化、Baker-VenKataraman重排和环合反应合成了8个5-羟基黄酮衍生物(其中3个为新化合物),其结构经1H NMR和MS表征.%Eight flavone derivatives(three of them were new derivatives) were synthesized by the O-acylation, Baker-VenKataraman rearrangement and cyclization from 2' ,6'-dihydroxy acetophenone. The structures were characterized by 1H NMR and MS.

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

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

    2014-01-01

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

  14. The Complete Mechanism of an Aldol Condensation.

    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

  15. The Complete Mechanism of an Aldol Condensation.

    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...

  16. Rearrangement of dypnones to 1,3,5-triarylbenzenes.

    Deng, Kai; Huai, Qi-Yong; Shen, Zhi-Lun; Li, Hui-Jing; Liu, Chen; Wu, Yan-Chao

    2015-03-20

    Rearrangement of dypnones to 1,3,5-triarylbenzenes is described. The reaction is proposed to involve an aldol-type self-condensation of dypnones, followed by an intramolecular [2 + 2] cycloaddition and a retro-[2 + 2] cycloaddition. The reaction goes smoothly under obviously milder conditions in comparison to the cyclotrimerization of acetophenones to 1,3,5-triarylbenzenes (10 mol % of TsOH, 80 °C versus 130-148 °C). This unexpected rearrangement would provide new possible considerations in dypnone-involved organic synthesis. PMID:25740008

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

    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.

  18. Syntheses, Characterization and Study of the Use of Cobalt (II Schiff–Base Complexes as Catalysts for the Oxidation of Styrene by Molecular Oxygen

    Zolfaghar Rezvani

    2005-01-01

    Full Text Available Schiff-Base complexes of bis-5-phenylazosalicylaldehyde ethylenediimine and bis-5-phenylazosalicylaldehyde-O-phenylenediimine ligands with Co(II (I and II have been synthesized and characterized by their IR spectra and elemental analyses. These complexes catalyze the oxidation of styrene in the presence of dioxygen and excess pyridine. The effect of the reaction conditions on the oxidation of styrene was studied by varying solvent, nature and amount of the catalyst and substrate. The catalytic behavior of the studied complexes was shown to be dependent on the conditions applied. In all reactions, acetophenone and 1- phenylethanol were the only observed products.

  19. Microwave synthesis, spectral, thermal and antimicrobial studies of some Ni(II) and Cu(II) Schiff base complexes

    Mishra, A. P.; Neha Sharma; Jain, Rajendra K.

    2012-01-01

    Bidentate and tridentate (NO), (ONO) Schiff bases have been synthesized by condensing methyl isobutyl ketone with 2-amino-4-chlorophenol and 2-hydroxy acetophenone with isonicotinic acid hydrazide. The 1:1 or 1:2 metal complexes have been prepared by interacting these Schiff bases with metal ions viz. Ni(II), Cu(II). These compounds have been synthesized by conventional as well as microwave methods and characterized by elemental analysis, FT-IR, UV-Vis, ESR, molar conductance, thermal analysi...

  20. On the influence of the nature of solvents on the extraction of scandium with tributyl phosphate

    Analysis of the data on separation of scandium by tributyl phosphate in organic solvents shows that the sufficient connection between distribution coefficients (D) and properties of the organic phase may be obtained only through multiparameter equations of linearity of free energies, during which the factors of basicity and density of cohesion energy decreasing D value, and the factors of polarizability increasing it are important. The studied solvents may be conditionally distributed into two groups by the extracting capability. Isoamyl alcohol resides in the first group, and acetophenon, 1,2-dichlorethane, aromatic hydrocarbons, unsaturated hydrocarbons are presented in the second one

  1. Synthesis of 14C-labeled levamisole and 13C-labeled tetramisole

    The syntheses of 14C-ring labeled levamisole ([-]-2,3,5,6-tetrahydro-6-phenyl [14C]-UL]imidazo[2,1-b]thiazole) from acetophenone-ring-UL-14C in 5 steps plus resolution with a 7.5% overall yield, and 13C6-ring labeled tetramisole ([±]-2,3,5,6-tetrahydro-6-phenyl [13C6]imidazo[2,1-b]thiazole) from benzene-13C6 in 6 steps with a 9.0% overall yield are described. (author)

  2. 40 CFR 437.42 - Effluent limitations attainable by the application of the best practicable control technology...

    2010-07-01

    ...) Except as provided in 40 CFR 125.30 through 125.32 or § 437.40(b), any existing facility subject to this....188 0.0887 Carbazole 0.598 0.276 o-Cresol 1.92 0.561 p-Cresol 0.698 0.205 n-Decane 0.948 0.437... Parameters Acetone 30.2 7.97 Acetophenone 0.114 0.0562 2-Butanone 4.81 1.85 o-Cresol 1.92 0.561 p-Cresol...

  3. Screening of biological activities of a series of chalcone derivatives against human pathogenic microorganisms.

    Karaman, Isa; Gezegen, Hayreddin; Gürdere, M Burcu; Dingil, Alparslan; Ceylan, Mustafa

    2010-02-01

    In an effort to develop new antimicrobial agents, a series of chalcone derivatives, 3-60, were prepared by Claisen-Schmidt condensation of appropriate acetophenones and 2-furyl methyl ketones with appropriate aromatic aldehydes, furfural, and thiophene-2-carbaldehyde in an aqueous solution of NaOH and EtOH at room temperature. The synthesized compounds were characterized by means of their IR- and NMR-spectral data, and elemental analysis. All compounds were tested for their antibacterial and antifungal activities by the disc diffusion method. For the most active compounds, also minimum inhibitory concentrations (MICs) were determined. PMID:20151389

  4. In-silico Design, Synthesis, Anti-inflammatory and Anticancer Evaluation of Pyrazoline Analogues of Vanillin

    M. J. Neethu

    2014-04-01

    Full Text Available A series of novel pyrazoline derivatives of vanillin were synthesized. The hydroxyl group in vanillin was masked by converting into methyl vanillin. The methyl vanillin was allowed to condense with different acetophenone derivatives gave chalcone derivatives and finally cyclized with thiosemicarbazide to form the pyrazoline derivatives of vanillin. Docking studies were carried out against anti-inflammatory cyclooxygenase receptor and anticancer farnesyl transferase receptor. Majority of the synthesized compounds showed good fitting with the active site of all the docked targets. The synthesized compounds had shown significant anti inflammatory and anticancer activities.

  5. Synthesis and Antimicrobial Screening of New Pyrazolines Derived From Chalcones of Vanillin Analog

    Krushnkumar Karangiya

    2016-03-01

    Full Text Available In present study the new series of 3-(Aryl-5-[4-(2, 4-Dichlorophenylmethoxy-3-methoxyphenyl]-4, 5-dihydro pyrazoline (2a-k and 3-(Aryl-5-[4-(2, 4-Dichlorophenylmethoxy-3-methoxyphenyl]-4, 5-dihydroacetyl pyrazoline (3a-k derivatives were synthesized from various substituted 3-Methoxy-4-(2, 4-Dichlorophenyl methoxy chalcones (1a-k. The new chalcones were synthesized using various acetophenones with newly synthesized aldehyde of vanillin analog by Claisen-Schmidt condensation. Characterization of pyrazoline derivatives have been established on the basis of IR, NMR, Mass and elemental analyses. The derivatives were screened for their in vitro antimicrobial Screening.

  6. Volumetric, viscometric and optical study of molecular interactions in binary mixtures of diethyl malonate with ketones at 303.15, 308.15 and 313.15K

    Rathnam Manapragada V.; Mohite Sudhir; Kumar Manapragada S.

    2012-01-01

    Density ρ, viscosity η, and refractive index nD were measured for the binary mixtures of diethyl malonate with ketones (acetophenone, cyclopentanone, cyclohexanone and 3-pentanone) at temperatures (303.15, 308.15 and 313.15) K over the entire composition range. Excess volume VE, deviation in viscosity Δη, excess Gibb’s free energy of activation for viscous flow ΔGE and deviation in molar refraction ÄR were determined from the experimental data and computed results were fitted to the Red...

  7. 1-Phenyl-3-(pyren-1-ylprop-2-en-1-one

    Jiannian Yao

    2008-03-01

    Full Text Available The title compound, C25H16O, was prepared by the condensation reaction of pyrene-1-carbaldehyde and acetophenone in ethanol solution at room temperature. The phenyl ring forms a dihedral angle of 39.10 (11° with the pyrene ring system. In the crystal structure, adjacent pyrene ring systems are linked by aromatic π–π stacking interactions, with a perpendicular interplanar distance of 3.267 (6 Å and a centroid–centroid offset of 2.946 (7 Å.

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

    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.

  9. Asymmetric transfer hydrogenation of ketones in aqueous solution catalyzed by Rhodium(III) complexes with C2-symmetric fluorene-ligands containing chiral (1R,2R)-cyclohexane-1,2-diamine

    Montalvo-Gonzalez, Ruben [Universidad Autonoma de Nayarit, Tepic, Nay (Mexico). Unidad Academica de Ciencias Quimico Biologicas y Farmaceuticas; Chavez, Daniel; Aguirre, Gerardo; Parra-Hake, Miguel; Somanathan, Ratnasamy, E-mail: somanatha@sundown.sdsu.ed [Instituto Tecnologico de Tijuana, B.C. (Mexico). Centro de Graduados e Investigacion

    2010-07-01

    Two C{sub 2}-symmetric bis(sulfonamide) ligands containing fluorene-chiral (1R, 2R)-cyclohexane-1,2-diamine were complexed to Rh{sup III}(Cp{sup *}) and used as catalyst to reduce aromatic ketones. The corresponding chiral secondary alcohols were obtained in 87-100% ee and 85-99% yield, under asymmetric transfer hydrogenation (ATH) conditions using aqueous sodium formate as the hydride source. With acetophenone, 94% ee and 86-97% yield was achieved with substrate/catalyst (S/C) ratio of 10,000. (author)

  10. Dimethyl(2-oxo-2-phenylethylsulfanium bromide

    Zhiling Cao

    2010-12-01

    Full Text Available Single crystals of the title compound, C10H13OS+·Br−, were obtained from ethyl acetate/ethyl ether after reaction of acetophenone with hydrobromic acid and dimethylsulfoxide. The carbonyl group is almost coplanar with the neighbouring phenyl ring [O—C—C—C = 178.9 (2°]. The sulfanium group shows a trigonal–pyramidal geometry at the S atom. The crystal structure is stabilized by C—H...Br hydrogen-bonding interactions. Weak π–π interactions link adjacent phenyl rings [centroid–centroid distance = 3.946 (2 Å].

  11. A HYDROGEN BONDING ASSISTED CATALYST SCREENED OUT VIA COMBINATORIAL CHEMISTRY STRATEGY

    XUMancai; OUZhize; 等

    2000-01-01

    Possibilities for enhancement of catalytic reaction rate by combining phase transfer catalysis and hydrogen bonding of the catalyst with the substrate and reagent were studied.A phase transfer catalyst library with sixty polystyrene-supported quaternary ammonium salt catalysts was synthesized.The reduction of acetophenone by NaBH4 was used as the probing reaction to select out the ost active catalyst in the library by using iterative method.which was the gel-type triethanolamine aminsating strongly asic anion exchange resin with the crosslinking degeree of 2% A hydrogen bonding assisted catalytic mechanism was proposed to explain the high catalytic activity of the catalyst.

  12. Snythesis of 3-methy-1-lamino phenyl alcohol by microwave radiation%3-甲胺基-1-苯基丙醇的微波合成

    吴海燕

    2012-01-01

    The synthesis method of 3- methylamino -1-phenyl acetone ( 1 )is acetophenone and methylamine hydrochloride, paraformaldehyde by microwave; The preparation 3- methylamino-1- phenylpropanol(2) is(l) reduction by sodium borohydride in methanol.%苯乙酮与甲胺盐酸盐、多聚甲醛用微波法合成3-甲胺基-1-苯基丙酮(1);(1)在甲醇中用硼氢化钠还原制备3-甲胺基-1-苯基丙醇(2).

  13. Highly efficient and easy synthesis of 2,4,6-triarylpyridines catalyzed by pentafluorophenylammonium triflate (PFPAT) as a new recyclable solid acid catalyst in solvent-free conditions

    Naser Montazeri; Saber Mahjoob

    2012-01-01

    Pentafluorophenylammonium triflate (PFPAT) was found to be a highly efficient catalyst for the preparation of 2,4,6-triarylpyridines from the reaction of acetophenone derivatives,aromatic aldehydes and ammonium acetate.Present methodology offers several advantages,such as short reaction time,high yields,simple procedure with an easy work-up and the absence of any volatile and hazardous organic solvent.In addition,this catalytic system can act as an active,inexpensive,metal-free,recoverable and recyclable catalyst.

  14. The Three-component One-pot Synthesis of 4,6-Diarylpyrimidin-2(1h)-ones and 9-Phenyl-8-oxa-10,12-diaza-tricyclo[7.3.1.0~(2,7)]trideca-2(7),3,5-trien-11-one

    F.Derikvand; M.M.Heravi; L.Ranjbar

    2007-01-01

    1 Results Pyrimidinones (PMs) are a class of important heterocycles which have been well documented throughout the literature due to their biological importance. They exhibit a wide range of pharmaceutical and therapeutic properties[1].A rapid and efficient one-pot method for the synthesis of 4,6-diarylpyrimidin-2(1H)- ones and related heterocycles is described.The condensation of acetophenone derivatives,aldehydes and urea in the presence of sulfamic acid was employed to synthesize a variety of pyrimid...

  15. Ultrasound-assisted synthesis of dihydropyrimidine-2-thiones

    JAVAD SAFAEI-GHOM

    2011-05-01

    Full Text Available Chalcone derivatives were prepared by the condensation of various substituted aryl aldehydes and acetophenone in alkaline ethanol, while pyrimidine-2-thione derivatives were prepared by the combination of chalcones and thiourea under conventional and ultrasonic conditions. Advantages of the ultrasound effect were observed and high yields of the products were obtained after 20–30 min sonication. Characterization and structural elucidation of the products was realized based on chemical, analytical and spectral analyses. The results clearly demonstrated a high efficiency of the ultrasonic systems was achieved in the chemical processes.

  16. Synthesis and antimicrobial activity of some new indazolone derivatives from 1-(3,5-Dibromo-2-hydroxy-4 methyl phenyl ethanone

    Pawar MP

    2012-09-01

    Full Text Available Indazolone nucleus is present in various therapeutically important drug candidates. Chalcones are possessing versatile pharmacological activities like anti-inflammatory, antifungal, antibacterial, antioxidant, cytotoxic, anticancer, antimalarial. While the bromoacetophenone nucleus bears very good antimicrobial activity. With consideration of all these facts we synthesized new derivatives of bromo acetophenone nucleus, which reacts with aromatic aldehydes to obtained chalcone. This was further derivatized to indazolone. All synthesized compounds were confirmed by spectral data and elemental analysis. The synthesized compounds were screened for antibacterial activity against Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and antifungal activity against A. niger. All synthesized compounds showed good to moderate antimicrobial activity.

  17. Design and Synthesis of Novel Pyrazole-based Lp-PLA2 Inhibitors%Design and Synthesis of Novel Pyrazole-based Lp-PLA2 Inhibitors

    王毅; 徐为人; 邵华; 谢亚非; 王建武

    2011-01-01

    A series of novel pyrazole-based lipoprotein-associated phospholipase A2 (Lp-PLA2) inhibitors have been de- signed and synthetized by a variety of acetophenones via a 10-step convergent approach. The synthetic approach is carefully optimized, and an unsuccessful alternative route is also discussed. The in vitro biological activity reveals that all the synthesized compounds are potent Lp-PLA2 inhibitors with compound 13b being the most potent one (Lp-PLA2, IC50= 1.5 nmol/L).

  18. Synthesis, antiinflammatory and antibacterial activity of novel indolyl-isoxazoles

    Panda S

    2009-01-01

    Full Text Available Chalcones were synthesized by reacting indole-3-aldehyde, prepared by Vilsemeir Haack reaction with 4-substituted acetophenone in ethanolic KOH solution. These chalcones were immediately reacted with hydroxylamine hydrochloride in presence of glacial acetic acid as reagent to obtain the corresponding isoxazole derivatives. The synthesized heterocycles were characterized on the basis of physical, chemical tests and spectroscopic data. These compounds were tested for the acute antiinflammatory activity and antibacterial activity using carrageenan-induced rat paw edema method and cup-plate method, respectively.

  19. A Novel One-Pot Green Synthesis of Dispirooxindolo-pyrrolidines via 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides

    Abdulrahman I. Almansour

    2015-01-01

    Full Text Available A facile synthesis of dispirooxindolopyrrolidines has been accomplished via a one-pot three component 1,3-dipolar cycloaddition reaction. The reaction of azomethine ylides generated in situ from L-phenylalanine and substituted isatins with a series of unusual (E-2-oxoindolino-3-ylidene acetophenone dipolarophiles in the ionic liquid 1-butyl-3-methylimidazolium bromide [bmim]BF4, furnished the cycloadducts in good yields, with the regioisomers 5a–f being obtained with high selectivity. Furthermore, the recyclability of [bmim]BF4, up to five times, was also investigated.

  20. SYNTHESIS AND GREEN BROMINATION OF SOME CHALCONES AND THEIR ANTIMICROBIAL SCREENING

    Mayur R. Adokar

    2013-04-01

    Full Text Available Chalcones are the versatile molecules having the structural flexibility which permits structural transformations into flavonoids, flavanones, pyrazoles, oxazoles, pyrimidines etc. Changes in their structure have offered the development of new medicinal agents having improved pharmacological potency. Their derivatives have attracts increasing attention due to numerous pharmacological potential. In the present communication we report the synthesis of chalcones from various acetophenone derivatives with different aromatic aldehydes and green chemistry approach to their bromination with the help of Tetrabutylammonium Tribromide (TBATB. All the synthesized chalcone dibromides were screened for their antimicrobial activity against Aspergillus flavus, Rhizopus sp., Fusarium solani and Aspergillus niger.

  1. Chiral Borated Esters in Asymmetric Synthesis:1.The First Asymmetric Reaction Catalyzed by Chiral Spiroborated Esters with an O3BN Framework

    LIU, De-Jun(刘德军); SHAN, Zi-Xing(单自兴); QIN, Jin-Gui(秦金贵)

    2004-01-01

    The first asymmetric reaction catalyzed by chiral spiroborated esters with an O3BN framework was reported. In the presence of 0.1 equivalent of (R,S)-1 or (S,S)-1, acetophenone was reduced by 0.6 equivalent of borane in THF at 0-5 ℃ for 2 h to give (R)-1-phenylethanol of up to 76% ee and 73% isolated yield. Influence of reaction conditions on the stereoselectivity of the reduction was investigated and a possible catalytic mechanism of the chiral spiroborated esters toward the reduction was also suggested.

  2. MICROWAVE ASSISTED, NICKELCOBALT FERRITE CATALYSED ONEPOT MULTICOMPONENT SYNTHESIS OF β- ACETAMIDO KETONES

    PAUL DOUGLAS SANASI

    2015-12-01

    Full Text Available An efficient microwave assisted one pot synthesis of β-acetamido ketones from aromatic aldehydes, acetophenone, acetonitrile and acetyl chloride using nano Ni0.5Co0.5Fe2O4 ferrites as a catalyst is described, compared to mannich reaction the new method has advantage of good yield and short reaction time by simple phase separation. nano Ni0.5Co0.5Fe2O4 ferrites could be recycled several times without distinct loss of activity.

  3. Methyl 3-[(E)-1-(4-amino­phen­yl)ethyl­idene]dithio­carbazate

    Shan, Shang; Wang, Shan-Heng; Tian, Yu-Liang; Wang, Wen-Long; Xu, Ying-Li

    2008-01-01

    The title compound, C10H13N3S2, was obtained from a condensation reaction of methyl dithio­carbazate and 4-amino­acetophenone. In the crystal structure, the nearly planar mol­ecule assumes an E configuration, the benzene ring and dithio­carbazate group being located on opposite sides of the N=C bond. C—H⋯π inter­actions and N—H⋯S hydrogen bonding are present in the crystal structure.

  4. The Influence of Electrodes and Conditioning on Space Charge Accumulation in XLPE

    Fleming, R. J.; Henriksen, Mogens; Holbøll, Joachim

    2000-01-01

    , and vacuum-evaporated gold, were used as electrodes. Three different conditioning procedures were investigated. Unconditioned samples developed heterocharge with density increasing from zero at the electrodes, to a maximum at roughly one-third of the thickness, and then falling to zero around the...... heterocharge originates in inhomogeneous polarization due to a spatially inhomogeneous distribution of permanent dipole molecules, probably acetophenone. The dipole concentration decreases in going from the electrodes towards the center of the samples, as a result of diffusion of the molecules in the opposite...

  5. Spectral, thermal, electrochemical and analytical studies on Cd(II) and Hg(II) thiosemicarbazone complexes

    El-Asmy, A. A.; El-Gammal, O. A.; Saleh, H. S.

    2008-11-01

    The coordination characteristic of the investigated thiosemicarbazones towards hazard pollutants, Cd(II) and Hg(II), becomes the first goal. Their complexes have been studied by microanalysis, thermal, electrochemical and spectral (electronic, IR and MS) studies. The substitutent (salicylaldehyde, acetophenone, benzophenone, o-hydroxy- p-methoxybenzophenone or diacetylmonoxime) plays an important role in the complex formation. The coordination sites were the S for thiosemicarbazide (HTS); NN for benzophenone thiosemicarbazone (HBTS); NS for acetophenone thiosemicarbazone (HATS) and salicylaldehyde thiosemicarbazone (H 2STS); NNS or NSO for diacetylmonoxime thiosemicarbazone (H 2DMTS). The stability constants of Hg(II) complexes were higher than Cd(II). The kinetic and thermodynamic parameters for the different thermal decomposition steps in the complexes have been evaluated. The activation energy values of the first step ordered the complexes as: [Cd(H 2STS)Cl 2]H 2O > [Cd(H 2DAMTS)Cl 2] > [Cd(HBTS) 2Cl 2]2H 2O > [Cd(HATS) 2Cl 2]. The CV of [Cd(H 2STS)Cl 2]H 2O and [Hg(HBTS)Cl 2] were recorded. The use of H 2DMTS as a new reagent for the separation and determination of Cd(II) ions from water and some synthetic samples using flotation technique is aimed to be discussed.

  6. Microwave synthesis, characterization, and bio-efficacy of novel halogenated Schiff bases.

    Singh, Braj B; Shakil, Najam A; Kumar, Jitendra; Rana, Virendra S; Mishra, Anuradha

    2016-08-01

    A new series of halogenated Schiff bases was synthesized by the condensation of 5-fluoro-2-hydroxy acetophenone and 3,5-dichloro-2-hydroxy acetophenone with different alkyl amines, namely propyl, pentyl, hexyl, heptyl, octyl, nonyl, dodecyl, tetradecyl, hexadecyl, and octadecyl amines, under microwave irradiation. Newly formed molecules were characterized by Infrared and nuclear magnetic resonance ((1)H NMR and (13)C NMR) spectroscopic techniques. Further, the Schiff bases were screened for antifungal bioassay, and the results showed potential fungicidal activity against two very important plant infecting fungi, viz. Rhizoctonia solani and Sclerotium rolfsii. Among the screened compounds, 2,4-dichloro-2-[1-(propylimino)ethyl]phenol was found to be the most active compound against both R. solani (ED50 8.02 mg L(-1)) and S. rolfsii (ED50 21.51 mg L(-1)) followed by 2,4-dichloro-2-[1-(pentylimino) ethyl]phenol (ED50 13.02 and 29.57 mg L(-1), respectively). The synthesized compounds were also screened for antioxidant activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH)-free radical scavenging technique. All the compounds showed very low to moderate activity as compared with Gallic acid. PMID:27167104

  7. Molecular vibration-sensing component in human olfaction.

    Simon Gane

    Full Text Available Whether olfaction recognizes odorants by their shape, their molecular vibrations, or both remains an open and controversial question. A convenient way to address it is to test for odor character differences between deuterated and undeuterated odorant isotopomers, since these have identical ground-state conformations but different vibrational modes. In a previous paper (Franco et al. (2011 Proc Natl Acad Sci USA 108:9, 3797-802 we showed that fruit flies can recognize the presence of deuterium in odorants by a vibrational mechanism. Here we address the question of whether humans too can distinguish deuterated and undeuterated odorants. A previous report (Keller and Vosshall (2004 Nat Neurosci 7:4, 337-8 indicated that naive subjects are incapable of distinguishing acetophenone and d-8 acetophenone. Here we confirm and extend those results to trained subjects and gas-chromatography [GC]-pure odorants. However, we also show that subjects easily distinguish deuterated and undeuterated musk odorants purified to GC-pure standard. These results are consistent with a vibrational component in human olfaction.

  8. Effect of curing by products coating on localized heat generation and dielectric breakdown in low-density polyethylene film; Teimitsudo poriechiren firumu no kyokusho hatsunetsu to zetsuen hakai ni oyobosu kakyozai bunkai zansa tofu no eikyo

    Tsurimoto, T.; Nagao, M.; Kosaki, M. [Toyohashi Univ. of Technology, Aici (Japan); Mizuno, Y. [Nagoya Inst. of Technology, Nagoya (Japan)

    1996-08-20

    Polyethylene is used widely as electrical insulating materials for electric power cables, while the heat-resistance and mechanical properties of low-density polyethylene are problematic since the crystal melting point thereof is around 105 to 110{degree}C. In this paper, curing by-products such as acetophenone are coated on the surface of low-density polyethylene film specimens to make the same diffusing into said specimen, and the effects thereof on localized heat generation and dielectric breakdown are examined. The following matters are clarified by the results of this study. Under dc voltage application, the increasing of temperature is observable in lower electrical field and more remarkable localized heat generation can be found simultaneously with the decrease of breakdown strength in said specimens compared with an un-coated specimen. Especially in acetophenone-coated specimen, dielectric breakdown strength is decreased to about half. Under ac voltage application, localized heat generation is increased and breakdown strength is decreased somewhat. 14 refs., 10 figs., 1 tab.

  9. 油田高温酸化缓蚀剂的合成及缓蚀性能%Synthesis and Performance of an Oilfield High-temperature Acidification Corrosion Inhibitor

    郭晓男; 陆原; 张勇; 刘振国; 胡瑞航; 王超明

    2012-01-01

    利用甲醛、苯乙酮、芳香胺通过Mannich反应合成一种油田高温酸化缓蚀剂。并利用失重法、电化学片和SEM分析等方法研究了该缓蚀剂的复配性能及缓蚀效果。通过试验得出了在甲醛、苯乙酮和芳香胺的摩尔比为4:2:1时,合成的Mannich化合物缓蚀效果最佳。%An oil-field high-temperature acidification corrosion inhibitor was synthesized through Mannich reaction by using formaldehyde, acetophenone and aromatic amine. Weight-loss method, electrochemical method and SEM were used to investigate the compound property and inhibition efficiency of this inhibitor. The results indicated that when the the molar ratio of formaldehyde, acetophenone and aromatic amine was 4 : 2 : 1, the inhibition efficiency of Mannich compound was good.

  10. 芳香酮曼尼希碱酸化缓蚀剂的合成及复配研究%Synthesis and complex of the corrosion inhibitor of mannich bases of aromatic ketones

    王霞; 白媛丽; 罗全民; 刘志辉

    2012-01-01

    37% Formaldehyde solution,acetophenone and diethylamine were chosed ultimately and these materials compounded a new type of mannich base hydrochloride acid inhibitor, and its complex research. The results showed that the best synthetic process conditions is diethylamine, formaldehyde, acetophenone molar ratio is:2:2:1 .reaction time is 8 h,reaction temperature is 80℃,,reaction system pH value is 4. Sodi-um tungstate and corrosion inhibitor have a positive synergies, potassium iodide negative synergistic effect.%以37%的甲醛溶液、苯乙酮和二乙胺为原料,合成一种新型曼尼希碱盐酸酸化缓蚀剂,并对其进行复配研究.结果表明,最佳合成条件为:二乙胺、37%甲醛溶液和苯乙酮的摩尔比为2:2:1,反应时间8h,反应温度80 ℃,pH值为4;钨酸钠和缓蚀剂有着很好的正协同效应,碘化钾与其有负协同效应.

  11. Synthesis and Anticonvulsant Activity of Some Newer Semicarbazone Derivatives

    Shahnawaz Sameem

    2012-07-01

    Full Text Available A series of 4-(3-Chlorophenyl-1-(substituted acetophenone semicarbazones 3(a-j was synthesized by starting with 3-chloroaniline which on reaction with sodium cyanate yielded 1-(3’-chlorophenyl urea (1 followed by reaction with hydrazine hydrate in the presence of ethanol gave 4-(3’-chlorophenyl semicarbazide (2. Compound (2 on condensation with substituted acetophenone gets converted in to final compounds 3(a-j. The purity of the newer compounds was checked by m.p. and TLC analysis. The structures of the newly synthesized compounds were characterized by FTIR, 1H NMR, EIMS-spectral data and elemental analysis. All the synthesized compounds were evaluated for their anticonvulsant activity by Maximal Electroshock (MES method by using phenytoin as standard at a concentration of 30 mg/kg. The anticonvulsant effect of the newly synthesized compounds was assessed by absence or reduction of hind limb tonic extensor phase. Among the synthesized derivatives compounds 3e and 3j were found to be the most potent compounds in the series.

  12. Preparation and friction force microscopy measurements of immiscible, opposing polymer brushes.

    de Beer, Sissi; Kutnyanszky, Edit; Müser, Martin H; Vancso, G Julius

    2014-01-01

    Solvated polymer brushes are well known to lubricate high-pressure contacts, because they can sustain a positive normal load while maintaining low friction at the interface. Nevertheless, these systems can be sensitive to wear due to interdigitation of the opposing brushes. In a recent publication, we have shown via molecular dynamics simulations and atomic force microscopy experiments, that using an immiscible polymer brush system terminating the substrate and the slider surfaces, respectively, can eliminate such interdigitation. As a consequence, wear in the contacts is reduced. Moreover, the friction force is two orders of magnitude lower compared to traditional miscible polymer brush systems. This newly proposed system therefore holds great potential for application in industry. Here, the methodology to construct an immiscible polymer brush system of two different brushes each solvated by their own preferred solvent is presented. The procedure how to graft poly(N-isopropylacrylamide) (PNIPAM) from a flat surface and poly(methyl methacrylate) (PMMA) from an atomic force microscopy (AFM) colloidal probe is described. PNIPAM is solvated in water and PMMA in acetophenone. Via friction force AFM measurements, it is shown that the friction for this system is indeed reduced by two orders of magnitude compared to the miscible system of PMMA on PMMA solvated in acetophenone. PMID:25590429

  13. Intramolecular photosensitization of the pinene-ocimene rearrangement

    Bonding of nopol to the para position of acetophenone produces 5,5-dimethyl-2-(2-(p-acetylphenoxy)ethyl)bi-cyclo[3.1.1]hept-2-ene 1, which contains two chromophores: a para-alkoxyacetophenone and an α-pinene, connected by a single methylene group. UV irradiation of I in both benzene and methanol produces none of the intramolecular [2 + 2] cycloaddition that most para-(3-buten-1-oxy)acetophenones undergo. Instead, the pinene unit rearranges to a triene skeleton identical to that of ocimene, a known photoproduct of pinene. At modest conversion the diene portion of the triene is cis but gradually is converted to a 52:48 trans:cis ratio. It is concluded that intramolecular triplet energy transfer from the excited ketone chromophore forms the 1,2-biradical triplet state of the pinene moiety, which then undergoes cyclobutylcarbinyl ring opening to a 1,4-biradical that cleaves to the 1,3,6-triene structure of ocimene. This mechanism is suggested to be responsible for the earlier reported intermolecularly sensitized rearrangement of a-pinene to the ocimene isomers. (author)

  14. 微波-相转移催化合成含杂环查尔酮衍生物的研究%Synthesis Process Optimization of Heterocyclic Chalcone Derivative by Phase Transfer Catalysis

    姬广军; 杨金凤; 刘红; 廉宜君

    2014-01-01

    查尔酮衍生化及其合成方法是合成工作者关注的一个热点。本文在微波辐射下,引入TBAB(四丁基溴化铵)作为相转移催化剂,以苯乙酮衍生物(1a~1d)、苯肼、苯乙酮衍生物(1e~1f)等为原料,合成了8种新的查尔酮衍生物(4a~4d,5a~5d);通过实验考察了物料比、微波辐射功率、微波辐射时间及催化剂用量等工艺条件对产物产率的影响;采用正交实验确定出查尔酮的最佳合成条件为:1,3-2苯基-4-甲酰基吡唑与苯乙酮物质的量比1∶1,微波输出功率为140 W,微波辐射间歇加热反应时间为30 min,四丁基溴化铵的量为0.4 g时,产率为87%~91%。%4-formylpyrazole (3a~3d) were obtained by substituted acetophenones (1a~1d) and phenylhydrazine under microwave irradiation conditions.Eight chalcone derivative (4a~4d,5a~5d) were synthesized by 3a~3d and substituted acetophenones in aqueous alkaline solution and TBAB (tertranutylammonium bromide)was phase transfer catalyst.The synthesis technology chalcone (4a) was studied.Effects of raw materials mole ratio,microwave radiation power,reaction time and dosage of phase transfer catalyst on the product yield were investigated.The optimum sythesis conditions are 1,3-2-phenyl-4-formylpyrazole to acetophenone mole ratio,microwave power reaction,microwave irradiation time,dosage of phase transfer catalyst are 1∶1,140 W,30 min and 0.4 g,respectively.The synthesis reaction were easily worked up with short time,high yields and green initiative.

  15. Odorous gaseous emissions as influence by process condition for the forced aeration composting of pig slaughterhouse sludge

    Highlights: • The gaseous emissions produced by various composting process conditions were characterized and quantified. • Nine compounds were potentially odorous: TMA, NH3, 2-pentanone, 1-propanol-2-methyl, acetophenone and sulphur forms. • The tested composting process conditions reduced odour emissions by a factor of 5–10. • A reduction of 105 to 106 is required to reach an odour threshold limit at peak event emissions. • Both aeration rate and bulking agent had the most impact on reducing odour emissions. - Abstract: Compost sustainability requires a better control of its gaseous emissions responsible for several impacts including odours. Indeed, composting odours have stopped the operation of many platforms and prevented the installation of others. Accordingly, present technologies collecting and treating gases emitted from composting are not satisfactory and alternative solutions must be found. Thus, the aim of this paper was to study the influence of composting process conditions on gaseous emissions. Pig slaughterhouse sludge mixed with wood chips was composted under forced aeration in 300 L laboratory reactors. The process conditions studied were: aeration rate of 1.68, 4.03, 6.22, 9.80 and 13.44 L/h/kg of wet sludge; incorporation ratio of 0.55, 0.83 and 1.1 (kg of wet wood chips/kg of wet sludge), and; bulking agent particles size of <10, 10 < 20 and 20 < 30 mm. Out-going gases were sampled every 2 days and their composition was analysed using gas chromatography coupled with mass spectrometry (GC–MS). Fifty-nine compounds were identified and quantified. Dividing the cumulated mass production over 30 days of composting, by odour threshold, 9 compounds were identified as main potential odour contributors: hydrogen sulphide, trimethylamine, ammonia, 2-pentanone, 1-propanol-2-methyl, dimethyl sulphide, dimethyl disulphide, dimethyl trisulphide and acetophenone. Five gaseous compounds were correlated with both aeration rate and bulking agent to

  16. Odorous gaseous emissions as influence by process condition for the forced aeration composting of pig slaughterhouse sludge

    Blazy, V., E-mail: vincent.blazy@irstea.fr [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Guardia, A. de, E-mail: amaury.de-guardia@irstea.fr [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Benoist, J.C; Daumoin, M. [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Lemasle, M.; Wolbert, D. [Laboratoire Sciences Chimiques de Rennes - équipe Chimie et Ingénierie des Procédés, UMR 6226 CNRS, ENSCR, Avenue du Général Leclerc, 35700 Rennes (France); Barrington, S., E-mail: suzellebarrington@sympatico.ca [Irstea, UR GERE, 17 Avenue de Cucillé, CS 64427, F-35044 Rennes (France); Concordia University, Department of Building, Civil and Environmental Engineering, 1455 de Maisonneuve, Montréal, QC H3G 1M8 (Canada)

    2014-07-15

    Highlights: • The gaseous emissions produced by various composting process conditions were characterized and quantified. • Nine compounds were potentially odorous: TMA, NH{sub 3}, 2-pentanone, 1-propanol-2-methyl, acetophenone and sulphur forms. • The tested composting process conditions reduced odour emissions by a factor of 5–10. • A reduction of 10{sup 5} to 10{sup 6} is required to reach an odour threshold limit at peak event emissions. • Both aeration rate and bulking agent had the most impact on reducing odour emissions. - Abstract: Compost sustainability requires a better control of its gaseous emissions responsible for several impacts including odours. Indeed, composting odours have stopped the operation of many platforms and prevented the installation of others. Accordingly, present technologies collecting and treating gases emitted from composting are not satisfactory and alternative solutions must be found. Thus, the aim of this paper was to study the influence of composting process conditions on gaseous emissions. Pig slaughterhouse sludge mixed with wood chips was composted under forced aeration in 300 L laboratory reactors. The process conditions studied were: aeration rate of 1.68, 4.03, 6.22, 9.80 and 13.44 L/h/kg of wet sludge; incorporation ratio of 0.55, 0.83 and 1.1 (kg of wet wood chips/kg of wet sludge), and; bulking agent particles size of <10, 10 < 20 and 20 < 30 mm. Out-going gases were sampled every 2 days and their composition was analysed using gas chromatography coupled with mass spectrometry (GC–MS). Fifty-nine compounds were identified and quantified. Dividing the cumulated mass production over 30 days of composting, by odour threshold, 9 compounds were identified as main potential odour contributors: hydrogen sulphide, trimethylamine, ammonia, 2-pentanone, 1-propanol-2-methyl, dimethyl sulphide, dimethyl disulphide, dimethyl trisulphide and acetophenone. Five gaseous compounds were correlated with both aeration rate and

  17. Spectroscopic and theoretical studies of some p-substituted α-methylthio-α-diethoxyphosphorylacetophenones

    Reis, A. K. C. A.; Olivato, P. R.; Zukerman-Schpector, J.; Tormena, C. F.; Rittner, R.; Domingues, N. L. C.; Dal Colle, M.

    2006-10-01

    The analysis of the IR carbonyl band of the α-methylthio-α-diethoxyphosphoryl p-substituted acetophenones p-Y-Ph-C(O)CH[SMe][P(O)(OEt) 2] (Y = OMe 1, H 2, F 3, Cl 4, Br 5 and NO 26), supported by HF/6-31G** ab initio calculations of the α-methylthio-α-diethoxyphosphoryl acetophenone 2, indicated the existence of a single stable c1 conformer in gas phase and in solvents of increasing polarity, along with the presence of a second high energy conformation in gas phase. The c1 conformer presents the (SMe) group in a syn-clinal ( gauche) geometry and the [P(O)(OEt 2)] group in a quasi-periplanar ( quasi-cis) geometry with respect to the carbonyl group, which is stabilized by the synergism of the n S/π* CO and σ C-S/ π* CO orbital interactions and Oδ-(PO)⋯ Cδ+(CO) orbital and Coulombic interactions, acting to increase the carbonyl oxygen negative charge, and in turn facilitates the Oδ-(CO)⋯ Pδ+(PO) electrostatic interaction. The negative and almost constant carbonyl frequency shifts (Δ ν) of ca. -11 cm -1 for compounds 1- 6 relative to the parent acetophenones 7- 12, in CCl 4, corroborate the prevalence of the electronic interactions over the (- Iσ) inductive effect of the α-substituents for the title compounds. The X-ray diffraction analysis for 3 indicates that it exists in the solid state in the c1' conformation, which is stabilized by the intramolecular O δ- (1) [CO}⋯ P δ+ (5) [PO] and H δ+ (10) [SMe]⋯O δ- (6) [PO] orbital and electrostatic (hydrogen bond) interactions. Moreover, these molecules form dimers which are stabilized through intermolecular hydrogen bonds H δ+ (4) [CH]⋯O δ- (1) [CO], H δ+ (5') [Ph]⋯ O δ- (6) [PO] and H δ+ (6') [Ph]⋯ O δ- (6) [PO].

  18. Study on a new process for the synthesis of homophenylalanine%高苯丙氨酸的合成新工艺研究

    张婷; 徐时良; 李景华

    2011-01-01

    Homophenylalanine is an unnatural amino acid which could be used in the synthesis of angiotensin converting enzyme inhibitors and other pharmaceuticals. It has been synthesized via condensation of acetophenone with diethyl oxalate, amination with NH4OAc, and reduction with hydrogen catalyzed by Pd/C. The optimum conditions were as follows: (1) condensation reaction by adding fresh NaOEt to the mixture of acetophenone and diethyl oxalate with the molar ratio of acetophenone to diethyl oxalate 1∶1.5; (2) amination reaction by mechanochemically grinding with NH4OAc; (3) reduction reaction by Pd/C catalyzed hydrogenation in autoclave at 90 ℃under 5 MPa pressure to afford the target product. Under the optimal conditions, the overall yield of homophenylalanine is 87 %. The target compound and key intermediate were characterized by nuclear magnetic resonance (NMR). The advantages of the above synthetic process are cheap raw materials,high overall yield and green procedure.%高苯丙氨酸为非天然氨基酸,是合成血管紧张转化酶(ACE)抑制剂以及其他药物的重要中间体.研究了以苯乙酮为原料与草酸二乙酯缩合,再与醋酸铵进行氨化反应,最后在钯炭催化下进行氢化还原得到高苯丙氨酸的新工艺.较佳反应条件是:(1)缩合反应,将新制的乙醇钠滴加到溶有苯乙酮以及草酸二乙酯的甲苯溶液中且n(苯乙酮):n(草酸二乙酯)=1:1.5;(2)氨化反应,采用用机械研磨的固相合成方法;(3)氢化还原反应,在高压釜中(5 MPa,90℃)进行得到目标产物.在较佳工艺条件下,反应总收率达87%以上.产品及重要中间体结构经核磁共振确认.该过程所用原料廉价、反应高效、绿色.

  19. Synthesis, X-ray Crystal Structure and Reaction of Dimethylphenacylsulfonium Bromide in DMSO-HBr System%DMSO-HBr体系中二甲基苯甲酰亚甲基锍盐的合成、晶体结构及反应研究

    曹志凌; 刘冰; 刘玮炜; 姚国伟; 程青芳

    2011-01-01

    Dimethylphenacylsulfonium bromide was synthesized from acetophenone in DMSO-HBr (dimethyl sulfoxide-hydrogen bromide) system and its crystal structure was determined by X-ray diffraction analysis. Dimethylphenacylsulfonium bromide could be transformed to phenylglyoxal both in DMSO-HBr and DMSO system. These studies contributed new evidence for understanding the mechanism of the oxidation process in DMSO-HBr system.%在DMSO-HBr(二甲基亚砜-溴化氢)体系中,以苯乙酮为原料合成得到二甲基苯甲酰亚甲基锍盐,用x射线单晶衍射法测定了该化合物的晶体结构.二甲基苯甲酰亚甲基锍盐在DMSO或DMSO-HBr体系中均可以转化为苯基乙酮醛,为DMSO-HBr氧化机理研究提供了新的依据.

  20. Synthesis of novel indolyl-pyrimidine antiinflammatory, antioxidant and antibacterial agents

    Panda S

    2008-01-01

    Full Text Available A number of chalcones were synthesized by reacting indole-3-aldehyde, prepared by Vilsemeir Haack reaction with 4-substituted acetophenone in NaOH solution in ethanol. These chalcones were immediately reacted with urea, thiourea and guanidine hydrochloride in presence of concentrated hydrochloric acid as reagent to obtain the corresponding hydroxy, thio and amino pyrimidines. The synthesized heterocyclics were characterized on the basis of physical, chemical tests and spectroscopic data and were tested for the acute antiinflammatory activity, antioxidant, antibacterial activity using carragenan-induced rat paw oedema method, DPPH (diphenylpicrylhydrazyl radical scavenging method and cup plate method using Muller-Hinton agar media respectively. Evaluation of the compounds revealed remarkable antiinflammatory activity reflected by their ability to reduce the carragenan-induced inflammation in rats, appreciable antioxidant activity and also antibacterial activity was observed.

  1. Characterization of Non-Terpenoids in Marrubium crassidens Boiss. Essential Oil

    Sanaz Hamedeyazdan

    2013-08-01

    Full Text Available Purpose: Marrubium crassidens, a plant belonging to the family Lamiaceae, was studied for its volatile components present in the aerial parts of the plant during the flowering stage. Methods: The essential oil of the plant obtained through hydrodistillation of the dried plant material was assessed for its chemical composition by GC/MS and GC-FID analyses. Results: Twenty-five compounds were identified, which constituted 94.3% of the total oil composition. The major components were identified as, m-tolualdehyde (23.3%, acetophenone (15.8%, nonacosane (13.1%, docosane (7.2%, o-tolualdehyde (4.1%, β-caryophyllene (3.8% and caryophyllene oxide (3.4%. Non-terpenoids with 75.7% were the most abundant components of the essential oil. Conclusion: Overall, M. crassidens essential oil revealed to include rather higher proportions of non-terpenoid compounds compared with other species of genus Marrubium.

  2. Synthesis and activity evaluation of 2-(1-naphtho[2,1- b ]furan-2-yl-carbonyl-3,5-disubstituted-2,3-dihydro-1H-pyrazoles

    Kumaraswamy M

    2008-01-01

    Full Text Available Ethyl naphtho[2,1- b ]furan-2-carboxylate (2 on reaction with hydrazine hydrate in presence of acid catalyst in ethanol medium affords naphtho[2,1-b]furan-2-carbohydrazide (3. The reaction of substituted acetophenones (4a-c with aromatic aldehydes (5a-e produces chalcones (6a-o via the Claisen condensation. The reaction of naphtho[2,1- b ]furan-2-carbohydrazide (3 with chalcones (6a-6o in presence of acetic acid as catalyst in dioxane produces 1-(naphtho[2,1- b ]furan-2-yl-carbonyl-3,5-disubstituted-2,3-dihydro-1H-pyrazoles (7a-o. The structures of newly synthesized compounds have been established by elemental analysis and spectral studies. The compounds 7a-o have been evaluated for their antimicrobial activity and some selected compounds evaluated for antiinflammatory, analgesic, anthelmintic, diuretic and antipyretic activities.

  3. Efecto de solvente sobre la descomposición térmica de trans-3,6-dimetil-3,6-difenil-1,2,4,5-tetraoxaciclohexano en solución

    Eyler Gladys N.

    2004-01-01

    Full Text Available The thermal decomposition reaction of trans-3,6-dimethyl-3,6-diphenyl-1,2,4,5-tetraoxacyclohexane (acetophenone cyclic diperoxide, DPAF, in different solvents (methanol, 1,4-dioxane, acetonitrile and 2-propanol/benzene mixtures in the initial concentration and temperature ranges of (4.2-10.5 x 10-3 M and 140.0 to 185.0 ºC, respectively, follows a pseudo first order kinetic law up to at least 70% DPAF conversion. An important solvent effect on the rate constant values, activation parameters (DH# and DS# and reaction products obtained in different solvents is detected, showing that the reaction is accelerated in alcohols.

  4. 1-(3-Benzyl-4,6-dibenzyloxy-2-hydroxyphenylethanone

    Tania N. Hill

    2012-10-01

    Full Text Available The title compound, C29H26O4, is essentially planar in the acetophenone portion that includes both the hydroxy and a benzyloxy O atoms, with an r.m.s. deviation of 0.0311 Å. The other two substituents intersect the plane at 70.45 (3 and 59.55 (4°. In the molecule there is an intramolecular O—H...O hydrogen bond. In the crystal, molecules are linked by C—H...O hydrogen bonds, as well as C—H...π and π-stacking interactions, with centroid–centroid distances 3.6570 (2 Å.

  5. 无溶剂条件下碱性离子液体催化查尔酮的绿色化合成%A Green Synthesis of Chalcones Catalyzed by An Alkaline Ionic Liquid under Solvent-Free Condition

    胡晓允; 韦丽艳; 钟诗施; 谢金生

    2015-01-01

    在无溶剂条件下,将碱性离子液体—乙醇胺乙酸盐用于催化苯乙酮与醛的Claisen-Schmidt 缩合反应制备了查尔酮。结果表明:该碱性离子液体表现出良好的催化活性和循环催化性能。%An alkaline ionic liquid—2-hydroxyethyl ammonium acetate was used as catalyst for Claisen-Schmidt condensation between acetophenone and aromatic aldehydes to prepare chalcones under solvent-free condition. The results indicated that this alkaline ionic liquid showed good catalytic activity and recyclability.

  6. Catalytic Promiscuity of Transaminases: Preparation of Enantioenriched β-Fluoroamines by Formal Tandem Hydrodefluorination/Deamination.

    Cuetos, Aníbal; García-Ramos, Marina; Fischereder, Eva-Maria; Díaz-Rodríguez, Alba; Grogan, Gideon; Gotor, Vicente; Kroutil, Wolfgang; Lavandera, Iván

    2016-02-01

    Transaminases are valuable enzymes for industrial biocatalysis and enable the preparation of optically pure amines. For these transformations they require either an amine donor (amination of ketones) or an amine acceptor (deamination of racemic amines). Herein transaminases are shown to react with aromatic β-fluoroamines, thus leading to simultaneous enantioselective dehalogenation and deamination to form the corresponding acetophenone derivatives in the absence of an amine acceptor. A series of racemic β-fluoroamines was resolved in a kinetic resolution by tandem hydrodefluorination/deamination, thus giving the corresponding amines with up to greater than 99 % ee. This protocol is the first example of exploiting the catalytic promiscuity of transaminases as a tool for novel transformations. PMID:26836037

  7. Direct laser planting of hybrid Au-Ag/C nanostructures - nanoparticles, flakes and flowers

    Manshina, Alina; Bashouti, Muhammad; Povolotskiy, Alexey; Petrov, Yuriy; Koshevoy, Igor; Christiansen, Silke; Tunik, Sergey; Leuchs, Gerd

    2015-01-01

    We demonstrate a new approach for forming hybrid metal/carbonaceous nanostructures in a controlled direct laser planting process. Au-Ag nanoclusters in amorphous or crystalline carbonaceous matrices are formed with different morphology: nanoparticles, nanoflakes, and nanoflowers. In contrast to other generation techniques our approach is simple, involving only a single laser-induced process transforming supramolecular complexes dissolved in solvent such as acetone, acetophenone, or dichloroethane into hybrid nanostructures in the laser-affected area of the substrate. The morphology of the hybrid nanostructures can be steered by controlling the deposition parameters, the composition of the liquid phase and the type of substrate, amorphous or crystalline. The carbonaceous phase of the hybrid nanostructures consists of hydrogenated amorphous carbon in the case of nanoparticles and of crystalline orthorhombic graphite of nanoscale thickness in the case of flakes and flowers. To the best of our knowledge this is t...

  8. Synthesis of Co9S8 and CoS nanocrystallites using Co(II) thiosemicarbazone complexes as single-source precursors

    Amol S Pawar; Shivram S Garje

    2015-12-01

    Cubic Co9S8 and hexagonal CoS nanocrystallites were prepared by pyrolysis and solvothermal decomposition methods using Co(LH)2Cl2 and CoL2 (where LH = thiosemicarbazones of furfuraldehyde, cinnamaldehyde and 4-fluoro-acetophenone) as single-source precursors. These nanocrystallites were characterized by powder X-ray diffraction, scanning electron microscopy, transmission electron microscopy (TEM), selected area electron diffraction, UV–Vis, PL and Raman spectroscopic techniques. From TEM images, the average grain size of asprepared cobalt sulphide nanocrystallites was found to be 7–10 nm. Depending on experimental conditions, various morphologies such as spherical, pyramidal, hollow spheres, etc. are observed in the TEM images.

  9. Influence of Hg2+ on the excited states of DNA: photochemical consequences

    Rahn, Ronald O.

    1977-01-01

    Bound Hg/sup 2 +/ quenches thymine dimerization and thymine phosphorescence in DNA only when bases other than thymine are mercurated. Triplet sensitization studies show that this quenching can occur at the triplet level. However, room temperature fluorescence studies indicate that only a fraction of the short-lived (approximately 10/sup -12/ sec) thymine singlet state is quenched by Hg/sup 2 +/ enhanced intersystem crossing. Hence, at room temperature the most likely mechanism for quenching of photodimerization in DNA involves energy trapping at the singlet level by a neighboring mercurated base, presumably adenine which has the largest red shift in its absorbance upon complexing with Hg/sup 2 +/. At 77 K, on the other hand, Hg/sup 2 +/ can completely quench the fluorescence of all the bases because of the longer singlet lifetimes. Consequently the quenching of the thymine phosphorescence occurs via triplet transfer, a result substantiated by acetophenone sensitization studies at room temperature.

  10. Synthesis of Novel Flavanone Derivatives and Their Anti Staphylococcus aureus Evaluation

    XU Qing-hui; LI Ji-zhen; HE Jiang-hua; ZHAO Xin; HUO Qi-sheng

    2013-01-01

    The authors synthesized two novel flavanones bearing iso-pentenyl side chain and evaluated their anti Staphylococcus aureus(S.aureus) activity.The target compounds 7a[2-5'-(l",2"-dimethylallyl)-2'-methoxy-4',5,7-tetrahydroxyflavanone] and 7b[2-5'-(l",2"-dimethylallyl)-3'-methoxy-4',5,7-tetrahydroxyflavanone] were synthesized respectively through total four steps starting from 2,4,6-trihydroxy acetophenone(3) and the corresponding iso-pentenyl substituted benzaldehyde(1),in which the 1,2-dimethyl-2-propenyl group had been introduced previously via abnormal Claisen rearrangement.The bioactivities of the two flavanones against S.aureus strains ATCC 25923,29213,and MRSA 252 were evaluated,showing the same minimum inhibitory concentration(MIC) value of 16 μg/mL.

  11. Synthesis, characterization and antiamoebic activity of chalcones bearing N-substituted ethanamine tail.

    Leeza Zaidi, Saadia; Mittal, Sonam; Rajala, Maitreyi S; Avecilla, Fernando; Husain, Mohammad; Azam, Amir

    2015-06-15

    A series of chalcones (4-21) possessing N-substituted ethanamine were synthesized by the aldol condensation reaction of 1-(4-(2-substituted ethoxy)phenyl)ethanones with different aldehydes preceded by the reaction of 2-chloro N-substituted ethanamine hydrochloride and 4-hydroxy acetophenone. The structure of all the synthesized compounds was elucidated by various spectral and X-ray diffraction studies. The compounds were screened against HM1: IMSS strain of Entamoeba histolytica and cytotoxicity was performed on A549 (non-small cell lung cancer cell line) cells by MTT assay. Out of eighteen compounds twelve showed better activity then the standard drug metronidazole. The compound 9, 14 and 19 showed good cell viability, hence were least toxic. PMID:26021707

  12. Synthesis and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing an aminosulphonyl pharmacophore.

    Abdellatif, Khaled R A; Abdelgawad, Mohamed A; Elshemy, Heba A H; Alsayed, Shahinda S R; Kamel, Gehan

    2015-11-01

    A novel series of 2-pyrazoline derivatives 13a-l was synthesized via aldol condensation of 4-substituted acetophenones with appropriately substituted aldehydes followed by cyclization of the formed chalcones with 4-hydrazinobenzenesulfonamide hydrochloride. The chemical structures of the target pyrazoline derivatives were proved by means of IR, (1)H NMR, (13)C NMR, mass spectroscopy and elemental analyses data. All the synthesized compounds were evaluated for their cyclooxygenase selectivity, anti-inflammatory and ulcerogenic liability. While compounds 13e, 13h and 13i showed moderate COX-2 selectivity in vitro and good anti-inflammatory activity in vivo, compound 13i showed the highest anti-inflammatory activity that is very close in potency to the reference drug (celecoxib) with better gastric profile than celecoxib. PMID:25904239

  13. Synthesis, characterization and catalytic oxidation properties of multi-wall carbon nanotubes with a covalently attached copper(II) salen complex

    Hydroxyl functionalized copper(II) Schiff-base, N,N'-bis(4-hydroxysalicylidene)-ethylene-1,2-diaminecopper(II), [Cu((OH)2-salen)], has been covalently anchored on modified MWCNTs. The new modified MWCNTs ([Cu((OH)2-salen)]-MWCNTs) have been characterized by TEM, thermal analysis, XRD, XPS, UV-vis, DRS, FT-IR spectroscopy and elemental analysis. The modified copper(II) MWCNTs solid was used to affect the catalytic oxidation of ethylbenzene with tert-butylhydroperoxide as the oxidant at 333 K. The system is truly heterogeneous (no leaching observed) and reusable (no decrease in activity) in three consecutive runs. Acetophenone was the major product though small amounts of o- and p-hydroxyacetophenones were also formed revealing that C-H bond activation takes place both at benzylic and aromatic ring carbon atoms. Ring hydroxylation was more over the 'neat' complexes than over the encapsulated complexes.

  14. Study of compounds emitted during thermo-oxidative decomposition of polyester fabrics

    Dzięcioł Małgorzata

    2016-03-01

    Full Text Available Compounds emitted during thermo-oxidative decomposition of three commercial polyester fabrics for indoor outfit and decorations (upholstery, curtains were studied. The experiments were carried out in a flow tubular furnace at 600°C in an air atmosphere. During decomposition process the complex mixtures of volatile and solid compounds were emitted. The main volatile products were carbon oxides, benzene, acetaldehyde, vinyl benzoate and acetophe-none. The emitted solid compounds consisted mainly of aromatic carboxylic acids and its derivatives, among which the greatest part took terephthalic acid, monovinyl terephthalate and benzoic acid. The small amounts of polycyclic aromatic hydrocarbons were also emitted. The emission profiles of the tested polyester fabrics were similar. The presence of toxic compounds indicates the possibility of serious hazard for people during fire.

  15. Hidrogenação eletrocatalítica de substratos orgânicos utilizando eletrodos modificados poliméricos contendo partículas de Ni/Pd e Ni/Pt Electrocatalytic hydrogenation of organic substrates on polymer modified electrodes embedding Ni/Pd and Ni/Pt particles

    Fabiana L. S. Purgato

    2009-01-01

    Full Text Available Novel modified electrodes bearing dispersed Pd and Pt particles have been prepared from poly (allyl ether of the p-benzenesulfonic acid films with incorporated nickel particles making use of galvanic displacement reactions. The SEM analysis of the new modified electrodes revealed efficient deposition of Pd but weak up-take of Pt. Electrocatalytic hydrogenation of several classes of organic substrates were carried out using the MEs Ni, Ni/Pd and Ni/Pt. The Ni/Pd ME showed to be the best of them for the hydrogenation of double, triple and carbonyl bonds. The complete hydrogenation of the aromatic rings for the well-adsorbed substrates acetophenone and benzophenone is noteworthy.

  16. Synthesis, characterization, thermal and electrical studies of poly schiff base chelates of VO(IV), MoO2(VI) and UO2(VI)

    Polychelates of VO (IV), MoO2 (VI) and UO2(VI) with Schiff base ligand 2,4 dihydoxy-5-acetyl acetophenone-1,4-diaminobutane (DHADAB) have been synthesized and characterized by elemental analysis, IR and electronic spectra, 1H-NMR spectra, magnetic susceptibility, electrical conductivity measurements and thermogravimetric analysis. An octahedral geometry has been assigned to MoO2(VI) and UO2(VI) complexes while square pyramidal geometry for VO(IV) complexes. The thermal behaviour of the chelates was studied and kinetic parameters were determined by Coats-Redfern method and suggest more ordered activated state in complex formation. The solid state electrical conductivity of the ligand and its polychelates have been studied and it increases with increasing the temperature indicates their semiconducting behaviour. (author)

  17. Synthesis, crystal growth and studies on non-linear optical property of new chalcones

    Sarojini, B. K.; Narayana, B.; Ashalatha, B. V.; Indira, J.; Lobo, K. G.

    2006-09-01

    The synthesis, crystal growth and non-linear optical (NLO) property of new chalcone derivatives are reported. 4-Propyloxy and 4-butoxy benzaldehydes were made to under go Claisen-Schmidt condensation with 4-methoxy, 4-nitro and 4-phenoxy acetophenones to form corresponding chalcones. The newly synthesized compounds were characterized by analytical and spectral data. The Second harmonic generation (SHG) efficiency of these compounds was measured by powder technique using Nd:YAG laser. Among tested compounds three chalcones showed NLO property. The chalcone 1-(4-methoxyphenyl)-3-(4-propyloxy phenyl)-2-propen-1-one exhibited SHG conversion efficiency 2.7 times that of urea. The bulk crystal of 1-(4-methoxyphenyl)-3-(4-butoxyphenyl)-2-propen-1-one (crystal size 65×28×15 mm 3) was grown by slow-evaporation technique from acetone. Microhardness of the crystal was tested by Vicker's microhardness method.

  18. New bispyrazoline derivatives built around aliphatic chains: Synthesis, characterization and antimicrobial studies

    Mohamad Yusuf; Payal Jain

    2013-01-01

    The bispyrazolines 3a-3h built around the alkyl chains of varying lengths have been synthesized from the cyclization reactions of bischalcones with phenyl hydrazine. The bischalcones 2a-2h were obtained from the Claisen-Schmidt reactions of acetophenone with various bisaldehydes 1a-1h. The intermediate bischalcones and final bisheterocyclic compounds have been characterized by means of IR, 1H-NMR, 13C-NMR, Mass (ESI) and elemental analysis. The antibacterial and antifungal activities of the synthesized compounds were also evaluated against the Klubsellia pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Bacillius subtilis and Aspergillius janus, Aspergillus niger and Pencillium glabrum, respectively. The antimicrobial behaviour of the bispyrazolines 3a-3h is found to be dependent on the length of internal spacer unit.

  19. Combinatorial synthesis, lead identification, and antitumor study of a chalcone-based positional-scanning library.

    Ullah, Ahsan; Ansari, Farzana Latif; Nazir, Samina; Mirza, Bushra

    2007-02-01

    A 175-member chalcone library was designed and synthesized from seven differently substituted acetophenones (A(1)-A(7)) and 25 differently substituted aryl or heteroaryl aldehydes (B(1)-B(25)). Potential lead compounds were identified by deconvolution of a two-dimensional library matrix via positional scanning, and the members of the most-active sub-libraries were synthesized and screened against crown-gall tumors with the aid of the potato-disc assay. The resulting hits gave rise to significant antitumor activities, with no antibacterial effect on the tumor-producing bacterium Agrobacterium tumefaciens. Two identified lead structures, (2E)-3-(2-chlorophenyl)-1-phenylprop-2-en-1-one (A(1)B(9)) and the hydroxy analogue (2E)-3-(2-chlorophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (A(2)B(9)), are promising candidates to be developed into highly effective anticancer chemotherapeutics. PMID:17311221

  20. Anti-bacterial and anti-leishmanial studies of 4, 6-diarylpyrimidin-2-amines

    Seven new chalcones along with nine already reported ones were synthesized from aryl aldehydes and substituted acetophenones by Claisen-Schmidt condensation. Each chalcone was treated with guanidine hydrochloride followed by oxidation with H/sub 2/O/sub 2/ which yielded substituted 4, 6-diarylpyrimidin-2-amines with good to excellent yields. The titled compounds were characterized by spectroscopic techniques (NMR, IR, MS) and elemental analysis. All the compounds were screened for the first time for anti-bacterial and anti-leishmanial activities which exhibited marked biological activity. Compound 4 showed significant activity against E. coli and S. aureus. Compounds 7, 8, 10, 12, 15 and 16 exhibited IC/sub 50/ values comparable to the standard drug Amphotericin B in anti-leishmanial studies. (author)

  1. Synthesis, characterization, theoretical, anti-bacterial and molecular docking studies of quinoline based chalcones as a DNA gyrase inhibitor.

    Abdullah, Muhammad Imran; Mahmood, Asif; Madni, Murtaza; Masood, Sara; Kashif, Muhammad

    2014-06-01

    A series of fourteen (A1-A14) new qunioline based chalcones were synthesized by condensing 2,7-dichloro-8-methyl-3-formyl quinoline with acetophenone and acetylthiophenes, and subsequently characterized by IR, NMR and Mass spectroscopy. All the compounds were screened for antibacterial activities and found potentially active antibacterial agents. Bioassay, theoretical and dockings studies with DNA gyrase (the enzyme required for super coiling of DNA of bacteria) results showed that the type and positions of the substituents seemed to be critical for their antibacterial activities. The bromo and chloro substituted chalcone displayed high anti-bacterial activity. The A4 and A6 showed high interaction with DNA gyrase, contributing high free binding energy (ΔG -8.18 and -8.88 kcal). PMID:24747187

  2. New observation on a class of old reactions:Chemoselectivity for the solvent-free reaction of aromatic aldehydes with alkylketones catalyzed by a double-component inorganic base system

    2010-01-01

    Solvent-free reactions of aromatic aldehydes with three representative ketones,including acetophenone,acetone and cyclohexanone,have been examined under the catalysis of a low-cost inorganic base system consisting of NaOH and K2CO3.It was found that the chemoselectivity of the reactions is in close relationship with the composition of the reactants and the doublecomponent catalyst.Under the optimized experimental conditions,1,2,3,4,5-pentasubstituted cyclohexanols,α,β-unsaturated ketones and Claisen-Schmidt bicondensation products were obtained in high yields.Two Kostanecki’s triketones were separated,The composition and structure were affirmed by X-ray crystallographic analysis.

  3. Surface coating of jeungjing wood (Paraserianthes Falcataria (L) NIELSEN) with acrylate resins by using radiation technique

    An experiment on surface coating with acrylate resins has been done by using radiation technique to improve the quality and added value of jeunjing wood (Paraserianthes Falcataria (L) NIELSEN). Doses used in Electron Beam (BE) radiation were 20, 40, and 60 kGy. Epoxy acrylate and ester acrylate resins were used as coating materials after added with tripropylene glycol diacylate (TPGDA) monomer, 2,2-dimethyl-2hidroxy acetophenone (Darocur 1173) photoinitiator and talc as base coat. Top coat consists of este acrylate Setacure AM 548, after added with titanium dioxide OK 412 as additive respectively. Titanium dioxides in the mixture were varied at the concentration level of 0, 2, 4 and 6 % by weight. Conventional coating as comparison was carried out by using varnish as coating material. The results showed that the properties of film on jeunjing wood by EB curing are better than that of conventional one. (authors)

  4. Volumetric, viscometric and optical study of molecular interactions in binary mixtures of diethyl malonate with ketones at 303.15, 308.15 and 313.15K

    Rathnam Manapragada V.

    2012-01-01

    Full Text Available Density ρ, viscosity η, and refractive index nD were measured for the binary mixtures of diethyl malonate with ketones (acetophenone, cyclopentanone, cyclohexanone and 3-pentanone at temperatures (303.15, 308.15 and 313.15 K over the entire composition range. Excess volume VE, deviation in viscosity Δη, excess Gibb’s free energy of activation for viscous flow ΔGE and deviation in molar refraction ÄR were determined from the experimental data and computed results were fitted to the Redlich-Kister polynomial equation. The values of VE, Δη, ΔGE, and ΔR were plotted against the mole fraction of diethyl malonate. The observed positive and negative values of excess parameters for all the studied binary mixtures were explained on the basis of intermolecular interactions present in these mixtures. Further different empirical relations were used to correlate the binary mixture viscosities and refractive indices.

  5. A theoretical HSAB study of the acidity of carbon acids CH3Z

    Rezende Marcos C.

    2001-01-01

    Full Text Available The gas-phase acidity of nine carbon acids of the form CH3Z (nitromethane, acetophenone, dimethylsulfone, acetaldehyde, butanone, acetone, methyl acetate, acetonitrile and dimethylsulfoxide was investigated, in the search of correlations with global and local HSAB properties, calculated at the 3-21G, 6-31G* and 6-31+G(3df,2p levels. A reasonable correlation was obtained with the calculated ionization energies. Based on the obtained correlation, the gas-phase acidity of methyl thioacetate was estimated (deltaG°= 1476 kJ mol-1 as close to that of the most acidic member of the series, nitromethane. The nucleophilic Fukui functions of the hard and soft anionic centers in each base - CH2Z stabilized by direct conjugation were calculated, following two different approaches, and their ratios utilized to interpret the shifts in acidity when the acids are transferred from gas-phase to aqueous solution.

  6. Proficient Procedure for Preparation of Quinoline Derivatives Catalyzed by NbCl5 in Glycerol as Green Solvent

    Mohammad Ali Nasseri

    2015-01-01

    Full Text Available Quinolines, an important class of potentially bioactive compounds, have been synthesized by treatment of o-aminoaryl ketones and carbonyl compound utilizing niobium (V chloride (NbCl5 as an available and inexpensive catalyst. The quinoline derivatives were prepared in glycerol, an excellent solvent in terms of environmental impact, with high yields (76–98% and short reaction times (20–90 min. Not only diketones but also ketones afforded the desired products in good to excellent yields. The reaction time of 2-amino-5-chlorobenzophenone and dicarbonyl compounds was longer than that of 2-aminobenzophenone. The reaction of cyclic diketones took place faster than open chain analogues. These reactions also proceeded with acetophenone derivatives. In these cases the reaction times are longer.

  7. Application of gas-liquid chromatography to the analysis of essential oils. Part XVII. Fingerprinting of essential oils by temperature-programmed gas-liquid chromatography using capillary columns with non-polar stationary phases. Analytical methods committee.

    1997-10-01

    Problems in obtaining reproducible results when 'fingerprinting' essential oils by temperature-programmed gas-liquid chromatography have been reported on in Parts VII and VIII of this series. Those reports were concerned with the general problems and the use of packed columns. This report is concerned with the use of capillary columns and non-polar stationary phases. A collaborative study using capillary columns with non-polar stationary phases has resulted in a method which specifies the 'g-pack value' of a column and gives reproducible relative retention indices for the test compounds limonene, acetophenone, linalol, naphthalene, linalyl acetate and cinnamyl alcohol. The method has been applied successfully to the examination of oil of rosemary. A recommended method is given for the reproducible temperature-programmed gas-liquid chromatographic fingerprinting of essential oils using capillary columns with non-polar stationary phases. PMID:9463975

  8. New Multi-1,2,3-Selenadiazole Aromatic Derivatives

    S. Ratrout

    2005-09-01

    Full Text Available The aromatic polyketones 3a-d are versatile compounds for the synthesis of the multi-1,2,3-selenadiazole aromatic derivatives 1a-d. The preparation starts with the reaction between the multi-bromomethylene benzene derivatives 2a-d and 4-hydroxy- acetophenone to give compounds 3a-d which are transformed through the reaction with semicarbazide hydrochloride or ethyl hydrazine carboxylate into the corresponding semicarbazones derivatives 4a-d or hydrazones 5a-d. The reaction with selenium dioxide leads to regiospecific ring closure of semicarbazones or hydrazones to give the multi- 1,2,3-selenadiazole aromatic derivatives in high yield.

  9. MFI-type (ZSM-5) zeolite-filled TiO{sub 2} nanotubes for enhanced photocatalytic activity

    Paramasivam, I; Schmuki, P [Department of Materials Science, WW4-LKO, University of Erlangen-Nuremberg, Martensstrasse 7, D-91058 Erlangen (Germany); Avhale, A; Inayat, A; Boesmann, A; Schwieger, W [Department of Chemical Reaction Engineering, University of Erlangen-Nuremberg, Egerlandstrasse 3, D-91058 Erlangen (Germany)], E-mail: schmuki@ww.uni-erlangen.de

    2009-06-03

    The present work demonstrates enhanced photocatalytic activity for zeolite-filled TiO{sub 2} nanotubes. ZSM-5 zeolite nanocrystals were grown on and into a TiO{sub 2} nanotubular skeleton (TiNT/ZSM-5) by multi-step hydrothermal synthesis consisting of in situ seeding and multiple in situ crystallization (MISC). The resulting zeolite nanocrystals were in the range of a few nanometers and they adhere well to the nanotubular inner walls. After crystallization, the photocatalytic activity of this zeolite-filled nanotube catalyst system was compared with neat anatase TiO{sub 2} nanotube (TiNT) and with calcined ZSM-5 powder. The results show for TiNT/ZSM-5 a highly enhanced efficiency for the decomposition of acetophenone (used as an aromatic model organic pollutant)

  10. Catalytic synthesis of key intermediates of β-receptor agonist -chiral α-halo secondary alcohols by CBS catalysts%CBS催化合成β-受体激动剂关键中间体——手性α-卤代仲醇

    肖鸽; 卓广澜

    2011-01-01

    A series of chiral α-halo secondary alcohols, the key intermediates of D-receptor agonists, was obtained via asymmetric reduction of α-halo-acetophenone derivatives catalyzed by Corey-Bakshi-Shibata (CBS) catalyst (R/S)-α,ct-diphenyl-2-pyrrolidinemethanol and their yield and optical purity were better.%用CBS催化剂中的R/S-α,α-二苯基脯氨醇为催化剂不对称还原α-卤代苯乙酮衍生物,得到系列手性α-卤代仲醇--β-受体激动剂关键中间体,反应具有较好的收率,产物光学纯度高.

  11. Synthesis, characterization and catalytic oxidation properties of multi-wall carbon nanotubes with a covalently attached copper(II) salen complex

    Salavati-Niasari, Masoud, E-mail: salavati@kashanu.ac.ir [Institute of Nano Science and Nano Technology, University of Kashan, Kashan, P.O. Box 87317-51167 (Iran, Islamic Republic of); Department of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167 (Iran, Islamic Republic of); Bazarganipour, Mehdi [Department of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167 (Iran, Islamic Republic of)

    2009-06-15

    Hydroxyl functionalized copper(II) Schiff-base, N,N'-bis(4-hydroxysalicylidene)-ethylene-1,2-diaminecopper(II), [Cu((OH){sub 2}-salen)], has been covalently anchored on modified MWCNTs. The new modified MWCNTs ([Cu((OH){sub 2}-salen)]-MWCNTs) have been characterized by TEM, thermal analysis, XRD, XPS, UV-vis, DRS, FT-IR spectroscopy and elemental analysis. The modified copper(II) MWCNTs solid was used to affect the catalytic oxidation of ethylbenzene with tert-butylhydroperoxide as the oxidant at 333 K. The system is truly heterogeneous (no leaching observed) and reusable (no decrease in activity) in three consecutive runs. Acetophenone was the major product though small amounts of o- and p-hydroxyacetophenones were also formed revealing that C-H bond activation takes place both at benzylic and aromatic ring carbon atoms. Ring hydroxylation was more over the 'neat' complexes than over the encapsulated complexes.

  12. Deoximation Reaction in Room Temperature Ionic Liquids under Mild Conditions%Deoximation Reaction in Room Temperature Ionic Liquids under Mild Conditions

    Zhang, Xiaoxia; Lu, Bin; Wang, Xiaoguang; Zhao, Jingxiang; Cai, Qinghai

    2011-01-01

    Deoximation in metal chloride ionic liquids based on 1-alkyl-3-methylimidazolium and triethylene ammonium cations, such as AmimBr(Cl)-MClx (A=ethyl, butyl, benzyl; M=Al, Fe, Cu, Sn and Zn; x=2, 3) and Et3NHCl-FeCl3 were investigated under mild conditions. Ferrate chloride ionic liquid was proved to be an effective catalyst for deoximation of cyclohexanone oxime, exhibiting high conversion of oximes and selectivity to cyclo- hexanone. Good performance for the deoximation of other oximes such as salicylald oxime, acetone oxime, benzo- phenone oxime, 4-nitrobenzald oxime, acetophenone oxime, 2-chlorobenzaldehyde oxime, Acetald oxime, 2-butanone oxime and (1R)-camphor oxime was also achieved with bmimBr-FeCl3 as catalyst and solvent. The de- oximation was determined to carry out via acid-catalytic hydrolysis and the reaction mechanism was proposed.

  13. Progress in the Synthesis of 4 -Trifluoromethylphenyl Acetic Acid%对三氟甲基苯乙酸的合成研究进展

    邓绍平; 陈洁

    2012-01-01

    Research progress on the synthesis method of 4 -trifluoromethylphenyl acetic acid and its application as pharmaceutical intermediate in the synthesis of pharmaceuticals were described. The methods including 4 -trifluoromethyl beryl chloride, 4 -trifluoromethyl acetophenone, diethyl malonate and 4 - trifluoromethyl aniline were reviewed and summarized.%叙述了对三氟甲基苯乙酸合成方法的研究进展,及其作为医药中间体在药物合成中的应用。将对三氟甲基氯苄法、对三氟甲基苯乙酮法、丙二酸二乙酯法、对三氟甲基苯胺法合成对三氟甲基苯乙酸进行了概括总结。

  14. Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

    Khodabakhsh NIKNAM; Abbas JAMALI; Marzieh TAJADDOD; Abdollah DERIS

    2012-01-01

    A simple and efficient procedure for the preparation of silica-bound N-propyl triethylenetetramine sulfamic acid (SBPTETSA) by the reaction of silica-bound N-propyl triethylenetetramine (SBPTET) with chlorosulfonic acid in chloroform is described.Silica-bound N-propyl triethylenetetramine sulfamic acid was employed as a recyclable catalyst for the synthesis of 2-amino-4,6-diarylnicotinonitriles from the multi-component reaction of an acetophenone derivative,an aromatic aldehyde,malononitrile,and ammonium acetate under solvent-free conditions at 100 ℃.The heterogeneous catalyst was recycled for five consecutive runs in the optimized multi-component reaction of 4-chloroacetophenone,4-chloroenzaldehyde,malononitrile,and ammonium acetate without significant loses to its catalytic activity.

  15. 苯甲酰甲酸甲酯的合成%Synthesis of Methyl Phenylglyoxylate

    徐大国; 肖竹钱; 蒋成君

    2014-01-01

    The synthesis of methyl phenylglyoxylate was studied. Using acetophenone as the starting material, methyl phenylglyoxylate was got through nitrous acid oxidation, esterfication with anhydrous ethanol by strong-acid cation exchange resin with the yield of 65.85%. The products structures were characterized by 1H-NMR and MS.%研究了苯甲酰甲酸甲酯的制备方法。以苯乙酮为原料,亚硝酸氧化生成苯甲酰甲酸,强酸性阳离子交换树脂催化酯化合成苯甲酰甲酸甲酯,总收率为65.85%。产物结构经核磁共振氢谱、质谱确证。

  16. Synthesis and antimicrobial activity of novel Indol compounds containing 2-azitidinones and 1,3,4 oxadiazoles

    J. Sreeramulu

    2014-06-01

    Full Text Available New novel derivatives of 4-(3-(1-((4-acetyl-5-methyl-5-(p-substituted phenyl-4,5-dihydro-1,3,4-oxadiazol-2-ylmethyl-5-chloro-1H-indol-3-yl-1-(pyridin-4-yl-1H-pyrazol-4-yl-3-chloro-1-(4 substituted phenylazetidin-2-one (5a-g were prepared by the condensation of acetohydrazide (4a-g with acetic anhydride. The compound 4(a-g was obtained by the reaction of (3 with 4-substituted acetophenone in the presence of glacial aceticacid. The synthon (3 was obtained by the reaction of compound(2 with hydrazine hydrate in ethanol. The compound (2 was obtained by the reaction of (1H-indol-1-ylacetate(1 with monochloroacetyl chloride in the presence of triethylamine in dioxane. The structure of the newly synthesized compounds were charecterized by IR, NMR, Mass and elemental analysis.

  17. Cobalt Nanoparticles Promoted Highly Efficient One Pot Four-Component Synthesis of 1,4-Dihydropyridines under Solvent-Free Conditions%Cobalt Nanoparticles Promoted Highly Efficient One Pot Four-Component Synthesis of1,4-Dihydropyridines under Solvent-Free Conditions

    Javad SAFARI; Sayed Hossein BANITABA; Shiva DEHGHAN KHALILI

    2011-01-01

    A straightforward and general method has been developed for the synthesis of Cs-unsubstitiuted 1,4-dihydropyridines by a reaction using dimedone,acetophenone,aromatic aldehydes,and ammonium acetate in the presence of a catalytic amount of Co nanoparticles as a heterogeneous and eco-friendly catalyst with high catalytic activity at room temperature under solvent-free conditions.This catalyst is easily separated by magnetic devices and can be reused without any apparent loss of activity for the reaction.In addition,it is very interesting that when using Co nanoparticles as a catalyst,spatially-hindered aldehydes such as 2-methoxy-,2-fluoro-,and 2-chloro-aldehydes are suitable for this reaction.

  18. Synthesis of (±-Pisonivanone and Other Analogs as Potent Antituberculosis Agents

    A. Vasu Babu

    2013-01-01

    Full Text Available A new class of alkylated chalcones and flavanones was synthesised and screened for antituberculosis, antixoidant, and cytotoxic activities. The desired compounds were synthesised using methyl substituted 2-hydroxyacetophenone as a key intermediate. The acetophenone derivative having methyl substitution was prepared in turn from methtylated phloroglucinol by formylation (by Vilsmeier-Haack reaction, followed by reduction with Wolf-Kishnner approach, and finally acetylation was involved. Among 17 compounds, compound 5 and compound 4a inhibited M. tuberculosis at minimum inhibitory concentration (MIC in the range between 25 μg/mL and 50 μg/mL. The remaining other 15 compounds also potently inhibited M. tuberculosis at MIC in range between 50 μg/mL and 100 μg/mL. Some of these compounds also showed moderate antioxidant and cytotoxic activities.

  19. Physical studies on the binding of cis-dichlorodiamine platinum(II) to DNA and homopolynucleotides. [UV radiation, /sup 195/Pt tracer techniques

    Munchausen, L.L.; Rahn, R.O.

    1975-01-01

    The amount of cis-dichlorodiamine platinum(II) bound to DNAs of varying (dA + dT) content was assayed by both ultraviolet absorbance spectrophotometry and the use of the radioisotope /sup 195/Pt. Radioisotope labeling indicates twice as much bound platinum as do optical measurements. The molar ratio of bound platinum r at saturation is approximately half the sum of the nearest-neighbor frequencies of all base-pairs that do not contain thymine. We therefore conclude that platinum does not bind to thymine in DNA. Chomatographic studies with (/sup 14/C) purine-labeled DNA indicate preferential binding of platinum to guanine, followed by binding to adenine. The luminescence properties of DNA and of homopolynucleotides are strongly affected by bound platinum as a result of a heavy-atom effect. A plot of the fluorescence-to-phosphorescence ratio as a function of r gives a saturation bind curve similar to that obtained using /sup 195/Pt. Ultraviolet irradiation of DNA treated with the platinum compound results in a 30 percent increase in the rate of formation of thymine homocyclobutadipyrimidine. When acetophenone sensitization is employed, platinum binding enhances cytosine homocyclobutadipyrimidine formation 10-fold, presumably because the triplet level of cytosine complexed with platinum is lowered below that of acetophenone. The viscosity of DNA decreases sharply upon binding platinum, with half the change occurring when less than 6 percent of the bases are complexed. From the rate of reaction with formaldehyde, we conclude that binding of the platinum compound to DNA induced small denatured regions that unwind in the presence of formaldehyde with a rate about 40 times slower than that of a single-strand chain break.

  20. Comprehensive chemical profiling of guizhi fuling capsule by the combined use of gas chromatography-mass spectrometry with a deconvolution software and rapid-resolution liquid chromatography quadrupole time-of-flight tandem mass spectrometry.

    Wang, Ya-Qiong; Qi, Lian-Wen; Aa, Jiye; Wang, Guang-Ji; Gao, Wen; Cheng, Shu-Jie; Wang, Zhen-Zhong; Xiao, Wei; Li, Ping

    2012-10-01

    Herbal formulations are complex natural mixtures. Researchers usually tend to focus more on analysis of nonvolatile components but pay less attention to volatile compounds. In this study, an analytical strategy combining two approaches was established for comprehensive analysis of herbal formulations. Guizhi Fuling capsule (GFC), a drug approved by the FDA to enter phase II clinical trial for treatment of primary dysmenorrhea, was taken as a case for analysis. Gas chromatography-mass spectrometry (GC-MS) with automated mass spectral deconvolution and identification system (AMDIS) led to rapid identification of 48 volatile components including four acetophenones, three fatty acid esters, 13 phenylpropanoids and 19 sesquiterpenes. Most of them were found from Guizhi. The volatile oils of Guizhi have been proved to exhibit many pharmacological activities. This is helpful in understanding the pharmacological mechanism of GFC. Furthermore, AMDIS turned out to be efficient and reliable for analysis of complex herbal formulations. Rapid-resolution liquid chromatography (RRLC) coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (ESI-Q-TOF MS/MS) allowed the identification of 70 nonvolatile components including six acetophenones, 12 galloyl glucoses, 31 monoterpene glycosides, three phenols and 12 triterpene acids. Fragmentation behaviors of assigned components, especially triterpene acids, which are hard to identify by low-resolution MS, were first investigated by TOF MS/MS. Characteristic ions and typical loss of assigned triterpene acids were summarized. Combinatorial use of GC-MS-AMDIS and RRLC-ESI-Q-TOF MS/MS could be of great help in global qualitative analysis of GFC, as well as other herbal products. PMID:22297903

  1. 4-氨基苯甲酸的合成工艺研究%Synthesis techniques of 4-amino benzoic acid

    周石洋; 陈玲; 冯豫川

    2013-01-01

    以苯胺为原料,经酰基化、溴仿两步反应合成得到了目标产物,并采用IR、1HNMR和13CNMR对产物结构进行了表征.探讨了酰基化反应时催化剂AlCl3用量、反应温度及反应时间对4-氨基苯乙酮产率的影响,以及溴仿反应中反应温度、反应时间和滴加4-氨基苯乙酮速率对产物产率的影响.在最佳合成条件下,标题化合物的产率可达94.0%.本合成方法降低了工艺要求,减少合成步骤,提高了产率.%With aniline as raw material,through acylation,bromoform reactions,the target compound 4-amino benzoic acid was synthesized and confirmed by IR,1HNMR and 13CNMR.In the acylation reaction,the influence of dosage of catalyst AlCl3,reaction temperature and reaction time on the yield of intermediate 4-amino acetophenone was investigated.In the iodoformation reaction,the influence of reaction temperature,reaction time and adding rate of 4-amino acetophenone on the yield of 4-amino benzoic acid was investigated.Under the optimal conditions,the yield of 4-amino benzoic acid was 94.0%.This synthetic method has reduced process requirement and synthetic steps to improve the yield.

  2. 芳酰腙配体与Ni(Ⅱ)和Co(Ⅱ)配合物的水热合成与晶体结构%Hydrothermal Synthesis and Crystal Structure of Ni(Ⅱ) and Co(Ⅱ) Complexes with Hydrazone Ligand

    郑长征; 王亮; 刘娟

    2012-01-01

    A new bidentate ON hydrazone ligand,has been designed and synthesized by benzylidene acetophenone with benzoyl hydrazine (Hbabh).Two coordination compounds,namely [M(babh)2(py)2] (M=Ni,1;Co,2; Hbabh=benzylidene acetophenone benzoyl hydrazone,py=pyridine),have been hydrothermally synthesized and characterized by analytical,IR,TG analysis and single-crystal X-ray diffraction measurements.The two compounds crystallize in the Monoclinic space group P21/n.A view of 2D sheet structure in 1 and 2 are packed alongside with each other through weak C-H...π interactions.CCDC:819582,1; 819583,2.%由苯亚甲基苯乙酮和苯甲酰肼合成一种新型双齿(O、N)酰腙配体(苯亚甲基苯乙酮苯甲酰腙).由水热法合成了两种配合物[M(babh)2(py)2](M=Ni,1;Co,2;Hbabh=苯亚甲基苯乙酮苯甲酰腙,py=吡啶),并用元素分析、红外、热重及X-射线单晶衍射对其进行了表征.晶体结构分析结果表明:两个化合物均属单斜晶系,空间群均是P21/n.化合物1和2通过分子间弱的C-H…π堆积形成二维片状超分子层.

  3. 4-氨基苯甲酸的合成工艺研究%Study on the synthesis of 4-amino benzoic acid

    周石洋; 陈玲; 冯豫川

    2013-01-01

    以苯胺为原料,经酰基化、碘仿两步反应合成得到了目标产物4-氨基苯甲酸,并采用IR、1H NMR和13C NMR对产物结构进行了表征.探讨了酰基化反应时催化剂AlCl3用量、反应温度和反应时间对4-氨基苯乙酮产率的影响,以及碘仿反应中反应温度、反应时间和滴加4-氨基苯乙酮速率对产物产率的影响.在最佳合成条件下,4-氨基苯甲酸的产率可达94.0%.%The target compound 4-amino benzoic acid was synthesized through acylation and iodoformation reactions with aniline as raw material.It was characterized by IR,1 H NMR and 13C NMR techniques.The influences of dosage of catalyst AlCl3,reaction temperature and reaction time on the yield of intermediate 4-amino acetophenone were investigated in the acylation reaction.The effects of reaction temperature,reaction time and dropwise rate of 4-amino acetophenone on the yield of 4-amino benzoic acid were studied in the iodoformation reaction process.The yield of 4-amino benzoic acid was 94.0% under the optimal conditions.

  4. 杀菌剂噁醚唑合成工艺研究%Technical Study on Synthesis of Fungicide Difenoconazole

    李敬; 柴凤兰; 董玉涛

    2011-01-01

    Technology on synthesis of fungicide difenoconazole was researched.Difenoconazole was prepared with 2-chloro-4-(4-chlorophenoxy)acetophenone as raw material by ketal cyclization,bromo-reaction,nucleophilic substitution reaction and purification.The each reaction conditions were optimized.The total yield of difenoconazole was more than 83% with purity of 98% when the molar ratio of 2-chloro-4-(4-chlorophenoxy)acetophenone and 1,2-propanediol was 1:1.35,the molar ratio of ketal and bromine was 1:1.30,the molar ratio of bromo-ketal and 1,2,4-triazolylsodium was 1:1.25,meanwhile,the temperature for condensation reaction was 140 ℃.%研究了杀菌剂噁醚唑的合成工艺。以苯醚酮为起始原料,经缩酮环化反应、溴代反应、亲核取代反应和粗品精制制得噁醚唑纯品。对各步反应的工艺条件进行优化改进,实验表明,当苯醚酮与1,2-丙二醇的摩尔比为1∶1.35,缩酮与溴的摩尔比为1∶1.30,溴代缩酮与1,2,4-三唑钠的摩尔比为1∶1.25,缩合温度为140℃时,噁醚唑总收率可以高达83%以上,产品纯度达到98%。

  5. Study on the synthesis and performance evaluation of a kind of acidizing corrosion inhibitor%一种酸化缓蚀剂的合成及性能研究

    孙天祥; 李丛妮; 李浩; 杨俊伟

    2011-01-01

    以甲醛、乙二胺、苯乙酮为反应主要原料,利用Mannich反应合成了曼尼希碱缓蚀剂.最佳合成条件:反应温度50℃,反应时间12 h,pH值为4,苯乙酮、甲醛、乙二胺物质的量比为2∶4∶1.用静态失重法对其缓蚀性能进行了综合评价.结果表明,在90℃、15%的盐酸中加入1%的缓蚀剂,N-80钢片的腐蚀速率可以达到2.473 g/(m2·h),具有良好的缓蚀性能.%A new acidizing corrosion inhibitor was synthesized by Mannich reaction with formaldehyde, ethylenediamine and acetophenone as the raw materials. The optimal synthetic conditions were found as follows:reaction temperature 50 *C ,the reaction time 12 h,pH value 4.0,molar ratio of acetophenone, formaldehyde and ethylenediamine 2^4:1. The performance of corrosion inhibitor was evaluated by zero-gravity test. The results indicated that at 90 X. ,20% HC1 with 1.0% corrosion inhibitor, the corrosion rate was 2.473 g/(m2 ? H) ,the inhibition efficiency was the best.

  6. 一锅法合成5,6-二苯基-4-对甲苯基-3,4-二氢嘧啶-2-酮工艺研究%Study of synthesis technology of 5,6-diphenyl-4-p-tolyl-3,4-dihydropyrimidin-2 (1H)-ketone by one-pot method

    闫杏丽; 陈天云

    2013-01-01

    In the presence of a catalyst,5,6-diphenyl-4-p-tolyl-3,4-dihydropyrimidin-2 (1H)-ketone were synthetized by acetophenone,p-methylbenzaldehyde and carbamide which were used as raw materials.The experimental results showed that when the molar ratio of acetophenone,p-methylbenzaldehyde and carbamide was 1 ∶ 1.15 ∶ 1.1,the reaction temperture was 80 ℃,the reaction time was 2.0 h,and the amount of substance of NaOC2H5 used as the catalyst is 0.001 mol,the product yield could reach 96%.The structure of the product was confirmed by FT-IR and 1HNMR.%文章以二苯乙酮、对甲基苯甲醛和尿素为原料,在催化剂的作用下合成了5,6-二苯基-4-对甲苯基-3,4-二氢嘧啶-2-酮.通过实验确定了反应的较佳工艺参数如下:二苯乙酮、对甲基苯甲醛、尿素的摩尔比为1∶1.15∶1.1,反应温度为80℃,反应时间为2.0h,催化剂选用NaOC2 H5,其用量为0.001 mol,在该工艺条件下,产物的收率达到了96%.采用FT-IR和1HNMR对目标化合物的结构进行了表征.

  7. New phosphine-diamine and phosphine-amino-alcohol tridentate ligands for ruthenium catalysed enantioselective hydrogenation of ketones and a concise lactone synthesis enabled by asymmetric reduction of cyano-ketones

    Fuentes José A

    2012-12-01

    Full Text Available Abstract Enantioselective hydrogenation of ketones is a key reaction in organic chemistry. In the past, we have attempted to deal with some unsolved challenges in this arena by introducing chiral tridentate phosphine-diamine/Ru catalysts. New catalysts and new applications are presented here, including the synthesis of phosphine-amino-alcohol P,N,OH ligands derived from (R,S-1-amino-2-indanol, (S,S-1-amino-2-indanol and a new chiral P,N,N ligand derived from (R,R-1,2-diphenylethylenediamine. Ruthenium pre-catalysts of type [RuCl2(L(DMSO] were isolated and then examined in the hydrogenation of ketones. While the new P,N,OH ligand based catalysts are poor, the new P,N,N system gives up to 98% e.e. on substrates that do not react at all with most catalysts. A preliminary attempt at realising a new delta lactone synthesis by organocatalytic Michael addition between acetophenone and acrylonitrile, followed by asymmetric hydrogenation of the nitrile functionalised ketone is challenging in part due to the Michael addition chemistry, but also since Noyori pressure hydrogenation catalysts gave massively reduced reactivity relative to their performance for other acetophenone derivatives. The Ru phosphine-diamine system allowed quantitative conversion and around 50% e.e. The product can be converted into a delta lactone by treatment with KOH with complete retention of enantiomeric excess. This approach potentially offers access to this class of chiral molecules in three steps from the extremely cheap building blocks acrylonitrile and methyl-ketones; we encourage researchers to improve on our efforts in this potentially useful but currently flawed process.

  8. 对碘苄基三甲基氯化铵催化合成α-羟基酮%A Convenient Preparation of α-hydroxy Ketones Using 1-(4-iodophenyl)-N,N,N-trimethylmethanaminium Chloride as Catalyst

    陈成群; 游名花; 陈红

    2014-01-01

    Exposure of ketones to oxone/( CF3 CO) 2 O in the presence of a catalytic amount of 1-(4-iodophenyl )-N, N, N -trimethylmethanaminium chloride afforded α-hydroxy ketones in good yield.Compared oxidation of acetophenone under various conditions , exposure of acetophenone to oxone/(CF3CO)2O 80 ℃ for 10 h afforded α-hydroxyacetophenone in good yield.A series of α-hydroxy Ketones were synthesized.It provides an effective and economical entry for installation of α-hydroxy moieties into ketones , which should find wide applications in the construction of α-hydroxy ketone subunit in natural product synthesis.%在催化量的对碘苄基三甲基氯化铵催化下,使用oxone/( CF3 CO)2 O做为最终氧化剂,将酮氧化成了α-羟基酮,并取得了较好的收率。我们对比了不同的反应条件,我们发现使用oxone/( CF3 CO)2 O在80℃下反应10 h,可以得到α-羟基苯乙酮较好的收率,并合成了一系列的α-羟基酮。这为合成α-羟基酮提供了一种有效、经济的方法,在含有α-羟基酮的天然产物合成中有广泛的应用。

  9. Solvent-controlled synthesis of tetranuclear cage-like copper(II) silsesquioxanes. Remarkable features of the cage structures and their high catalytic activity in oxidation with peroxides.

    Dronova, Marina S; Bilyachenko, Alexey N; Yalymov, Alexey I; Kozlov, Yuriy N; Shul'pina, Lidia S; Korlyukov, Alexander A; Arkhipov, Dmitry E; Levitsky, Mikhail M; Shubina, Elena S; Shul'pin, Georgiy B

    2014-01-14

    Two principally different in their molecular architecture isomeric tetranuclear copper(ii) silsesquioxanes, "Globule"-like compound [(PhSiO1.5)12(CuO)4(NaO0.5)4] (1) and "Sandwich"-like derivative [(PhSiO1.5)6(CuO)4(NaO0.5)4(PhSiO1.5)6] (2), were synthesized by the partial cleavage of polymeric copper(ii) silsesquioxane [(PhSiO1.5)2(CuO)]n by tetraphenylcyclotetrasiloxanolate. The route leading to the formation of either 1 or 2 entirely depends on the nature and composition of the solvent used for this reaction. Thus, the process in an ethanol-1-butanol solution gives compound 1. When a 1,4-dioxane-methanol mixture was used, compound 2 was prepared. The structures and unusual crystal packing of the cages were confirmed by the X-ray studies. It has been found that the reaction of benzene with H2O2 in acetonitrile solution at 50 °C catalyzed by 1 requires addition of trifluoroacetic acid (TFA) in low concentration and gives phenol with a turnover number (TON) of 250 after 3 h. The initial reaction rate W0 linearly depends on the concentration of catalyst 2. The oxidation of 1-phenylethanol to acetophenone with hydrogen peroxide catalyzed by complex 1 in the presence of TFA is not efficient. In contrast, 1 exhibited excellent activity in the oxidation with tert-butyl hydroperoxide (TBHP) in the absence of any acid (the yield of acetophenone was close to the quantitative, TON attained 475 after 2 h). A kinetic study of this reaction led to the conclusion that the process occurs with the participation of radicals tert-BuO˙ produced in the Cu-promoted decomposition of TBHP. The mode of dependence of W0 on the initial concentration of TBHP indicates the formation of an intermediate adduct between the catalyst 1 and TBHP (characterized by the equilibrium constant K1≈ 2 M(-1) for the conditions of conducted experiments) followed by subsequent decomposition of the adduct (k2≈ 0.2 s(-1)) to generate an intermediate species tert-BuO˙ which induces the alcohol oxidation

  10. 含氮查尔酮类细胞周期蛋白依赖性激酶抑制剂的合成及抗癌活性研究Ⅳ%Synthesis and anticancer activity study of nitrogen-containing chalcones as CDK inhibitors IV

    李艳玲; 方浩; 徐文方

    2011-01-01

    The key role of CDKs in tumorigenesis have raised great interest for the development of CDK inhibitors as potential anticancer agents. Flavopiridol,a synthetic flavone,is the fist CDK inhibitors that entered clinical trial. And chalcones,as a branch of flavone,having important effects on cancer cell growth and proliferation. Herein, based on the structure of flavopiridol, eight novel chalcones analogs were synthesized by aldol condensation of a substituted acetophenone with various benzaldehyde, acetophenone was obtained by Hoesch reaction and methylation,chalcones was then converted target compounds by Mannich reaction with morpholine. The structures of target compounds were confirmed by IR,'H-NMR and ESI-MS,and their CDK1 inhibition as well as cytotoxicity activity against HCT116 were determined with flavopiridol as a positive control. The results showed that compounds 5a,5b,5c,5d,5f,5g and 5h exhibited higher CDK1 inhibition than flavopiridol,with the IC50 values of 63. 83,46.45,59. 70,48. 97,51. 40,52. 84,45. 70 nrnol·L-1 respectively, while flavopiridol was 64. 05 nmol·L-1 ,and compounds 5g and 5h showed higher cytotoxicity against HCT116 with the Icj,, values 2. 17,2. 80 μmol·L-1 respectively. The results showed that piperidine ring of flavopiridol can be replaced by Mannich base with morpholine ring.%目的 寻找活性更好的类黄酮细胞周期蛋白依赖激酶(CDKs)抑制剂.方法 利用Mannich反应制得8个查尔酮类黄酮.结果与结论 目标化合物的结构经1R、1 H-NMR、质谱确证,并测定了化合物对CDK1的抑制活性以及对HCT116肿瘤细胞的体外抗肿瘤活性,其中有7个化合物对CDK1抑制活性高于阳性对照flavopiridol,所有化合物对HCT116肿瘤细胞均显示出较强的抑制活性.

  11. The selective cytotoxicity elicited by phytochemical extract from Senecio graveolens (Asteraceae) on breast cancer cells is enhanced by hypoxia.

    Echiburú-Chau, Carlos; Alfaro-Lira, Susana; Brown, Nelson; Salas, Cristian O; Cuellar, Mauricio; Santander, Javier; Ogalde, Juan Pablo; Rothhammer, Francisco

    2014-04-01

    Breast cancer is the second cause of cancer‑related deaths in woman and the incidence of the disease has increased worldwide, in part due to improvements in early detection. Several drugs with anticancer effects have been extracted from plants in the last 20 years, many of which are particularly effective against breast cancer cells. In particular, we have become interested in the ethanolic extract from Senecio graveolens (synonym of S. nutans), a plant commonly called Chachacoma, in an effort to isolate compounds that could demonstrate cytotoxic effects on breast cancer cells. Senecio (Asteraceae) is the largest gender in Chile comprising approximatly 200 species. These herbs inhabit areas over 3,500 meters above the sea level in the Andes Mountains. S. graveolens is commonly used by local communities for its medicinal properties, particularly its capacity to ameliorate high-altitude-associated sickness. The cytotoxic effect of the alcoholic extract from S. graveolens, as well as its most abundant compound 4-hydroxy-3-(3-methyl-2-butenyl)acetophenone, were tested in the breast cancer cell lines ZR-75-1, MCF-7 and MDA-MB‑231, and non-tumorigenic MCF-10F cells. We show that the phytochemical extract was able to induce cytotoxicity in cancer cells but not in MCF-10F. Importantly, this effect was enhanced under hypoxic conditions. However, 4-hydroxy-3-(3-methyl-2-butenyl)acetophenone, the main compound, did not by itself show an effective anticarcinogenic activity in comparison to the whole extract. Interestingly, the cytotoxic effect of the phytochemical extract was dependent on the basal MnSOD protein expression. Thus, cytotoxicity was increased when MnSOD levels were low, but resistance was evident when protein levels were high. Additionally, the crude extract seems to trigger cell death by a variety of processes, including autophagy, apoptosis and necrosis, in MCF-7 cells. In summary, S. graveolens extract possess anticancer activity displaying a specific

  12. Catalytic Synthesis of 4- Hydroxy-3-methyl Ethyl Ketone by Poly Phosphoric Acid%多聚磷酸催化合成4-羟基-3-甲氧基苯乙酮的实验研究

    郗伟

    2016-01-01

    4-羟基-3-甲氧基苯乙酮是一种非常重要的化工原料,可用来生产食品添加,制备香料、合成多种药品,在造纸工业中用来合成邻醌型木质素模型物。邻甲氧基苯酚乙酰化合成4-羟基-3-甲氧基苯乙酮的反应属于傅列德尔-克拉夫茨(Friedel-Crafts)酰基化反应,传统的催化剂是 AlCl3,但是 AlCl3作为催化剂自身有很多难以克服的缺点。通过对乙酰化反应催化剂(路易斯酸或质子酸)的分析探讨,研究表明,多聚磷酸(PPA)在温和的催化条件下,具有不易水解酯类化合物、对乙酰基化反应尤其对芳香烃类酯化反应的催化活性好、副反应少、目标产物易于分离等优点。以多聚磷酸 PPA 为催化剂,通过实验分析判别出了该合成工艺的最佳催化剂用量、反应温度、反应时间和原料摩尔比。%4-Hydroxy-3-methoxy-acetophenone is an important organic chemical raw material, and can be used to produce food additives, perfume, various intermediates of pesticides, pharmaceuticals, and so on. Synthesis reaction of 4-hydroxy-3-methoxy-acetophenone by guaiacol acetylation belongs to Friedel-Crafts acylation reaction, conventional catalyst is AlCl3, but AlCl3 catalyst has many insurmountable drawbacks. In this paper, the acetylation catalysts (Lewis acid or a proton acid) were analyzed. The results show that, PPA catalyst has many advantages, such as mild reaction condition, high catalytic activity, and fewer side reactions and so on. At last, the best synthesis conditions including PPA catalyst dosage, reaction temperature, reaction time and molar ratio of the raw materials were determined through experiments.

  13. 1,3-二(3′-溴苯基)-5-(4′-氯苯基)苯的合成%Synthesis of 1,3-Bis(3′-bromophenyl)-5-(4′-chlorophenyl)benzene

    程格; 杨琼辉; 陶全华; 王跃川

    2001-01-01

    以苯乙酮、溴素为原料,无水三氯化铝为催化剂,按n(苯乙酮)∶n(溴素)∶n(AlCl3)=1.8∶2.3∶4.2制得间溴苯乙酮,产率为65%;间溴苯乙酮与催化剂四氯化硅按n(间溴苯乙酮)∶n(四氯化硅)=1∶1在无水乙醇中经缩合反应制得1,3-二(3′-溴苯基)丁烯-2-酮-1(A),产率为52%,以此为中间体与对氯苯乙酮在四氯化硅催化下按n(A)∶n(对氯苯乙酮)∶n(四氯化硅)=1.0∶1.0∶2.5经缩合反应,合成了1,3-二(3′-溴苯基)-5-(4′-氯苯基)苯(B),产率为 43%。%Bromination of acetophenone catalyzed by anhydrous AlCl3 in mole ratio n(acetophenone)∶n(Br2)∶n(AlCl3)=1.8∶2.3∶4.2 gave m-bromoacetophenone in 65% yield.Self-condensation of m-bromoacetophenone,catalyzed by tetrachlorosilane in mole ratio n(m-bromoacetophenone)∶n(tetrachlorosilane)=1∶1 afforded 1,3-bis (3′-bromophenyl)but-2-en-1-one(A) in 52% yield.1,3-Bis(3′-bromophenyl)-5-(4′-chlorophenyl)benzene(B) was synthesized in 43% yield by condensation of intermediate A with 4-chloroacetophenone catalyzed by tetrachlorosilane in mole ratio n(A)∶n(4-chloroacetophenone)∶n(tetrachlorosilane) =1.0∶1.0∶2.5.

  14. Study on the Synthesis and Performance of a Mannich Based Acidification Corrosion Inhibitor%曼尼希酸化缓蚀剂H-402的合成及其缓蚀性能研究

    张勇; 陆原; 张颖; 胡廷; 赵璐

    2013-01-01

    A oilfield acidification corrosion inhibitor was synthesized by Mannich reaction of secondary amine, acetophenone and formaldehyde. The effect of the synthetic technology, including molar ratio of reactant, reaction temperature and reaction time, on the inhibition performance of the inhibitor was evaluated by coupon corrosion tests. In addition, the inhibition mechanism of the inhibitor was investigated by electrochemical test and scanning electronic microscope observation. The results showed that the inhibitor exhibited the best inhibition efficiency when the molar ratio of primary amine, acetophenone and formaldehyde was 1:2:5 and the reaction were maintained at 80℃ for 10 h. After compounded with polyether and propargyl alcohol, the inhibitor could reach the first-class level at the dosage of 0.5%. The corrosion inhibitor was assigned as a mixed inhibitor mainly which inhibited the anode process through electrochemistry method. The scanning electronic microscope observation indicated that the corrosion forms of steels were improved significantly after adding 0.5% corrosion inhibitor.%本文采用仲胺、苯乙酮、甲醛为原料,通过曼尼希缩合反应,合成了一种油田酸化缓蚀剂H-402,研究了合成工艺对产物性能的影响及缓蚀机理.结果表明:在仲胺/苯乙酮/甲醛摩尔比1∶2∶5、反应温度80℃、反应时间10h条件下,所合成的H-402的缓蚀效果最佳.该缓蚀剂与聚醚、丙炔醇等具有增效作用,加剂量为0.5%时达到缓蚀剂一级水平.该缓蚀剂为抑制阳极过程为主的混合型缓蚀剂.扫描电镜显示,加入0.5%H-402后,Q235挂片表面的腐蚀形态得到极大的改善.

  15. Synthesis and Antifungal Evaluation of 1-Aryl-2-dimethyl-aminomethyl-2-propen-1-one Hydrochlorides

    Mehmet Emin Topaloglu

    2011-06-01

    Full Text Available The development of resistance to current antifungal therapeutics drives the search for new effective agents. The fact that several acetophenone-derived Mannich bases had shown remarkable antifungal activities in our previous studies led us to design and synthesize some acetophenone-derived Mannich bases, 1-8 and 2-acetylthiophene-derived Mannich base 9, 1-aryl-2-dimethylaminomethyl-2-propen-1-one hydrochloride, to evaluate their antifungal activities. The designed chemical structures have α,β-unsaturated ketone moieties, which are responsible for the bioactivities of the Mannich bases. The aryl part was C6H5 (1; 4-CH3C6H4 (2; 4-CH3OC6H4 (3; 4-ClC6H4 (4; 4-FC6H4 (5; 4-BrC6H4 (6; 4-HOC6H4 (7; 4-NO2C6H4 (8; and C4H3S(2-yl (9. In this study the designed compounds were synthesized by the conventional heating method and also by the microwave irradiation method to compare these methods in terms of reaction times and yields to find an optimum synthetic method, which can be applied for the synthesis of Mannich bases in further studies. Since there are limited number of studies reporting the synthesis of Mannich bases by microwave irradiation, this study may also contribute to the general literature on Mannich bases. Compound 7 was reported for the first time. Antifungal activities of all compounds and synthesis of the compounds by microwave irradiation were also reported for the first time by this study. Fungi (15 species were used for antifungal activity test. Amphotericin B was tested as an antifungal reference compound. In conclusion, compounds 1-6, and 9, which had more potent (2–16 times antifungal activity than the reference compound amphotericin B against some fungi, can be model compounds for further studies to develop new antifungal agents. In addition, microwave irradiation can be considered to reduce reaction period, while the conventional method can still be considered to obtain compounds with higher reaction yields in the synthesis of

  16. Reaction pathway and oxidation mechanisms of dibutyl phthalate by persulfate activated with zero-valent iron.

    Li, Huanxuan; Wan, Jinquan; Ma, Yongwen; Wang, Yan

    2016-08-15

    This study investigated reaction pathway and oxidation mechanisms of dibutyl phthalate (DBP) by persulfate (PS) activated with zero-valent iron (ZVI). The DBP degradation was studied at three pH values (acidic, neutral and basic) in the presence of different organic scavengers. Using a chemical probe method, both sulfate radical (SO4(-)) and hydroxyl radical (·OH) were found to be primary oxidants at pH3.0 and pH7.0, respectively while ·OH was the major specie to oxidize DBP at pH11.0. A similar result was found in an experiment of Electron Spin Resonance spin-trapping where in addition to OH, superoxide radical (O2(-)) was detected at pH11.0. The transformation of degradation products including dimethyl phthalate (DMP), diethyl phthalate (DEP), phthalic anhydride, and acetophenone exhibited diverse variation during the reaction processes. The phthalic anhydride concentration appeared to be maximum at all pHs. Another eleven intermediate products were also found at pH3.0 by GC-MS and HPLC analysis, and their degradation mechanisms and pathways were proposed. It was suggested that dealkylation, hydroxylation, decarboxylation and hydrogen extraction were the dominant degradation mechanisms of DBP at pH3.0. PMID:27125682

  17. Synthesis of 4-(2-substituted hydrazinyl)benzenesulfonamides and their carbonic anhydrase inhibitory effects.

    Gul, Halise Inci; Kucukoglu, Kaan; Yamali, Cem; Bilginer, Sinan; Yuca, Hafize; Ozturk, Iknur; Taslimi, Parham; Gulcin, Ilhami; Supuran, Claudiu T

    2016-08-01

    In this study, 4-(2-substituted hydrazinyl)benzenesulfonamides were synthesized by microwave irradiation and their chemical structures were confirmed by (1)H NMR, (13)CNMR, and HRMS. Ketones used were: Acetophenone (S1), 4-methylacetophenone (S2), 4-chloroacetophenone (S3), 4-fluoroacetophenone (S4), 4-bromoacetophenone (S5), 4-methoxyacetophenone (S6), 4-nitroacetophenone (S7), 2-acetylthiophene (S8), 2-acetylfuran (S9), 1-indanone (S10), 2-indanone (S11). The compounds S9, S10 and S11 were reported for the first time, while S1-S8 was synthesized by different method than literature reported using microwave irradiation method instead of conventional heating in this study. The inhibitory effects of 4-(2-substituted hydrazinyl)benzenesulfonamide derivatives (S1-S11) against hCA I and II were studied. Cytosolic hCA I and II isoenzymes were potently inhibited by new synthesized sulphonamide derivatives with Kis in the range of 1.79 ± 0.22-2.73 ± 0.08 nM against hCA I and in the range of 1.72 ± 0.58-11.64 ± 5.21 nM against hCA II, respectively. PMID:26044365

  18. Synthesis, spectroscopic and catalytic properties of some new boron hybrid molecule derivatives by BF2 and BPh2 chelation

    Kilic, Ahmet; Alcay, Ferhat; Aydemir, Murat; Durgun, Mustafa; Keles, Armagan; Baysal, Akın

    2015-05-01

    A new series of Schiff base ligands (L1-L3) and their corresponding fluorine/phenyl boron hybrid complexes [LnBF2] and [LnBPh2] (n = 1, 2 or 3) have been synthesized and well characterized by both analytical and spectroscopic methods. The Schiff base ligands and their corresponding fluorine/phenyl boron hybrid complexes have been characterized by NMR (1H, 13C and 19F), FT-IR, UV-Vis, LC-MS, and fluorescence spectroscopy as well as melting point and elemental analysis. The fluorescence efficiencies of phenyl chelate complexes are greatly red-shifted compared to those of the fluorine chelate analogs based on the same ligands, presumably due to the large steric hindrance and hard π → π∗ transition of the diphenyl boron chelation, which can effectively prevent molecular aggregation. The boron hybrid complexes were applied to the transfer hydrogenation of acetophenone derivatives to 1-phenylethanol derivatives in the presence of 2-propanol as the hydrogen source. The catalytic studies showed that boron hybrid complexes are good catalytic precursors for transfer hydrogenation of aromatic ketones in 0.1 M iso-PrOH solution. Also, we have found that both steric and electronic factors have a significant impact on the catalytic properties of this class of molecules.

  19. Chemical constituents from the leaves of Boehmeria rugulosa with antidiabetic and antimicrobial activities.

    Semwal, Deepak Kumar; Rawat, Usha; Semwal, Ravindra; Singh, Randhir; Krishan, Pawan; Singh, Manjeet; Singh, Gur Jas Preet

    2009-12-01

    Three new flavonoid glycosides, named chalcone-6'-hydroxy-2',3,4-trimethoxy-4'-O-beta-D-glucopyranoside (1), isoflavone-3',4',5,6-tetrahydroxy-7-O-[beta-D-glucopyranosyl-(1-->3)-alpha-L-rhamnopyranoside] (2), and isoflavone-3',4',5,6-tetrahydroxy-7-O-[beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-->3)-alpha-L-rhamnopyranoside] (3), were isolated from the leaves of Boehmeria rugulosa, together with five known compounds, beta-sitosterol, quercetin, 3,4-dimethoxy-omega-(2'-piperidyl)-acetophenone (4), boehmeriasin A (5), and quercetin-7-O-beta-D-glucopyranoside. The structures of the isolated compounds were determined by means of chemical and spectral data including 2D NMR experiments. The ethanolic extract of leaves showed significant hypoglycemic activity on alloxan-induced diabetic mice. Glibenclamide, an oral hypoglycemic agent (5 mg/kg, p.o.), was used as a positive control. The ethanolic extract of the plant as well as the isolated compounds 1-3 (25 microg/ml) showed potent antimicrobial activity against two bacterial species (Staphylococcus aureus and Streptococcus mutans) and three fungus pathogens (Microsporum gypseum, Microsporum canis, and Trichophyton rubrum). The activities of the isolated compounds 1-3 have been compared with positive controls, novobiocin, and erythromycin (15 microg/ml). PMID:20183275

  20. Antiviral phenolics from the leaves of Cleistocalyx operculatus.

    Ha, Thi Kim Quy; Dao, Trong Tuan; Nguyen, Ngoc Hieu; Kim, Jiwon; Kim, Eunhee; Cho, Tae Oh; Oh, Won Keun

    2016-04-01

    During the screening program for anti-influenza agents from medicinal plants, the ethanolic extract of Cleistocalyx operculatus leaves was found to exhibit potential neuraminidase (NA) inhibitory activity. Bioassay-directed fractionation led to the isolation of two new acetophenones (1 and 2) and one new flavanone (3), along with six known compounds (4-9). The structures of all isolated compounds were elucidated using various spectroscopic methods and through comparison with the previous literature. Compounds 6 and 8 exhibited strong enzymatic inhibition on various neuraminidases from different influenza viruses, including H1N1, H9N2, novel H1N1, and oseltamivir-resistant novel H1N1 (H274Y mutation) expressed in HEK293 cells (IC50 values ranging from 5.07 ± 0.94 μM to 9.34 ± 2.52 μM, respectively). Kinetic experiments revealed the non-competitive inhibitory mode of both compounds 6 and 8. Furthermore, these flavonoids reduced the cytopathic effect of the H1N1 virus in MDCK cells. The present study suggests the potential of two flavonoids (6 and 8) as new lead compounds for the development of novel NA inhibitors in the future. PMID:26972228

  1. Activation of Acetone and Other Simple Ketones in Anaerobic Bacteria.

    Heider, Johann; Schühle, Karola; Frey, Jasmin; Schink, Bernhard

    2016-01-01

    Acetone and other ketones are activated for subsequent degradation through carboxylation by many nitrate-reducing, phototrophic, and obligately aerobic bacteria. Acetone carboxylation leads to acetoacetate, which is subsequently activated to a thioester and degraded via thiolysis. Two different types of acetone carboxylases have been described, which require either 2 or 4 ATP equivalents as an energy supply for the carboxylation reaction. Both enzymes appear to combine acetone enolphosphate with carbonic phosphate to form acetoacetate. A similar but more complex enzyme is known to carboxylate the aromatic ketone acetophenone, a metabolic intermediate in anaerobic ethylbenzene metabolism in denitrifying bacteria, with simultaneous hydrolysis of 2 ATP to 2 ADP. Obligately anaerobic sulfate-reducing bacteria activate acetone to a four-carbon compound as well, but via a different process than bicarbonate- or CO2-dependent carboxylation. The present evidence indicates that either carbon monoxide or a formyl residue is used as a cosubstrate, and that the overall ATP expenditure of this pathway is substantially lower than in the known acetone carboxylase reactions. PMID:26958851

  2. Ultrasound accelerated Claisen-Schmidt condensation: A green route to chalcones

    Chalcones have been synthesized under sonochemical irradiation by Claisen-Schmidt condensation between benzaldehyde and acetophenone. Two basic activated carbons (Na and Cs-Norit) have been used as catalysts. The effect of the ultrasound activation has been studied. A substantial enhancing effect in the yield was observed when the carbon catalyst was activated under ultrasonic waves. This 'green' method (combination of alkaline-doped carbon catalyst and ultrasound waves) has been applied to the synthesis of several chalcones with antibacterial properties achieving, in all cases, excellent activities and selectivities. A comparative study under non-sonic activation has showed that the yields are lower in silent conditions, indicating that the sonication exerts a positive effect on the activity of the catalyst. Cs-doped carbon is presented as the optimum catalyst, giving excellent activity for this type of condensation. Cs-Norit carbon catalyst can compete with the traditional NaOH/EtOH when the reaction is carried out under ultrasounds. The role of solvent in this reaction was studied with ethanol. High conversion was obtained in absence of solvent. The carbons were characterized by thermal analysis, nitrogen adsorption and X-ray photoelectron spectroscopy

  3. Effect of organic species on the solar detoxification of water polluted with pesticides

    Soler, J.; Santos-Juanes, L. [Grupo de Procesos de Oxidacion Avanzada, Departamento de Ingenieria Textil y Papelera, Universidad Politecnica de Valencia, Campus de Alcoy, Plaza Ferrandiz y Carbonell s/n, 03801 Alcoy (Spain); Miro, P., E-mail: pamimar@eio.upv.es [Departamento de Estadistica e Investigacion Operativa Aplicadas y Calidad, Universidad Politecnica de Valencia, Campus de Alcoy, Plaza Ferrandiz y Carbonell s/n, 03801 Alcoy (Spain); Vicente, R. [Grupo de Procesos de Oxidacion Avanzada, Departamento de Ingenieria Textil y Papelera, Universidad Politecnica de Valencia, Campus de Alcoy, Plaza Ferrandiz y Carbonell s/n, 03801 Alcoy (Spain); Arques, A., E-mail: aarques@txp.upv.es [Grupo de Procesos de Oxidacion Avanzada, Departamento de Ingenieria Textil y Papelera, Universidad Politecnica de Valencia, Campus de Alcoy, Plaza Ferrandiz y Carbonell s/n, 03801 Alcoy (Spain); Amat, A.M. [Grupo de Procesos de Oxidacion Avanzada, Departamento de Ingenieria Textil y Papelera, Universidad Politecnica de Valencia, Campus de Alcoy, Plaza Ferrandiz y Carbonell s/n, 03801 Alcoy (Spain)

    2011-04-15

    Research highlights: {yields} Aliphatic surfactants inhibit treatment of pesticides by solar photo-Fenton. {yields} Longer irradiation periods are required for pesticides removal and mineralization. {yields} An enhancement of biodegradability can be achieved. - Abstract: The effect of organic species on a solar-driven photo-Fenton treatment of a mixture of pesticides (methyl-oxydemethon, methidathion, carbaryl and dimethoate) has been studied in this paper. Triethoxyisododecyl alcohol, acetophenone and ethylenediaminetetraacetic acid (EDTA) have been used as examples of surfactants, solvents and complexing agents, respectively. An inhibitory effect on mineralization as well as on the elimination of the pesticides was observed in the case of the aliphatic surfactants, most probably due to the competition between the pesticides and the added organic matter for reaction with the relatively unselective hydroxyl radical. A methodology combining chemical analyses and bioassays was tested in order to explore the applicability of coupling a photo-Fenton process with a biological treatment in the presence of the surfactant. Despite the complexity of the mixture under study, a reliable monitoring of the process was accomplished; the biocompatibility of the mixture was enhanced and the optimal irradiation intensity was achieved just after complete removal of the pesticides.

  4. Synthesis and biological screening of 5-{[(4,6-disubstituted pyrimidine-2-ylthio]methyl}-N-phenyl-1,3,4-thiadiazol-2-amines

    Azam M

    2008-01-01

    Full Text Available A number of substituted-a,β -unsaturated carbonyl compounds (1a-i were prepared by Claisen-Schmidt condensation of substituted acetophenone with selected araldehydes, which on cycloaddition with thiourea furnished 4,6-disubstituted pyrimidine-2-thiols (2a-i. Reaction of (2a-i with ethyl chloroacetate followed by condensation with hydrazine hydrate yielded 2-[(4,6-disubstituted pyrimidine-2-yl thio] acetohydrazides (4a-c. Condensation of compounds (4a-c with phenyl isothiocyanate gave 2-{[(4,6-disubstituted pyrimidine-2-yl thio] acetyl}-N-phenylhydrazinecarbothioamides (5a-c which on treatment with concentrated sulphuric acid afforded titled compounds 5-{(4,6-disubstituted pyrimidine-2-yl thio] methyl}-N-phenyl-1,3,4-thiadiazole-2-amines (6a-c. These compounds have been characterized on the basis of elemental analysis, IR, 1 H NMR and MS. Compounds have been evaluated for their anticancer and antioxidant activities. Compounds 2b, 2c and 6b exhibited significant antitumor activity against human breast cancer MCF 7 cell line. However, moderate antioxidant activity was observed with compounds 2c, 2d, 2g and 6b.

  5. Development of a specific radioimmunoassay for the detection of clenbuterol residues in treated cattle

    Delahaut, Ph.; Dubois, M. (Lab. d' hormonologie, Marloie (Belgium)); Pri-Bar, I.; Buchman, O. (Israel Atomic Energy Commission, Beersheba (Israel). Nuclear Research Center-Negev); Degand, G.; Ectors, F. (Liege Univ. (Belgium))

    A radioimmunoassay for clenbuterol detection in cattle has been validated and used to monitor treated cattle. The tracer used was 4-amino-3,5-dichloro-{alpha}(tert-butylaminomethyl) benzyl alcohol (benzyl-{sup 3}H)(clenbuterol) prepared by catalytic tritiation with tritium gas of 4-amino-3,5-dibromo-{alpha}-(tert-butylamino)-acetophenone, followed by chlorination at positions 3 and 5 in the aromatic ring. The rabbit antiserum was raised against a diazotized clenbuterol/human serum albumin conjugate. The assay described was sensitive (7.8 pg/tube) and reproducible. The intra- and inter-assay variability, which was assessed by measuring known quantities of clenbuterol in plasma, urine and faeces, was satisfactory for RIA. When this assay was used to monitor treated cattle the concentrations of clenbuterol in plasma, urine and faeces were directly related to the administered dose. The absorption and elimination of clenbuterol in cattle was rapid. Data obtained were consistent with results obtained in other species where a rapid clearance rate was also demonstrated. (author).

  6. Effects of furan derivatives and phenolic compounds on electricity generation in microbial fuel cells

    Catal, Tunc; Fan, Yanzhen; Li, Kaichang; Bermek, Hakan; Liu, Hong

    Lignocellulosic biomass is an attractive fuel source for MFCs due to its renewable nature and ready availability. Furan derivatives and phenolic compounds could be potentially formed during the pre-treatment process of lignocellulosic biomass. In this study, voltage generation from these compounds and the effects of these compounds on voltage generation from glucose in air-cathode microbial fuel cells (MFCs) were examined. Except for 5-hydroxymethyl furfural (5-HMF), all the other compounds tested were unable to be utilized directly for electricity production in MFCs in the absence of other electron donors. One furan derivate, 5-HMF and two phenolic compounds, trans-cinnamic acid and 3,5-dimethoxy-4-hydroxy-cinnamic acid did not affect electricity generation from glucose at a concentration up to 10 mM. Four phenolic compounds, including syringaldeyhde, vanillin, trans-4-hydroxy-3-methoxy, and 4-hydroxy cinnamic acids inhibited electricity generation at concentrations above 5 mM. Other compounds, including 2-furaldehyde, benzyl alcohol and acetophenone, inhibited the electricity generation even at concentrations less than 0.2 mM. This study suggests that effective electricity generation from the hydrolysates of lignocellulosic biomass in MFCs may require the employment of the hydrolysis methods with low furan derivatives and phenolic compounds production, or the removal of some strong inhibitors prior to the MFC operation, or the improvement of bacterial tolerance against these compounds through the enrichment of new bacterial cultures or genetic modification of the bacterial strains.

  7. Cobalt(III)-oxo cubane clusters as catalysts for oxidation of organic substrates

    Birinchi Kumar Das; Rajesh Chakrabarty

    2011-03-01

    Transition metal coordination complexes play a vital role as catalysts in the oxidation of organic substrates including renewable chemicals in an economically viable and environmentally friendly way. Here we highlight the preparation, characterization and application of oxo-cubane complexes of cobalt(III) as oxidation catalysts using air and water as oxidants. Cobalt(III)-oxo complexes of the type Co4O4(O2CR)4L4 have been prepared by a general method and these have been characterized by analytical, spectroscopic, electrochemical and crystallographic methods. These soluble complexes have shown promising utility as catalysts in the aerobic oxidation of side chains of alkylaromatic hydrocarbon compounds. Oxidation of neat ethylbenzene has shown very high conversion and selectivity for acetophenone formation. On the other hand, oxidation of -xylene has been found to yield both -toluic acid and terephthalic acid. It is also possible to oxidize -xylene in an aqueous medium under moderate applied O2 pressure. Selective epoxidation of -pinene with air as the oxidant also takes place with the cobalt(III)-based homogeneous catalysts.

  8. Autotoxicity and allelopathy of 3,4-dihydroxyacetophenone isolated from Picea schrenkiana needles.

    Ruan, Xiao; Li, Zhao-Hui; Wang, Qiang; Pan, Cun-De; Jiang, De-An; Wang, G Geoff

    2011-01-01

    Bioassay-guided fractionation of the diethyl ether fraction of a water extract of Picea schrenkiana needles led to the isolation of the phenolic compound 3,4-dihydroxy- acetophenone (DHAP). The allelopathic effects of DHAP were evaluated under laboratory conditions on P. schrenkiana, rice (Oryza sativa L.), wheat (Triticum aestivum L.), radish (Raphanus sativus L.), lettuce (Latuca sativa L.), cucumber (Cucumis sativus L.) and mung bean (Phaseolus radiatus L.). DHAP significantly inhibited seed germination and seedling growth of P. schrenkiana at concentrations of 2.5 mM and 0.5 mM (p < 0.05). Soil analysis revealed that P. schrenkiana forest soils contained exceptionally high DHAP concentrations (mean = 0.51 ± 0.03 mg/g dry soil), sufficient to inhibit natural P. schrenkiana recruitment. DHAP also exhibited strong allelopathic potential. It significantly inhibited wheat and lettuce seed germination at concentrations of 1 mM and 0.5 mM (p < 0.05). The active compound also completely inhibited root growth of the six test species at high concentrations. Our results suggest a dual role of DHAP, both as an allelochemical and as an autotoxicant. The potential for a single plant needle-leached compound to influence both inter- and intra-specific interactions emphasized the complex effects that plant secondary metabolites might have on plant population and community structure. PMID:22024957

  9. Fumigant toxicity of Oriental sweetgum (Liquidambar orientalis) and valerian (Valeriana wallichii) essential oils and their components, including their acetylcholinesterase inhibitory activity, against Japanese termites (Reticulitermes speratus).

    Park, Il-Kwon

    2014-01-01

    This study investigated the fumigant toxicity of oriental sweetgum (Liquidambar orientalis) and valerian (Valeriana wallichii) essential oils and their components against the Japanese termite (Reticulitermes speratus). The fumigant toxicity of oriental sweetgum and valerian oil differed significantly according to exposure time. Oriental sweetgum showed toxicity at short exposure times (2 days), and the toxicity of valerian oil was high 7 days after treatment. The main constituents of oriental sweetgum and valerian oils were tested individually for their fumigant toxicity against Japanese termites. Among the test compounds, benzyl alcohol, acetophenone, 1-phenyl-1-ethanol, hydrocinnamyl alcohol, trans-cinnamyl aldehyde, trans-cinnamyl alcohol, cis-asarone, styrene, and cis-ocimene showed toxicity against Japanese termites 7 days after treatment. Hydrocinnamyl alcohol and trans-cinnamyl alcohol were found to be the major contributors to the fumigant antitermitic toxicity of oriental sweetgum oil. The acetylcholinesterase (AChE) inhibition activity of two oils and their constituents was tested to determine their mode of action. Only cis-ocimene showed strong AChE inhibition activity with an IC50 value of 0.131 mg/mL. Further studies are warranted to determine the potential of these essential oils and their constituents as fumigants for termite control. PMID:25153870

  10. Fumigant Toxicity of Oriental Sweetgum (Liquidambar orientalis and Valerian (Valeriana wallichii Essential Oils and Their Components, Including Their Acetylcholinesterase Inhibitory Activity, against Japanese Termites (Reticulitermes speratus

    Il-Kwon Park

    2014-08-01

    Full Text Available This study investigated the fumigant toxicity of oriental sweetgum (Liquidambar orientalis and valerian (Valeriana wallichii essential oils and their components against the Japanese termite (Reticulitermes speratus. The fumigant toxicity of oriental sweetgum and valerian oil differed significantly according to exposure time. Oriental sweetgum showed toxicity at short exposure times (2 days, and the toxicity of valerian oil was high 7 days after treatment. The main constituents of oriental sweetgum and valerian oils were tested individually for their fumigant toxicity against Japanese termites. Among the test compounds, benzyl alcohol, acetophenone, 1-phenyl-1-ethanol, hydrocinnamyl alcohol, trans-cinnamyl aldehyde, trans-cinnamyl alcohol, cis-asarone, styrene, and cis-ocimene showed toxicity against Japanese termites 7 days after treatment. Hydrocinnamyl alcohol and trans-cinnamyl alcohol were found to be the major contributors to the fumigant antitermitic toxicity of oriental sweetgum oil. The acetylcholinesterase (AChE inhibition activity of two oils and their constituents was tested to determine their mode of action. Only cis-ocimene showed strong AChE inhibition activity with an IC50 value of 0.131 mg/mL. Further studies are warranted to determine the potential of these essential oils and their constituents as fumigants for termite control.

  11. Natural products as sources of new fungicides (III): Antifungal activity of 2,4-dihydroxy-5-methylacetophenone derivatives.

    Shi, Wei; Dan, Wen-Jia; Tang, Jiang-Jiang; Zhang, Yan; Nandinsuren, Tseden; Zhang, An-Ling; Gao, Jin-Ming

    2016-05-01

    A series of new 2,4-dihydroxy-5-methylacetophenone 2 derivatives were synthesized, and characterized by (1)H, (13)C NMR and ESI-MS. Their antifungal activities were evaluated in vitro against five important plant fungal pathogens including Cytospora sp., Glomerella cingulate, Pyricularia oryzaecar, Botrytis cinerea and Alternaria solani by the mycelial growth inhibitory rate assay. Compounds 2b-d, 2g and 2h displayed a broad-spectrum activity. The logP value of these active compounds is ranging from 1.71 to 2.54. Especially, isopropyl ketone 2g (logP 2.27) was found to be the most active to the tested organisms with IC50 values of 17.28-32.32μg/mL. The results suggest that compound 2g might be a promising candidate in the development of new agrochemical antifungal agents. Preliminary structure-activity relationship (SAR) studies of the acetophenone derivatives are also discussed. PMID:27025344

  12. Synthesis of Chalcone with Phosphotungstic Acid Catalyst%磷钨酸催化合成查尔酮

    谭昌会; 郑荣选; 罗淑云; 林俏焰

    2012-01-01

    文章研究了以间硝基苯甲醛和苯乙酮为原料,磷钨酸为催化剂,缩合反应合成查尔酮。考察了催化剂用量、反应温度、反应时间及溶剂醋酸用量等因素对反应的影响。结果表明合成查尔酮的较佳条件是:反应温度是118℃,反应的时间5 h,磷钨酸为4 g,乙酸用量为20 mL的条件下,查尔酮的收率达到63.7%。%The paper studied chalcone was synthesized by condensation reaction of nitrobenzaldehyde and acetophenone using phosphotungstic acid as catalyst.The results showed that the better synthesis of chalcone conditions: reaction temperature 118 ℃,reaction time 5 h,phosphotungstic acid 4 g,20 mL acetic acid under the conditions of dosage,the yield of chalcone reached 63.7 %.

  13. Synthesis and UV absorption characteristics of ferrocenyl chalcone%二茂铁基查尔酮的合成及其紫外吸收特征

    陈娜娜; 王文彬; 廖全斌

    2012-01-01

    Six novel ferrocenyl chalcone derivatives were synthesized via aldol condensation reaction from formyl ferrocene and substituted acetophenones,which were then characterized by the 1H NMR.IR.MS and elemental analysis. The UV absorption studies indicated that the target compounds exhibited three strong absorption peaks within the range of 200 nm ~ 400 nm with apparent molar absorption coefficient of 104 or more,which were considerable with commercial UV absorber of BP3.%以甲酰二茂铁、取代苯乙酮为原料,经羟醛缩合反应合成了6个未见报道的含二茂铁基团的查尔酮类化合物(2a ~2f),并通过1H NMR、IR、MS和元素分析进行了结构表征.对产物的紫外吸收特征研究发现,所合成的化合物在200nm~400 nm范围内有三个较强的吸收峰,表观摩尔吸光系数在104以上,与商用紫外吸收剂BP3相当.

  14. Discussion on Synthesis and Reaction Mechanism of Chalcone Catalyzed by Acidic Ionic Liquids[BPy]HSO4 and[BMMIm]HSO4%酸性离子液体[BPy]HSO4和[BMMIm]HSO4催化合成查尔酮反应机理探讨

    杜玉英; 韩利民; 李永栋; 竺宁; 张桂峰

    2012-01-01

    离子液体作为绿色的溶剂和催化剂具有很多独特的性质,特别是离子液体的可设计性,使其具有酸性可调的特点.分别以酸性离子液体[BPy] HSO4和[BMMIm] HSO4为催化剂,在无溶剂条件下考察了两种离子液体对Claisen-Schmidt缩合的不同催化效果,探讨了两种离子液体在查尔酮合成中可能的催化机理.%Ionic liquids (ILs) as green solvents and catalysts have unique properties such as a broad liquid range,good solvating ability,high thermal stability,and negligible vapor pressure,especially designability of ILs, which makes the acidity of ILs can be adjustable. [BPy]HSO4 and[BM-MIm]HSO4 acidic ILs catalyzing Claisen-Schmidt (CS) condensation of acetophenone with benzal-dehyde were investigated under solvent-free conditions. The plausible mechanism was elucidated for the synthesis of chalcone using the two ILs as Br0nsted acid catalysts.

  15. Production of chiral alcohols from prochiral ketones by microalgal photo-biocatalytic asymmetric reduction reaction.

    Yang, Zhong-Hua; Luo, Li; Chang, Xu; Zhou, Wei; Chen, Geng-Hua; Zhao, Yan; Wang, Ya-Jun

    2012-06-01

    Microalgal photo-biocatalysis is a green technique for asymmetric synthesis. Asymmetric reduction of nonnatural prochiral ketones to produce chiral alcohols by microalgal photo-biocatalysis was studied in this work. Acetophenone (ACP) and ethyl acetoacetate (EAA) were chosen as model substrates for aromatic ketones and β-ketoesters, respectively. Two prokaryotic cyanophyta and two eukaryotic chlorophyta were selected as photo-biocatalysts. The results proved that nonnatural prochiral ketones can be reduced by microalgal photo-biocatalysis with high enantioselectivity. Illumination is indispensable to the photo-biocatalysis. For aromatic ketone, cyanophyta are eligible biocatalysts. For ACP asymmetric reduction reaction, about 45% yield and 97% e.e. can be achieved by the photo-biocatalysis reaction with Spirulina platensis as biocatalyst. On the contrary, chlorophyta are efficient biocatalysts for β-ketoester asymmetric reduction reaction among the four tested algae. For EAA asymmetric reduction reaction, about 70% yield and 90% e.e. can be achieved with Scenedesmus obliquus as biocatalyst. The microalgae used in this study outperformed other characterized biocatalysts such as microbial and plant cells. PMID:22322691

  16. Two-Step, One-Flask Synthesis of a Meso-Substituted Phlorin.

    Kim, Dongjoon; Chun, Hao-Jung; Donnelly, Christopher C; Geier, G Richard

    2016-06-17

    A two-step, one-flask reaction of pyrrole with pentafluorobenzaldehyde and acetone was investigated to determine the potential for a streamlined synthesis of a phlorin and/or 5-isocorrole as an alternative to stepwise, dipyrromethanecarbinol routes. Analytical-scale reactions were performed examining the effect of reactant concentration, reactant ratio, acid catalyst (TFA or BF3·OEt2), concentration of acid catalyst, oxidant quantity, and reaction time on the distribution of phlorin and 5-isocorrole as well as three additional porphyrinoids (porphodimethene, porphyrin, and corrole). Phlorin was observed ubiquitously in yields up to 20-26%, whereas 5-isocorrole was not detected. Promising reaction conditions for the one-flask synthesis of the phlorin were performed on a preparative scale. The best reaction condition afforded the phlorin in an isolated yield of 20-21% (249-268 mg). Preliminary attempts to extend the methodology to the preparation of phlorins derived from other ketones resulted in a low yield of phlorin from acetophenone (5%) and no detectable phlorin from benzophenone. The discovery of reaction conditions for the two-step, one-flask synthesis of a phlorin provides easier access to this interesting compound, and provides encouragement for the further study of reactions of pyrrole with an aldehyde and a ketone. PMID:27231965

  17. Role of vanadium and pyridine in heteropolycompounds for selective oxidation of alcohols with hydrogen peroxide

    Valeria Palermo; Paula I Villabrille; Patricia G Vázquez; Carmen V Cáceres; Pietro Tundo; Gustavo P Romanelli

    2013-11-01

    This study describes the application of heteropolyacids H3PMo12O40,H4SiMo12O40, H4PMo11VO40, H5PMo10V2O40, H9PMo6V6O40, and a hybrid pyridine-modified heteropolyacid with Keggin structure for selective oxidation of alcohols to ketones or aldehydes using aqueous hydrogen peroxide and acetonitrile as solvent. Performance of these different catalysts in 1-phenylethanol oxidation was studied. Influence of reaction temperature, amount of catalyst and hydrogen peroxide and reaction time on the yield of acetophenone was investigated to obtain optimal reaction conditions. Oxidation ability of the catalyst depended on the number of vanadium atoms present in the Keggin ion and to a lesser extent on pyridine substitution in the Keggin secondary structure. In order to explore the applicability of the method for selective oxidation of alcohols to ketones or aldehydes, various alcohols were investigated according to the general procedure using hybrid pyridine-modified heteropolyacid.

  18. Assessing the effect of humic acid redox state on organic pollutant sorption by combined electrochemical reduction and sorption experiments.

    Aeschbacher, Michael; Brunner, Sibyl H; Schwarzenbach, René P; Sander, Michael

    2012-04-01

    Natural Organic Matter (NOM) is a major sorbent for organic pollutants in soils and sediments. While sorption under oxic conditions has been well investigated, possible changes in the sorption capacity of a given NOM induced by reduction have not yet been studied. Reduction of quinones to hydroquinones, the major redox active moieties in NOM, increases the number of H-donor moieties and thus may affect sorption. This work compares the sorption of four nonionic organic pollutants of different polarities (naphthalene, acetophenone, quinoline, and 2-naphthol), and of the organocation paraquat to unreduced and electrochemically reduced Leonardite Humic Acid (LHA). The redox states of reduced and unreduced LHA in all sorption experiments were stable, as demonstrated by a spectrophotometric 2,6-dichlorophenol indophenol reduction assay. The sorption isotherms of the nonionic pollutants were highly linear, while paraquat sorption was strongly concentration dependent. LHA reduction did not result in significant changes in the sorption of all tested compounds, not even of the cationic paraquat at pH 7, 9, and 11. This work provides the first evidence that changes in NOM redox state do not largely affect organic pollutant sorption, suggesting that current sorption models are applicable both to unreduced and to reduced soil and sediment NOM. PMID:22372874

  19. The repair of cyclobutane dimers and PYR(6-4) PYO adducts in normal and repair-deficient mammalian cells

    Antiserum raised against DNA irradiated with a high dose of far UV light was found to have at least two antibody populations. A competitive assay in which the labelled antigen (/sup 32/P-labelled poly (dA):poly (dT)) was irradiated with far UV light (254nm) was shown to be specific for Pyr (6-4) Pyo adducts. Labelled antigen irradiated with near UV light (320nm) competed specifically for cyclobutane dimers. This assay had the same specificity as one consisting of labelled antigen irradiated with far UV light in competition for antiserum raised against DNA irradiated with near UV light in the presence of acetophenone. The authors conclude from these results that their previous data for removal of antibody-binding sites demonstrated repair of Pyr(6-4)Pyo adducts in normal, but not UV-hypersensitive, mammalian cell lines. Using the cyclobutane dimer-specific assay they have been able to correlate the removal of antibody-binding sites with repair kinetics previously published for T4 endonuclease V sensitive sites in mouse, hamster, normal human and Xeroderma pigmentosum cells

  20. 一种含三苯基吡啶结构有机化合物的合成与性质研究%Synthesis and properties of one kind of organic compound containing acetophenine structure

    刘道富; 左金林; 杨家祥

    2013-01-01

    以对甲基苯甲醛、苯乙酮、三苯胺单醛等为原料,利用水相Aldol缩合反应、固相Michael加成反应,设计合成了一种含有2,4,6-三苯基吡啶(简称C^N^C)结构单元的有机化合物(Y1).运用傅立叶变换红外光谱、质谱、元素分析、核磁共振谱等手段进行了表征,同时研究了目标分子在六种不同极性溶剂中的紫外可见吸收和荧光发射性质.%Taking p-tolualdehyde, acetophenone, triphenylamine-aldehyde as raw materials, a new type of organic compound(Yl) containing acetophenine (shortened formC^N^C) structure was designed and synthesized by means of water phase Aldol condensation reaction and solid phase Michael addition reaction. The structure had been characterized by 1H NMR,IR,MS and elemental analysis. The UV-visible and fluorescence emission properties in six different polarity solvent of the target molecules were tested.

  1. Disposable microcolumns with welded metal frits.

    Hong, Sung Hoon; Cheong, Won Jo

    2016-01-01

    This study reports the preparation of disposable microcolumns with welded metal frits for the first time. First, the bottom of glass-lined stainless-steel tubing of 30 cm length, 1.6 mm od, and 0.5 mm id was welded with a stainless-steel screen frit of 1.6 mm diameter. A micro-welding machine was used for this. Next, the column was connected to a slurry packer and packed with porous silica particles. Then, the inlet of the column was carefully welded with another frit. The column was tested for separation of a test mix composed of phenol, 2-nitrophenol, acetophenone, aceanilide, and benzamide. Another column of the same physical dimension was also prepared with frits that were not welded to the column. The chromatographic performances of the two groups of columns (welded frits versus non-welded frits) were examined. The columns of welded frits showed ca. 18% better separation efficiency (number of theoretical plates) than those of non-welded frits. PMID:26614222

  2. Hydrogen-transfer and charge-transfer in photochemical and radiation induced reactions. Progress report, November 1, 1975--October 31, 1976

    The relative importance of light absorption, quenching of triplet, and hydrogen transfer repair has been examined in retardation by mercaptans of photoreduction of aromatic ketones by alcohols. In the reduction of benzophenone by 2-propanol, retardation is efficient and, after correction for the first two effects, is due entirely to hydrogen-transfer repair, as indicated by deuterium labeling. In reduction of acetophenone by α-methylbenzyl alcohol, repair by hydrogen transfer is also operative. In reduction of benzophenone by benzhydrol, retardation is less efficient and is due to quenching, as the ketyl radical does not abstract hydrogen from mercaptan rapidly in competition with coupling. Deuterium isotope effects are discussed in terms of competitive reactions. Photoreduction of benzophenone by 2-butylamine and by triethylamine is retarded by aromatic mercaptans and disulfides. Of the retardation not due to light absorption and triplet quenching by the sulfur compounds, half is due to hydrogen-transfer repair, as indicated by racemization and deuterium labeling. The remainder is attributed to quenching by the sulfur compound of the charge-transfer-complex intermediate. Photoreduction by primary and secondary amines, but not by tertiary amines, is accelerated by aliphatic mercaptans. The acceleration is attributed to catalysis of hydrogen transfer by the mercaptan in the charge-transfer complex. The effect is large in hydrocarbon solvent, less in polar organic solvents and absent in water

  3. Effect of organic species on the solar detoxification of water polluted with pesticides

    Research highlights: → Aliphatic surfactants inhibit treatment of pesticides by solar photo-Fenton. → Longer irradiation periods are required for pesticides removal and mineralization. → An enhancement of biodegradability can be achieved. - Abstract: The effect of organic species on a solar-driven photo-Fenton treatment of a mixture of pesticides (methyl-oxydemethon, methidathion, carbaryl and dimethoate) has been studied in this paper. Triethoxyisododecyl alcohol, acetophenone and ethylenediaminetetraacetic acid (EDTA) have been used as examples of surfactants, solvents and complexing agents, respectively. An inhibitory effect on mineralization as well as on the elimination of the pesticides was observed in the case of the aliphatic surfactants, most probably due to the competition between the pesticides and the added organic matter for reaction with the relatively unselective hydroxyl radical. A methodology combining chemical analyses and bioassays was tested in order to explore the applicability of coupling a photo-Fenton process with a biological treatment in the presence of the surfactant. Despite the complexity of the mixture under study, a reliable monitoring of the process was accomplished; the biocompatibility of the mixture was enhanced and the optimal irradiation intensity was achieved just after complete removal of the pesticides.

  4. Calculations of the electric fields in liquid solutions.

    Fried, Stephen D; Wang, Lee-Ping; Boxer, Steven G; Ren, Pengyu; Pande, Vijay S

    2013-12-19

    The electric field created by a condensed-phase environment is a powerful and convenient descriptor for intermolecular interactions. Not only does it provide a unifying language to compare many different types of interactions, but it also possesses clear connections to experimental observables, such as vibrational Stark effects. We calculate here the electric fields experienced by a vibrational chromophore (the carbonyl group of acetophenone) in an array of solvents of diverse polarities using molecular dynamics simulations with the AMOEBA polarizable force field. The mean and variance of the calculated electric fields correlate well with solvent-induced frequency shifts and band broadening, suggesting Stark effects as the underlying mechanism of these key solution-phase spectral effects. Compared to fixed-charge and continuum models, AMOEBA was the only model examined that could describe nonpolar, polar, and hydrogen bonding environments in a consistent fashion. Nevertheless, we found that fixed-charge force fields and continuum models were able to replicate some results of the polarizable simulations accurately, allowing us to clearly identify which properties and situations require explicit polarization and/or atomistic representations to be modeled properly, and to identify for which properties and situations simpler models are sufficient. We also discuss the ramifications of these results for modeling electrostatics in complex environments, such as proteins. PMID:24304155

  5. A generic approach to post-column refocusing in liquid chromatography.

    De Vos, Jelle; Desmet, Gert; Eeltink, Sebastiaan

    2014-09-19

    To increase detection sensitivity in liquid chromatography, a generic post-column refocusing strategy has been developed to enrich (target) analytes prior to detection. In this strategy, after separation on the analytical column, the analytes are led to a trap column preferably containing a stationary phase with strong retentive properties (e.g. silica C30). They are then eluted using a strong solvent in a backward-elution mode. A first key element of the proposed strategy is that the trapping time should be at least equal to the time the front of the remobilization solvent needs to cover the entire length of the trap column, divided by the ratio of the flow rates used for trapping and remobilization. This condition is independent of the retention properties of the analytes in the trapping and remobilization solvent. Another essential element is the addition of a third solvent (isopropanol in the present case) to the remobilization solvent to overcome viscous-fingering effects caused by the viscosity difference between the trap and the remobilization solvents. The potential of the proposed post-column refocusing strategy is demonstrated for an isocratic separation of KI (t0 marker), an antibiotic (sulfamethazine), and acetophenone as a case study. Using optimized remobilization conditions a maximum signal-enhancement factor of 8 was achieved. Higher enhancement factors using a remobilization solvent with slightly higher elution strength were prohibited by disturbances of the UV background signal. PMID:25127691

  6. Preparation of highly ordered mesoporous AlSBA-15-SO 3H hybrid material for the catalytic synthesis of chalcone under solvent-free condition

    Li, Wei; Xu, Kejin; Xu, Leilei; Hu, Jianglei; Ma, Fengyan; Guo, Yihang

    2010-03-01

    Single-step preparation of SBA-15 materials functionalized with both propylsulfonic acid groups and aluminum species (AlSBA-15-SO 3H) was carried out by hydrothermal treatment of a mixture of aluminum isopropoxide, 3-mercaptopropyltriethoxysilane, tetraethoxysilane, and triblock copolymer surfactant. At Si/Al molar ratio of 11-96, the materials exhibited well-ordered hexagonally arranged mesopores with pore diameter of ca. 9 nm, BET surface area of 546.9-666.0 m 2 g -1, and pore volume of 0.82-1.03 cm 3 g -1. As-prepared AlSBA-15-SO 3H was successfully used in the Claisen-Schmidt condensation reaction of benzaldehyde with acetophenone to produce chalcone under solvent-free condition, and the influence of the reaction parameters including temperatures, molar ratios of BZD to APN, and aluminum loadings were considered during the chalcone synthesis procedure. It showed that AlSBA-15-SO 3H exhibited significantly high catalytic activity and selectivity, outperforming the reference catalysts such as sulfuric acid, ZSM-5, and acidic MCM-49. In addition, the catalytic stability and regeneration of AlSBA-15-SO 3H was studied.

  7. Studies of manufacturing controlled-release graphene acid and catalyzing synthesis of chalcone with Claisen-Schmidt condensation reaction

    Li, Jihui; Feng, Jia; Li, Mei; Wang, Qiaolian; Su, Yumin; Jia, Zhixin

    2013-07-01

    In the paper, graphene acid (GA) was manufactured, using flake graphite as raw material, and the acidity and the structure of GA were characterized as well as. Then, chalcone was synthesized in the presence of GA, using acetophenone and benzaldehyde as the reactant. The results showed that the acidity of GA was for pH = 1.12 in aqueous solution, and it was structured by the graphene sheets with the spaces between the graphene sheet and the graphene sheet and sulfuric acid (H2SO4) and acetic acid (CH3CO2H) inside the spaces. At the same time, the results also exhibited that the chalcone yield was able to reach 60.36% when GA dosage was 5 g, and the chalcone yields could attain apart 60.36, 52.05 and 31.16% when 5 g of GA was used thrice. This shows that GA is not only a high-performance catalyst, but also a controlled-release catalyst.

  8. Sequence specificity of mutagenesis in the cI gene of bacteriophage lambda

    Studies of DNA base sequence alterations have shown that for every agent the mutagenic process is specific with respect to the types of base changes induced and the location of the changes in the DNA. Analysis of the types of mutations produced by mutagenic agents can provide insight into the mechanism of mutation and can suggest which DNA lesions may be involved in the actual mutagenic event. We have developed a system for the analysis of chemically induced base sequence alterations in the cI repressor gene of bacteriophage lambda using DNA sequencing techniques. To illustrate the utility of this type of analysis, we present the results obtained with ultraviolet light (UV). Irradiation of target DNA with UV alone, or UV followed by photoreactivating light (which removes dimers), produces mostly transitions at pyrimidine-pyrimidine sites. Conversely, irradiation with 313 nm light plus acetophenone (which produces only thymine dimers) produces mostly transversions at low efficiency. This and other evidence suggests that the actual premutagenic UV lesion in E. coli may not be pyrimidine-pyrimidine dimers, but rather pyr(6-4)pyo photoproducts

  9. Changes in DNA base sequence induced by targeted mutagenesis of lambda phage by ultraviolet light

    In targeted mutagenesis of lambda phage by ultraviolet light, the mutations are caused by radiation-induced lesions in the phage DNA. Of 62 mutations in the lambda cI gene that were sequenced, 41 of the targeted mutations were transitions, with similar numbers of C.G to T.A and T.A to C.G base changes. The remaining 21 mutations were about equally divided among eight transversions, seven frameshifts (5 additions and 2 deletions), and six double events with either two nearby base changes or a base change and a nearby frameshift. Of the 62 mutations, 60 could be associated with -Pyr-Pyr- sequences in the DNA, sites of likely photoproducts. For more information on this point, lambda phage were irradiated with 313 nm light in the presence of acetophenone for which the major photoproduct is reported to be the thymine-thymine cyclobutyl dimer, with no measurable Pyr(6-4)Pyo photoproducts. Of 22 mutations sequenced, 19 were transversions and only one was a transition, permitting the conclusion that thymine-thymine cyclobutyl dimers are not the primary cause of ultraviolet light-induced transitions. A consideration of all the data strongly suggests that Pyr(6-4)Pyo photoproducts are mutagenic lesions. (author)

  10. Genetic recombination of ultraviolet-irradiated nonreplicating lambda DNA

    Genetic recombination of ultraviolet-irradiated, nonreplicating lambda DNA was studied. Escherichia coli homoimmune lysogens were infected with ultraviolet-irradiated lambda phage whose DNA possessed a tandem duplication of the A to V genes. Recombination between duplicated segments produced lambda, DNA molecules possessing only one copy of the A to V region. DNA was extracted from cells and used to transfect recombination-deficient spheroplasts. Transfection lysates were assayed for total lambda phage and recombinant (EDTA-resistant) phage. Ultraviolet-stimulated recombination was shown to be completely RecA-dependent, mostly RecF-dependent, and RecBC and RecE-independent. Experiments with excision repair-deficient (uvr-) bacteria suggested that ultraviolet-stimulated recombination occurred by both Uvr-dependent and Uvr-independent processes. A role for pyrimidine dimers in recombination was indicated by the reduction in recombination frequency subsequent to photoreactivation and by experiments using lambda phase irradiated under conditions that produce almost exclusively pyrimidine dimers. A role for photoproducts other than pyrimidine dimers was suggested by the photo-reactivation-insensitive component of 254nm-stimulated recombination and by the observation that recombination frequencies of 254-irradiated phage were much greater than those of 313 nm/acetophenone-irradiated phage when both types of phage possessed the same number of pyridimidine dimers per lambda duplex

  11. Coherent control of wavepacket launch and evolution in molecular cations in strong-field regime

    Romanov(1, 3), Dmitri; Moore Tibbetts(2, 3), Katharine; Tarazkar(2, 3), Maryam; Bohinsky(2, 3), Timothy; Matsika(2, 3), Spiridoula; Levis(2, 3), Robert

    2016-05-01

    The time-resolved dissociative ionization dynamics for a family of acetophenone radical cations has been studied in pump-probe experiments. Modifications of the relative fragment yield have been measured as a function of the pump laser wavelength from 790 nm to 1500 nm. In the case of tunnel ionization (1150 - 1500 nm pump), the time-resolved transients of the parent and fragment ions probed with a weak 790 nm pulse reveal an order-of-magnitude enhancement of the peak-to-peak amplitude oscillations, ~ 100 fs longer coherence time, and an order-of-magnitude increase in the ratio of parent to fragment ions, as compared to the case of multiphoton ionization (790 nm pump). The results are quantitatively explained with a model of wavepacket evolution on the ground (D0) and excited (D1 and D2) ionic potential energy surfaces, with the probe-induced and conical-intersection-related transitions between the surfaces. The theory predicts the periods of fragment-ratio oscillations, thus confirming the ability to prepare and manipulate multiple wavepackets in the vicinity of a conical intersection for polyatomic molecules on the time scale of picoseconds.

  12. Applying medicinal chemistry strategies to understand odorant discrimination

    Poivet, Erwan; Peterlin, Zita; Tahirova, Narmin; Xu, Lu; Altomare, Clara; Paria, Anne; Zou, Dong-Jing; Firestein, Stuart

    2016-01-01

    Associating an odorant's chemical structure with its percept is a long-standing challenge. One hindrance may come from the adoption of the organic chemistry scheme of molecular description and classification. Chemists classify molecules according to characteristics that are useful in synthesis or isolation, but which may be of little importance to a biological sensory system. Accordingly, we look to medicinal chemistry, which emphasizes biological function over chemical form, in an attempt to discern which among the many molecular features are most important for odour discrimination. Here we use medicinal chemistry concepts to assemble a panel of molecules to test how heteroaromatic ring substitution of the benzene ring will change the odour percept of acetophenone. This work allows us to describe an extensive rule in odorant detection by mammalian olfactory receptors. Whereas organic chemistry would have predicted the ring size and composition to be key features, our work reveals that the topological polar surface area is the key feature for the discrimination of these odorants. PMID:27040654

  13. Design, synthesis and biological evaluation of diaziridinyl quinone isoxazole hybrids.

    Swapnaja, K Jones M; Yennam, Satyanarayana; Chavali, Murthy; Poornachandra, Y; Kumar, C Ganesh; Muthusamy, Krubakaran; Jayaraman, Venkatesh Babu; Arumugam, Premkumar; Balasubramanian, Sridhar; Sriram, Kiran Kumar

    2016-07-19

    A series of novel diaziridinyl quinone isoxazole hybrids (9a-9j) were synthesized starting from 2, 5-dimethoxy acetophenone 1 via Claisen reaction, cyclisation, alkoxy carbonylation, hydrolysis, oxidation and aziridine insertion. All the compounds were screened for antimicrobial, anti-biofilm and cytotoxic activities. Among the screened compounds, the compound 9h showed good antibacterial and anti-biofilm activities with MIC value of 3.9, 3.9, 3.9 and 7.8 μg/mL, respectively, and IC50 values of 1.9, 2.5, 2.8 and 5.1 μM, respectively, against Staphylococcus aureus MTCC 96, S. aureus MLS-16 MTCC 2940, Bacillus subtilis MTCC 121 and Klebsiella planticola MTCC 530, and also exhibited potent antifungal activity against Candida albicans MTCC 227, C. albicans MTCC 854 and Candida krusei MTCC 3020 equipotent to standard miconazole (MIC value 7.8 μg/mL). All the synthesized compounds exhibited promising cytotoxicity against A549 and PC3 cell lines (IC50 values between 1 and 4 μM). Compounds 9b and 9j exhibited IC50 value of 0.5 μM which was similar to that of Mitomycin C against PC3 cell line. PMID:27089214

  14. Sodium dodecyl sulfate coated γ-alumina support modified by a new Schiff base for solid phase extraction and flame-AAS determination of lead and copper ions

    Ardeshir Shokrollahi

    2013-01-01

    Full Text Available A simple and fast approach for solid phase extraction is herein described, and used to determine trace amounts of Pb2+ and Cu2+ metal ions. The solid phase support is sodium dodecyl sulfate (SDS-coated γ-alumina modified with bis(2-hydroxy acetophenone-1,6-hexanediimine (BHAH ligand. The adsorbed ions were stripped from the solid phase by 6 mL of 4 M nitric acid as eluent. The eluting solution was analyzed by flame atomic absorption spectrometry (FAAS. The sorption recovery of metal ions was investigated with regard to the effects of pH, amount of ligand, γ-alumina and surfactant and the amount and type of eluent. Complexation of BHAH with Pb2+ or Cu2+ ions was examined via spectrophotometry using the HypSpec program. The detection limit for Cu2+ was 7.9 µg L-1 with a relative standard deviation of 1.67%, while that for Pb2+ was 6.4 µg L-1 with a relative standard deviation of 1.64%. A preconcentration factor of 100 was achieved for these ions. The method was successfully applied to determine analyte concentrations in samples of liver, parsley, cabbage, and water.

  15. Capillary electrophoresis separation of neutral organic compounds, pharmaceutical drugs, proteins and peptides, enantiomers, and anions

    Ding, W.L.

    1999-02-12

    Addition of a novel anionic surfactant, namely lauryl polyoxyethylene sulfate, to an aqueous-acetonitrile electrolyte makes it possible to separate nonionic organic compounds by capillary electrophoresis. Separation is based on differences in the association between analytes and the surfactant. Highly hydrophobic compounds such as polyaromatic hydrocarbons are well separated by this new surfactant. Migration times of analytes can be readily changed over an unusually large range by varying the additive concentration and the proportion of acetonitrile in the electrolyte. Several examples are given, including the separation of four methylbenz[a]anthracene isomers and the separation of normal and deuterated acetophenone. The effect of adding this new surfactant to the acidic electrolyte was also investigated. Incorporation of cetyltrimethylammonium bromide in the electrolyte is shown to dynamically coat the capillary and reverse electroosmotic flow. Chiral recognition mechanism is studied using novel synthetic surfactants as chiral selectors, which are made from amino acids reacting with alkyl chloroformates. A satisfactory separation of both inorganic and organic anions is obtained using electrolyte solutions as high as 5 M sodium chloride using direct photometric detection. The effect of various salts on electrophoretic and electroosmotic mobility is further discussed. Several examples are given under high-salt conditions.

  16. Effects of furan derivatives and phenolic compounds on electricity generation in microbial fuel cells

    Catal, Tunc [Department of Biological and Ecological Engineering, Oregon State University, 116 Gilmore Hall, Corvallis, OR 97331 (United States); Department of Wood Science and Engineering, Oregon State University, 102 97331, Corvallis, OR (United States); Department of Molecular Biology and Genetics, Istanbul Technical University, 34469-Maslak, Istanbul (Turkey); Fan, Yanzhen; Liu, Hong [Department of Biological and Ecological Engineering, Oregon State University, 116 Gilmore Hall, Corvallis, OR 97331 (United States); Li, Kaichang [Department of Wood Science and Engineering, Oregon State University, 102 97331, Corvallis, OR (United States); Bermek, Hakan [Department of Molecular Biology and Genetics, Istanbul Technical University, 34469-Maslak, Istanbul (Turkey)

    2008-05-15

    Lignocellulosic biomass is an attractive fuel source for MFCs due to its renewable nature and ready availability. Furan derivatives and phenolic compounds could be potentially formed during the pre-treatment process of lignocellulosic biomass. In this study, voltage generation from these compounds and the effects of these compounds on voltage generation from glucose in air-cathode microbial fuel cells (MFCs) were examined. Except for 5-hydroxymethyl furfural (5-HMF), all the other compounds tested were unable to be utilized directly for electricity production in MFCs in the absence of other electron donors. One furan derivate, 5-HMF and two phenolic compounds, trans-cinnamic acid and 3,5-dimethoxy-4-hydroxy-cinnamic acid did not affect electricity generation from glucose at a concentration up to 10 mM. Four phenolic compounds, including syringaldeyhde, vanillin, trans-4-hydroxy-3-methoxy, and 4-hydroxy cinnamic acids inhibited electricity generation at concentrations above 5 mM. Other compounds, including 2-furaldehyde, benzyl alcohol and acetophenone, inhibited the electricity generation even at concentrations less than 0.2 mM. This study suggests that effective electricity generation from the hydrolysates of lignocellulosic biomass in MFCs may require the employment of the hydrolysis methods with low furan derivatives and phenolic compounds production, or the removal of some strong inhibitors prior to the MFC operation, or the improvement of bacterial tolerance against these compounds through the enrichment of new bacterial cultures or genetic modification of the bacterial strains. (author)

  17. Endonuclease activity from tobacco nuclei specific for ultraviolet radiation-damaged DNA

    Endonuclease activity specific for UV damaged DNA was isolated from tobacco leaf nuclei and detected by relaxation of supercoiled pUC 19 plasmid DNA. The activity did not require divalent cations or ATP. It acted on photoproducts induced by as little as 24 J m−2 of UV-C (primarily 254 nm) radiation. but not on photoproducts produced by UV-B (290–320 nm) radiation in the presence of acetophenone and a N2 atmosphere or by UV-A (320–400 nm) radiation in the presence of 4′-methoxy-methyltrioxsalen in a N2 atmosphere and not on the products of OsO4 oxidation of the DNA. Using end-labeled DNA of defined sequence, it was possible to identify sites in UV-C-irradiated DNA that were cut by the endonuclease preparation: most sites were assocrated with pyrimidine pairs. Cleavage by the tobacco endonuclease was not eliminated by treatment with Escherichia coli photolyase and light, suggesting that the endonuclease did not recognize cyclobutadipyrimidines. (author)

  18. Synthesis and characterization of mononuclear copper(II) complexes of pyridine 2-carboxamide: Their application as catalyst in peroxidative oxidation and antimicrobial agents

    Suvendu Samanta; Shounak Ray; Sutapa Joardar; Supriya Dutta

    2015-08-01

    Four water soluble copper(II) complexes, [Cu(HL)2 (H2O)2]Cl2 (1), [Cu(HL) 2 (ClO4)2 ] (2), [Cu(HL)2 (SCN)2] (3) and [CuL 2 ]·8H 2 O (4), where HL is pyridine 2–carboxamide, have been synthesized and characterized by various spectroscopic techniques. Structures have been determined by single crystal X-ray crystallography. The pH induced inter-conversion of Cu(HL)2 (H2O)2 ]Cl2 (1) and [CuL2]·8H2O (4) through co-ordination mode switching was investigated thoroughly with the help of absorption spectroscopy. Complexes 1–3 were found to be active catalysts for the oxidation of toluene, ethyl benzene and cyclohexane in the presence of hydrogen peroxide as the oxidant under mild conditions. Toluene was oxidized to benzyl alcohol and benzaldehyde, ethyl benzene was oxidized to 1-phenylethanol and acetophenone and cyclohexane was oxidized to yield cyclohexanol and cyclohexanone Antimicrobial activities have been investigated with these copper(II) complexes against gram + ve bacteria, gram − ve bacterial and fungal species.

  19. Synthesis, characterization and spectrochemical studies on a few binuclear -oxo molybdenum(V) complexes of pyrimidine derived Schiff base ligands

    Samik Gupta; Somnath Roy; Tarak Nath Mandal; Kinsuk Das; Sangita Ray; Ray J Butcher; Susanta Kumar Kar

    2010-03-01

    Ten new binuclear singly oxo-bridged molybdenum complexes (complexes 1-10) were prepared using five pyrimidine derived Schiff base ligands and two Mo(V) precursors (NH4)2MoOCl5 and (NH4)2MoOBr5. The ligands are prepared by the condensation of 4,6-dimethyl 2-hydrazino pyrimidine with salicylaldehyde (for HL1), -hydroxy acetophenone (for HL2) and substituted salicylaldehydes (for HL3, HL4 and HL5) respectively. These ligands are already reported as good donors for Mo(VI) state. The -oxo Mo(V) complexes reported here bears a distorted octahedral geometry around each Mo atom with either N2O2Cl or N2O2Br chromophores. Fine variations in the spectroscopic behaviour of the complexes are observed in accordance with the varying electron donating properties of the ligands. All the complexes are unstable in solution and X-ray quality crystal of complex 1 could be isolated. All the complexes are characterized by IR and UV-Vis spectra.

  20. Ferrocenyl-derived electrophilic phosphonium cations (EPCs) as Lewis acid catalysts.

    Mallov, Ian; Stephan, Douglas W

    2016-04-01

    Oxidation of diphenylphosphinoferrocene and 1,1'-bis(diphenylphosphino)ferrocene with XeF2, resulted in the formation of CpFe(η(5)-C5H4PF2Ph2) 1 and Fe(η(5)-C5H4PF2Ph2)22 respectively. Subsequent reactions with [SiEt3][B(C6F5)4] yielded [CpFe(η(5)-C5H4PFPh2)][B(C6F5)4] 3 and [Fe(η(5)-C5H4PFPh2)2] [B(C6F5)4]24. PhP(η(5)-C5H4)2Fe 5 was prepared, converted to [PhMeP(η(5)-C5H4)2Fe][O3SCF3] 6 and then to [PhMeP(η(5)-C5H4)2Fe][B(C6F5)4] 7. The ability of the salts 3, 4 and 7 to catalyze Friedel-Crafts dimerization of 1,1-diphenylethylene, dehydrocoupling of phenol and triethylsilane, deoxygenation of acetophenone and hydrodefluorination of 1-fluoropentane were probed. While compound 7 proved to be ineffective, compounds 3 and 4 were useful Lewis acid catalysts. Compounds 3 and 4 were shown to catalyze the deoxygenation of a series of ketones. PMID:26911641

  1. Aerobic Microbial Degradation of Chlorochromate Compounds Polluting the Environment

    Eight soil and sludge samples which have been polluted with petroleum wastes for more than 41 years were used for isolation of adapted indigenous microbial communities able to mineralize the chloro aromatic compounds [3-chlorobenzoic acid (3-CBA), 2,4-dichlorophenol (2,4-DCP), 2,6-dichlorophenol indole phenol (2,6-DCPP) and 1,2,4-trichlorobenzene (1,2,4-TCB)] and use them as a sole carbon and energy sources. From these communities, the most promising bacterial strain MAM-24 which has the ability to degrade the four chosen aromatic compounds was isolated and identified by comparative sequence analysis for its 16S-rRNA coding genes and it was identified as Bacillus mucilaginosus HQ 013329. Degradation percentage was quantified by HPLC. Degradation products were identified by GC-MS analysis which revealed that the isolated strain and its mutant dechlorinated the four chloro aromatic compounds in the first step forming acetophenone which is considered as the corner stone of the intermediate compounds

  2. Development of a specific radioimmunoassay for the detection of clenbuterol residues in treated cattle

    A radioimmunoassay for clenbuterol detection in cattle has been validated and used to monitor treated cattle. The tracer used was 4-amino-3,5-dichloro-α(tert-butylaminomethyl) benzyl alcohol (benzyl-3H)(clenbuterol) prepared by catalytic tritiation with tritium gas of 4-amino-3,5-dibromo-α-(tert-butylamino)-acetophenone, followed by chlorination at positions 3 and 5 in the aromatic ring. The rabbit antiserum was raised against a diazotized clenbuterol/human serum albumin conjugate. The assay described was sensitive (7.8 pg/tube) and reproducible. The intra- and inter-assay variability, which was assessed by measuring known quantities of clenbuterol in plasma, urine and faeces, was satisfactory for RIA. When this assay was used to monitor treated cattle the concentrations of clenbuterol in plasma, urine and faeces were directly related to the administered dose. The absorption and elimination of clenbuterol in cattle was rapid. Data obtained were consistent with results obtained in other species where a rapid clearance rate was also demonstrated. (author)

  3. Experimental thermochemical study of 2-chloroacetophenone and 2,4’-dichloroacetophenone

    Highlights: • Enthalpies of combustion and sublimation enthalpies have been measured. • Standard gas-phase enthalpies of formation have been derived. • Gas-phase enthalpies of formation were estimated by an empirical method. - Abstract: The standard (p∘ = 0.1 MPa) molar enthalpies of formation of 2-chloroacetophenone and 2,4’-dichloroacetophenone, in the gaseous phase, at T = 298.15 K, were derived from the combination of the values of the standard molar enthalpies of formation in the crystalline phase, at T = 298.15 K, and the standard molar enthalpies of sublimation of each compound, at the same temperature. The standard molar enthalpies of formation, in the crystalline phase, were derived from the corresponding standard massic energies of combustion, in oxygen, at T = 298.15 K, measured by rotating-bomb combustion calorimetry. The standard molar enthalpy of sublimation of 2-chloroacetophenone was measured by Calvet microcalorimetry whereas the standard molar enthalpy of sublimation for 2,4’-dichloroacetophenone was calculated by application of the Clausius–Clapeyron equation to the vapor pressures at several temperatures measured by the Knudsen effusion technique. (table) The values of the standard molar enthalpies of formation, in the gaseous phase, at T = 298.15 K, were compared with the same parameters estimated by the empirical scheme developed by Cox. The estimation schemes were extended to others chloro-substituted acetophenones

  4. Design for gas chromatography-corona discharge-ion mobility spectrometry.

    Jafari, Mohammad T; Saraji, Mohammad; Sherafatmand, Hossein

    2012-11-20

    A corona discharge ionization-ion mobility spectrometry (CD-IMS) with a novel sample inlet system was designed and constructed as a detector for capillary gas chromatography. In this design, a hollow needle was used instead of a solid needle which is commonly used for corona discharge creation, helping us to have direct axial interfacing for GC-IMS. The capillary column was passed through the needle, resulting in a reaction of effluents with reactant ions on the upstream side of the corona discharge ionization source. Using this sample introduction design, higher ionization efficiency was achieved relative to the entrance direction through the side of the drift tube. In addition, the volume of the ionization region was reduced to minimize the resistance time of compounds in the ionization source, increasing chromatographic resolution of the instrument. The effects of various parameters such as drift gas flow, makeup gas flow, and column tip position inside the needle were investigated. The designed instrument was exhaustively validated in terms of sensitivity, resolution, and reproducibility by analyzing the standard solutions of methyl isobutyl ketone, heptanone, nonanone, and acetophenone as the test compounds. The results obtained by CD-IMS detector were compared with those of the flame ionization detector, which revealed the capability of the proposed GC-IMS for two-dimensional separation (based on the retention time and drift time information) and identification of an analyte in complex matrixes. PMID:23083064

  5. Autotoxicity and Allelopathy of 3,4-Dihydroxyacetophenone Isolated from Picea schrenkiana Needles

    Zhao-Hui Li

    2011-10-01

    Full Text Available Bioassay-guided fractionation of the diethyl ether fraction of a water extract of Picea schrenkiana needles led to the isolation of the phenolic compound 3,4-dihydroxy- acetophenone (DHAP. The allelopathic effects of DHAP were evaluated under laboratory conditions on P. schrenkiana, rice (Oryza sativa L., wheat (Triticum aestivum L., radish (Raphanus sativus L., lettuce (Latuca sativa L., cucumber (Cucumis sativus L. and mung bean (Phaseolus radiatus L.. DHAP significantly inhibited seed germination and seedling growth of P. schrenkiana at concentrations of 2.5 mM and 0.5 mM (p < 0.05. Soil analysis revealed that P. schrenkiana forest soils contained exceptionally high DHAP concentrations (mean = 0.51 ± 0.03 mg/g dry soil, sufficient to inhibit natural P. schrenkiana recruitment. DHAP also exhibited strong allelopathic potential. It significantly inhibited wheat and lettuce seed germination at concentrations of 1 mM and 0.5 mM (p < 0.05. The active compound also completely inhibited root growth of the six test species at high concentrations. Our results suggest a dual role of DHAP, both as an allelochemical and as an autotoxicant. The potential for a single plant needle-leached compound to influence both inter- and intra-specific interactions emphasized the complex effects that plant secondary metabolites might have on plant population and community structure.

  6. 芳砜纶/间位芳纶混纺纱的染色%Dyeing of PSA/MPIA blended yarn

    崔淑玲; 崔俊巧

    2013-01-01

    芳砜纶/间位芳纶混纺纱采用阳离子染料、酸性染料、分散染料、活性染料和涂料分别进行染色,比较染色后织物的色光、K/S值和染色牢度.研究表明,芳砜纶/间位芳纶混纺纤维宜选用阳离子染料高温高压载体染色,以苯乙酮作为载体染色效果较好;同一类染料在两种纤维上有较好的同色性.%Polysulphonamide/poly-m-phenyleneisophthalamide (PSA/MPIA) blended yarn is dyed with cationic dyes,acid dyes,disperse dyes,reactive dyes and pigments respectively,and the hue,K/S value and color fastness of the dyeings are compared.It is shown that carrier dyeing at high temperature and high pressure with cationic dyes and acetophenone as a carrier is suitable for PSA/MPIA blends,and the blended dyeings feature the same tone.

  7. Study of mass attenuation coefficients, effective atomic numbers and electron densities for some low Z compounds of dosimetry interest at 59.54 keV incident photon energy

    Highlights: ► Gamma-ray interaction parameters of some low Z compounds have been measured at 59.54 keV. ► Values of effective atomic numbers (Zeff) have been obtained using an alternative approach based upon interpolation method. ► Composite materials investigated behave as incoherent scatters. ► Selected compounds can be represented by single (valued) mean atomic number 〈Z〉 at incident photon energy. ► Data presented is expected to be useful in medical based applications of nuclear radiation. - Abstract: Total mass attenuation coefficient, total photon interaction cross-section, effective atomic numbers (Zeff) and electron densities (Ne) of Aniline (C6H5NH2), Cyclohexane (C6H12), Glycerine (C3H5(OH)3), Butyl alcohol N-(C4H9OH), DMSO – dimethyl sulfoxide (C2H6OS), Methyl ethyl-ketone (C4H8O), Xylene (C8H10), Acetophenone (C8H8O) and Triethyl amine (C6H15N) have been measured at 59.54 keV energy photon emitted by 100 mCi 241Am point source employing narrow beam transmission geometry. Obtained results have been compared with theoretically calculated values of XCOM (Berger and Hubbel, 1987) and FFAST (). Mixture rule was employed to calculated theoretical mass attenuation coefficient values for each sample. Good agreement has been observed between experimental and theoretical values within experimental uncertainties.

  8. Synthesis and evaluation of new indole-based chalcones as potential antiinflammatory agents.

    Özdemir, Ahmet; Altintop, Mehlika Dilek; Turan-Zitouni, Gülhan; Çiftçi, Gülşen Akalın; Ertorun, İpek; Alataş, Özkan; Kaplancikli, Zafer Asim

    2015-01-01

    In the present work, new indole-based chalcone derivatives were obtained via the reaction of 5-substituted-1H-indole-3-carboxaldehydes/1-methylindole-3-carboxaldehyde with appropriate acetophenones. The synthesized compounds were investigated for their in vitro COX-1 and COX-2 inhibitory activity. The most effective COX inhibitors were also evaluated for their in vivo antiinflammatory and antioxidant activities in LPS induced sepsis model. Furthermore, the CCK-8 assay was carried out to determine cytotoxic effects of all compounds against NIH/3T3 mouse embryonic fibroblast cells. 3-(5-Bromo-1H-indol-3-yl)-1-(4-cyanophenyl)prop-2-en-1-one (6) can be considered as a non-selective COX inhibitor (COX-1 IC50 = 8.1 ± 0.2 μg/mL, COX-2 IC50 = 9.5 ± 0.8 μg/mL), whereas 3-(5-methoxy-1H-indol-3-yl)-1-(4-(methylsulfonyl)phenyl)prop-2-en-1-one (1) inhibited only COX-1 (IC50 = 8.6 ± 0.1 μg/mL). According to in vivo studies, these compounds also displayed antiinflammatory and antioxidant activities. PMID:25462246

  9. Gadolinium(III) ion selective sensor using a new synthesized Schiff's base as a sensing material

    According to a solution study which showed a selective complexation between N,N′-bis(methylsalicylidene)-2-aminobenzylamine (MSAB) and gadolinium ions, MSAB was used as a sensing element in construction of a gadolinium(III) ion selective electrode. Acetophenon (AP) was used as solvent mediator and sodium tetraphenyl borate (NaTPB) as an anion excluder. The electrode showed a good selectivity towards Gd(III) ions over a wide variety of cations tested. The constructed sensor displayed a Nernstian behavior (19.7 ± 0.3 mV/decade) in the concentration range of 1.0 × 10−6 to 1.0 × 10−2 mol L−1 with detection limit of 5.0 × 10−7 mol L−1 and a short response time (3+–PVC membrane sensor based on an ion carrier as sensing material is introduced. ► This technique is very simple and it's not necessary to use sophisticated equipment. ► This sensor shows good selectivity against other metal ions.

  10. Synthesis of 1-Aryl-3-phenethylamino-1-propanone Hydrochlorides as Possible Potent Cytotoxic Agents

    Cavit Kazaz

    2007-12-01

    Full Text Available 1-Aryl-3-phenethylamino-1-propanone hydrochlorides 1-10, which are potentialpotent cytotoxic agents, were synthesized via Mannich reactions using paraformaldehyde,phenethylamine hydrochloride as the amine component and acetophenone, 4’-methyl-, 4’-methoxy-, 4’-chloro-, 4’-fluoro-, 4’-bromo-, 2’,4’-dichloro-, 4’-nitro-, 4’-hydroxyacetophenone or 2-acetylthiophene as the ketone component. Yields were in the87-98 % range. Of the compounds synthesized, compounds 2, 6-8 and 10 were new. Theoptimum reaction conditions were investigated by changing the mol ratios of the reactants,the solvents and the acidity levels using 1 and 10 as representative targets. It was observedthat the best mol ratio of the ketone, paraformaldehyde and phenethylamine hydrochloridewas 1:1.2:1 (compared with a 2:2.1 ratio, and the most suitable reaction medium wasethanol containing concentrated hydrochloric acid (compared with only ethanol or nosolvent. This study may serve as a guide for the conditions of the reactions to synthesizecompounds having similar chemical structures.

  11. 抗精神病药阿塞那平的合成%Synthesis of asenapine

    张晓影; 郑国钧

    2011-01-01

    报道了阿塞那平的合成方法.以2,5-二氯苯乙酮和肌氨酸甲酯盐酸盐为原料,经过醚化、氧化、水解、合环、还原、开环等10步反应得到标题化合物,该法原料易得、实验操作简单,反应总收率约为3.5%,最终产物经1HNMR确认.%A method for synthesis of asenapine was reported in detail. Asenapine was synthesized by reaction 2, 5-dichloro-acetophenone with sarcosine methyl ester hydrochloride, followed by etherification, oxidation, hydrolysis, cyclization, reduction , ring-opening and other steps. The overall yield was about 3.5%. This process has many advantages, such as cheap starting materials, easy to operation. The desired product was confirmed by 1HNMR.

  12. New Routes to Pyridino[2,3-d]pyrimidin-4-one and Pyridino-[2,3-d]triazolino[4,5-a]pyrimidin-5-one Derivatives

    Tayseer A. Abdallah

    2003-03-01

    Full Text Available 2-Thioxopyrimidinyl-5-(N,N-dimethylaminoformamidine (5 and 1,3-diphenyltriazolo[3,4-d]pyrimidinyl-N,N-dimethylformamidine (14 were prepared by condensation of 6-amino-2-thioxo-1,3-dihydropyrimidin-4-one (2 and 7-amino-1,3-diphenyl-1,2,4-triazolo[4,3-a]pyrimidin-4-one (13 with dimethylformamide dimethyl-acetal (DMFDMA. Compound 5 reacts with acetophenone and 2-acetylthiophene to give the 2-thioxo-1,3-dihydropyridino[2,3-d]pyrimidin-4-ones 3a and 3b, respectively. Compounds 3a,b react with hydrazonoyl halides 6,7 to give pyridino[2,3-d]triazolo[4,5-a]pyrimidin-4-ones 11a-d and not the isomeric structures 12a-d. Formamidines of type 14 react with ethyl cyanoacetate, malononitrile and benzoyl acetonitrile to give the 1,3-diphenyl-3a-hydropyridino[2,3-d]1,2,4-triazolo[4,5-a]pyrimidin-4-one derivatives 15a,b and 18, respectively. The structures of the newly synthesized compounds are established on the basis of chemical and spectroscopic evidences as well as their synthesis by alternative methods.

  13. Synthesis, Structure and Biological Activities of Novel Triazole Compounds Containing Thioamide Group

    刘法谦; 秦永其; 许良忠; 陆路德; 杨绪杰; 汪信

    2005-01-01

    Two compounds 2-benzoyl-N-phenyl-2-( 1,2,4-triazol- 1-yl)thioacetamide (1) and 2-(4-chlorobenzoyl)-N-phenyl-2-(1,2,4-triazol-1-yl)thioacetamide (2) were synthesized from substituted acetophenone, triazole and phenyl isothiocyanate by several step reactions. The structure of compound 1 was determined by single-crystal X-ray diffraction analysis. It crystallizes in monoclinic system with space group P21/c, a =0.8806(2) nm, b= 1.2097(2) nm, c= 1.4809(3) nm, β=105.88°, Z=4, V=1.5173(6) nm3, Dc= 1.411 Mg/m3, μ=0.22 mm-1, F(000)=672, final R1=0.040 and Rw=0.103. There is obvious potentially weak C—H…N intermolecular interaction in the crystal, which stabilizes the structure. The results of biological test show that the two compounds have antifungal and plant growth regulating activities.

  14. One-pot, solvent-free, and efficient synthesis of 2,4,6-triarylpyridines using CoCl2.6H2O as a recyclable catalyst

    Mahmood Kamali

    2016-12-01

    Full Text Available A one-pot, three components coupling of aryl aldehyde, acetophenone, and ammonium acetate was performed to afford the corresponding 2,4,6-triarylpyridines (TAP1–17. The TAP1–17 were synthesized in the presence of cobalt(II chloride hexahydrate (CoCl2.6H2O via an improved Chichibabin pyridine synthesis protocol. This study has shown that CoCl2.6H2O promotes this reaction in comparison to other transition metal salt such as with FeCl3, NiCl2.6H2O, CuCl2.2H2O, CdCl2.H2O, SbCl3, SnCl2.2H2O, and ZnCl2. This method has several advantages, for example, excellent yields, short reaction times, easy work up, and solvent-free condition. Also, this catalyst was recyclable for four consecutive runs.

  15. Synthesis and Biological Activities of Some New (Nα-Dinicotinoyl- bis-L-Leucyl Linear and Macrocyclic Peptides

    Suzan Khayyat

    2014-07-01

    Full Text Available A series of linear and macrocyclic peptides 3–12 were synthesized using 3,5-pyridinedicarboxylic acid (1 as starting material and screened for their antimicrobial, anti-inflammatory and anticancer activities. Bis-ester 3 was prepared from 1 and L-leucine methyl ester. Hydrazinolysis and hydrolysis of dipeptide methyl ester 3 with hydrazine hydrate or 1 N sodium hydroxide afforded compounds 4 and 5, respectively. Cyclization of the dipeptide 5 with L-lysine methyl ester afforded cyclic pentapeptide ester 6. Compounds 7–9 were synthesized by reacting hydrazide 4 with phthalic anhydride, 1,8-naphthalene anhydride or acetophenone derivatives. Treatment of acid hydrazide 4 with aromatic aldehydes or tetraacid dianhydrides afforded the corresponding bis-dipeptide hydrazones 10a–e and macrocyclic peptides 11 and 12, respectively. The structures of newly synthesized compounds were confirmed by IR, 1H-NMR, MS spectral data and elemental analysis. The detailed synthesis, spectroscopic data, biological and pharmacological activities of the synthesized compounds was reported.

  16. Synthesis and Docking Studies of 2,4,6-Trihydroxy-3-Geranylacetophenone Analogs as Potential Lipoxygenase Inhibitor

    Chean Hui Ng

    2014-08-01

    Full Text Available The natural product molecule 2,4,6-trihydroxy-3-geranyl-acetophenone (tHGA isolated from the medicinal plant Melicope ptelefolia was shown to exhibit potent lipoxygenase (LOX inhibitory activity. It is known that LOX plays an important role in inflammatory response as it catalyzes the oxidation of unsaturated fatty acids, such as linoleic acid to form hydroperoxides. The search for selective LOX inhibitors may provide new therapeutic approach for inflammatory diseases. Herein, we report the synthesis of tHGA analogs using simple Friedel-Craft acylation and alkylation reactions with the aim of obtaining a better insight into the structure-activity relationships of the compounds. All the synthesized analogs showed potent soybean 15-LOX inhibitory activity in a dose-dependent manner (IC50 = 10.31–27.61 μM where compound 3e was two-fold more active than tHGA. Molecular docking was then applied to reveal the important binding interactions of compound 3e in soybean 15-LOX binding site. The findings suggest that the presence of longer acyl bearing aliphatic chain (5Cs and aromatic groups could significantly affect the enzymatic activity.

  17. Synthesis and Antiplasmodial Activity of 2-(4-Methoxyphenyl-4-Phenyl-1,10-Phenanthroline Derivative Compounds

    Nazudin

    2012-08-01

    Full Text Available A unique of synthetic methods was employed to prepare 2-(4-methoxyphenyl-4-phenyl-1,10-phenanthroline (5 derivatives from 4-methoxy-benzaldehyde (1, acetophenone (2, and 8-aminoquinoline (4 with aldol condensation and cyclization reactions. The derivatives were tested through antiplasmodial test. The synthesis of derivatives compound 5 was conducted in three steps. The 3-(4-methoxyphenyl-1-phenylpropenone 3 was synthesized through aldol condensation of 1 and 2 which has a yield of 96.42%. The compound 5 was synthesized through cyclization of compound 4 and 3 with 84.55% yield. The derivative of compound 5 was synthesized from compound 5 using DMS and DES reagents which refluxed for 21 and 22 h, to produce (1-N-methyl-9-(4-methoxyphenyl-7-phenyl-1,10-phenanthrolinium sulfate (6 and (1-N-ethyl-9-(4-methoxyphenyl-7-phenyl-1,10-phenanthrolinium sulfate (7 with 91.42 and 86.36% yields, respectively. Results of in vitro testing of antiplasmodial activity of compound 5 derivatives (i.e., compound 6 and 7 against chloroquine-resistant P. falciparum FCR3 strain showed that compound 7 had higher antimalarial activity than compounds 5 and 6. Whereas, results of in vitro testing against chloroquine-sensitive P. falciparum D10 strain showed that compound 6 has higher antimalarial activity than compounds 5 and 7.

  18. Synthesis and Anticonvulsant Activity of Various Mannich and Schiff Bases of 1,5-Benzodiazepines

    Surendra N. Pandeya

    2012-01-01

    Full Text Available Benzodiazepines have a various behavioral effects in addition to their anxiolytic action. There is every reason to believe that the BZ/GABA receptor complex is involved in these effects, since GABAmimetic manipulations modify the effect of BZ in tests of convulsive activity, motor function, and appetitive behavior. 1,5-Benzodiazepines are biologically important molecules and are extensively used clinically as analgesic, hypnotic, sedative, and antidepressive agents. Hence, 1,5-Benzodiazepines were synthesized by condensation of o-phenylenediamine and ketones, for example, cyclohexanone and acetone in presence of sulfated zirconia (catalyst. Mannich bases were synthesized with acetophenone, p-nitroacetophenone, p-chloroacetophenone, and formaldehyde. Schiff bases were synthesized using Mannich base of 1,5-benzodiazepines with p-chloroaniline and p-chlorophenylsemicarbazide in the presence of glacial acetic acid. All the synthesized compounds were characterized by 1H NMR and IR spectral analyses. All the synthesized derivatives were evaluated at the dose of 30 mg/kg b.w for anticonvulsant activity by isoniazid induced convulsion model, and the compounds NBZD-3 and NBZD-8 were found to be the most active among all compounds. Among all the synthesized derivatives, compounds NBZD-13 and NBZD-17 were found to be the most active among all compounds using thiosemicarbazide induced model. Although NBZD-8, NBZD-10, and NBZD-18 are the compounds which had shown good anticonvulsant activity and have an advantage over that, they were not sedative.

  19. Cp* Iridium Precatalysts for Selective C-H Oxidation via Direct Insertion. A Joint Experimental/Computational Study

    Zhou, Meng; Balcells, David; Parent, Alexander R.; Crabtree, Robert H; Eisenstein, Odile

    2012-01-01

    A series of Cp*Ir complexes are active precatalysts in C–H oxidation of cis-decalin, cyclooctane, 1-acetylpyrrolidine, tetrahydrofurans, and γ-lactones. Moderate to high yields were achieved, and surprisingly, high selectivity for mono-oxidation of cyclooctane to cyclooctanone was observed. Kinetic isotope effect experiments in the C–H oxidation of ethylbenezene to acetophenone yield kH/kD = 15.4 ± 0.8 at 23 °C and 17.8 ± 1.2 at 0 °C, which are consistent with C–H oxidation being the rate-limiting step with a significant tunneling contribution. The nature of the active species was investigated by TEM, UV–vis, microfiltration, and control experiments. DFT calculations showed that the C–H oxidation of cis-decalin by Cp*Ir(ppy)(Cl) (ppy = o-phenylpyridine) follows a direct oxygen insertion mechanism on the singlet potential energy surface, rather than the radical rebound route that would be seen for the triplet, in good agreement with the retention of stereochemistry observed in this reaction.

  20. Template-directed assembly of metal-chalcogenide nanocrystals into ordered mesoporous networks.

    Vamvasakis, Ioannis; Subrahmanyam, Kota S.; Kanatzidis, Mercouri G.; Armatas, Gerasimos S.

    2015-04-01

    Although great progress in the synthesis of porous networks of metal and metal oxide nanoparticles with highly accessible pore surface and ordered mesoscale pores has been achieved, synthesis of assembled 3D mesostructures of metal-chalcogenide nanocrystals is still challenging. In this work we demonstrate that ordered mesoporous networks, which comprise well-defined interconnected metal sulfide nanocrystals, can be prepared through a polymer-templated oxidative polymerization process. The resulting self-assembled mesostructures that were obtained after solvent extraction of the polymer template impart the unique combination of light-emitting metal chalcogenide nanocrystals, three-dimensional open-pore structure, high surface area, and uniform pores. We show that the pore surface of these materials is active and accessible to incoming molecules, exhibiting high photocatalytic activity and stability, for instance, in oxidation of 1-phenylethanol into acetophenone. We demonstrate through appropriate selection of the synthetic components that this method is general to prepare ordered mesoporous materials from metal chalcogenide nanocrystals with various sizes and compositions.

  1. Synthesis of p-acdophenyl Trimethyl Amonium Iodide%碘化三甲基对乙酰苯基铵的合成

    邱德敏; 雷光东

    2014-01-01

    在乙酸乙酯溶剂中,以碘甲烷和对二甲氨基苯乙酮反应合成了碘化三甲基对乙酰苯基铵,通过红外光谱和核磁共振氢谱表征了其分子结构。结果表明,在碘甲烷过量50%条件下,反应时间4h,生成的产物可自行从溶液中沉淀出来,产率达85%以上。%p-acdophenyl trimethyl ammonium iodide was synthesized with p-dimethyamino acetophenone and methyl io-dide in ethyl acetate solution.The structure was characterized by infrared spectroscopy and nuclear magnetic resonance spec-troscopy.The effect of reaction conditions on the yield was investigated.The results showed that in ethyl acetate solution, when the methyl iodide was used by an excess of 50%,the resulting product will precipitate out of the solution.When the re-action time lasts for 4 hours,the yield can reach 85%.

  2. Synthesis and study of cholosubstituted 4-aroyl pyrazolines and isoxazolines and their effects on inorganic ions in blood serum in albino rats

    PRITHVISIGH R. RAJPUT

    2011-11-01

    Full Text Available Bhoyar AD, Vankhade GN, Rajput PR. 2011. Synthesis and study of cholosubstituted 4-aroyl pyrazolines and isoxazolines and their effects on inorganic ions in blood serum in albino rats. Nusantara Bioscience 3: 118-123. Condensation of 2-substitutied 3,5-dichloroacetophenones (2a-b obtained from the condensation of 2-hydroxy 3,5-dichloro-acetophenone (1 and benzoyl chloride were dissolved in NaOH, on treatment under Baker-Venkatraman transformation in presence of KOH with pyridine gives 1-(2-hydroxy-3,5-dichlorophenyl-3-substituted-1,3-propanediones (3a-b. Then converted into 3-aroyl-6,8-dichloroflavanones (4a-d by using different aromatic aldehyde in ethanol containing little piperidine. The condensation of (4a-d and phenylhydrazinehydrochloride, piperidine in DMF gives 3-(2-hydroxy3,5-dichlorophenyl-4-substitution-1-phenyl-2pyrazolines (5a-d and condensation of (4a-d and hydroxylamine-hydrochloride gives 3-(2-hydroxy-3,5-dichlorophenyl-4-aroyl-5-substituted isoxazolines (6a-d. The above compounds are screened for their activities and have been found to exhibit significant effects on inorganic ions in blood serum in albino rats.

  3. Full Kinetics and a Mechanistic Investigation of the Green Protocol for Synthesis of β-Aminoketone in the Presence of Saccharose as a Catalyst by a One-Pot Three-Component Reaction

    Sayyed Mostafa Habibi-Khorassani

    2014-01-01

    Full Text Available For the first time, in a green protocol, an investigation of the kinetics and mechanism of the reaction between benzaldehyde 1, 4-chloroanilinne 2, and acetophenone 3 compounds in the presence of saccharose as a catalyst was performed for generating β-aminoketone. For determining the kinetic parameters, the reaction was monitored by using the UV/Vis spectrophotometry technique. The second order rate constant (k1 was automatically calculated by the standard equations contained within the program. In the studied temperature range, the second order rate constant (ln k1, ln k1/T depended on reciprocal temperature that was in good consistent with Arrhenius and Eyring equations, respectively. These data provided the suitable plots for calculating the activation energy and parameters (Ea, ΔG‡, ΔS‡, and ΔH‡ of the reaction. Furthermore, useful information was obtained from studying the effects of solvent, concentration, and catalyst on the reaction mechanism. The results showed that the first step of the reaction mechanism is a rate determining step (RDS. The obtained experimental data and also the steady state assumption confirmed the proposed mechanism.

  4. Synthesis and Bioevaluation of 3-(substitutedphenyl-1-(4-hydroxyphenyl-2-propen-1-ones and their Carbamate Derivatives against Root – Knot Nematode (Meloidogyne javanica

    Sumona Kumari

    2014-09-01

    Full Text Available Synthesis of 3-(4-chloro/methyl/nitro/methoxy/3,4,5-trimethoxy/2,4-dichloro/ 4-bromo/ 3, 4-dimethoxy/ 2, 4-dimethoxy/ 3-bromo/ 2-chloro/ 2-methoxy phenyl-1-(4-hydroxyphenyl-2-propen-1-one (14-25 has been carried out from substituted benzaldehyde (1-12 and 4-hydroxy acetophenone (13. The condensation of synthesized 2-propen-1-ones (14-25 with phenyl isocyanate (26 gave 4-[3-(4-chloro/ methyl/nitro/methoxy/3, 4, 5-trimethoxy/2, 4-dichloro/4-bromo/3, 4-dimethoxy/2, 4-dimethoxy/3-bromo phenyl prop-2-enoyl] phenyl phenylcarbamate (27-36. The synthesized compounds were characterized on the basis of analytical and spectral data. All the compounds were evaluated for their nematicidal activity in- vitro against second stage juveniles (J2 of root - knot nematode (Meloidogyne javanica. Incorporation of carbamoyloxy moiety in 2-propen-1-ones enhanced the activity. Irrespective of the concentration, compounds 3-(4-methoxyphenyl-1-(4-hydroxyphenyl-2-propen-1-one (17 and 4-[3-(4-methoxyphenyl prop-2-enoyl] phenyl phenyl carbamate (30 have shown maximum nematode mortality i.e. 30% and 51.8%.

  5. Study on the Synthesis of Trifloxystrobin%肟菌酯合成新工艺

    柴兵; 闻冲; 陈晓东; 李宗成

    2013-01-01

    [目的]为避免使用剧毒品氰化钠,研究了一种有效制备肟菌酯的新方法.[方法]以邻甲基苯胺为原料,经过重氮化反应、甲基化反应、溴代反应,最后与间三氟甲基苯乙酮肟缩合得到目标产物肟菌酯.[结果]产品的含量大于97%(HPLC-外标法),总产率达31%.[结论]该法避免使用氰化钠,各步反应收率也较好,有进一步研究的价值.%[Aims] In order to avoid using high toxic reagent-sodium cyanide, a new efficient method was reported for preparing trifloxystrobin. [Methods] 2-Methyl aniline was used as starting material, followed by diazotization, methylation, bromination and condensation with 3'-(trifluoromethyl) acetophenone oxime, to get the target compound-trifloxystrobin. [Results] The purity of the product was over 97% (HPLC-External Standard Method), the overall yield was 31%. [Conclusions] This reported route can avoid the use of sodium cyanide with good yield of each step, which was worthy for further research.

  6. Ultrasound accelerated Claisen-Schmidt condensation: A green route to chalcones

    Calvino, V. [Dpto. de Quimica Inorganica y Quimica Tecnica, Facultad de Ciencias, Universidad Nacional de Educacion a Distancia (UNED), C/Senda del Rey, 9. E-28040 Madrid (Spain); Picallo, M. [Dpto. de Quimica Inorganica y Quimica Tecnica, Facultad de Ciencias, Universidad Nacional de Educacion a Distancia (UNED), C/Senda del Rey, 9. E-28040 Madrid (Spain); Lopez-Peinado, A.J. [Dpto. de Quimica Inorganica y Quimica Tecnica, Facultad de Ciencias, Universidad Nacional de Educacion a Distancia (UNED), C/Senda del Rey, 9. E-28040 Madrid (Spain); Martin-Aranda, R.M. [Dpto. de Quimica Inorganica y Quimica Tecnica, Facultad de Ciencias, Universidad Nacional de Educacion a Distancia (UNED), C/Senda del Rey, 9. E-28040 Madrid (Spain)]. E-mail: rmartin@ccia.uned.es; Duran-Valle, C.J. [Dpto. de Quimica Inorganica, Facultad de Ciencias, Universidad de Extremadura, Avenida de Elvas s/n., 06071 Badajoz (Spain)

    2006-06-30

    Chalcones have been synthesized under sonochemical irradiation by Claisen-Schmidt condensation between benzaldehyde and acetophenone. Two basic activated carbons (Na and Cs-Norit) have been used as catalysts. The effect of the ultrasound activation has been studied. A substantial enhancing effect in the yield was observed when the carbon catalyst was activated under ultrasonic waves. This 'green' method (combination of alkaline-doped carbon catalyst and ultrasound waves) has been applied to the synthesis of several chalcones with antibacterial properties achieving, in all cases, excellent activities and selectivities. A comparative study under non-sonic activation has showed that the yields are lower in silent conditions, indicating that the sonication exerts a positive effect on the activity of the catalyst. Cs-doped carbon is presented as the optimum catalyst, giving excellent activity for this type of condensation. Cs-Norit carbon catalyst can compete with the traditional NaOH/EtOH when the reaction is carried out under ultrasounds. The role of solvent in this reaction was studied with ethanol. High conversion was obtained in absence of solvent. The carbons were characterized by thermal analysis, nitrogen adsorption and X-ray photoelectron spectroscopy.

  7. A quorum sensing small volatile molecule promotes antibiotic tolerance in bacteria.

    Yok-Ai Que

    Full Text Available Bacteria can be refractory to antibiotics due to a sub-population of dormant cells, called persisters that are highly tolerant to antibiotic exposure. The low frequency and transience of the antibiotic tolerant "persister" trait has complicated elucidation of the mechanism that controls antibiotic tolerance. In this study, we show that 2' Amino-acetophenone (2-AA, a poorly studied but diagnostically important small, volatile molecule produced by the recalcitrant gram-negative human pathogen Pseudomonas aeruginosa, promotes antibiotic tolerance in response to quorum-sensing (QS signaling. Our results show that 2-AA mediated persister cell accumulation occurs via alteration of the expression of genes involved in the translational capacity of the cell, including almost all ribosomal protein genes and other translation-related factors. That 2-AA promotes persisters formation also in other emerging multi-drug resistant pathogens, including the non 2-AA producer Acinetobacter baumannii implies that 2-AA may play an important role in the ability of gram-negative bacteria to tolerate antibiotic treatments in polymicrobial infections. Given that the synthesis, excretion and uptake of QS small molecules is a common hallmark of prokaryotes, together with the fact that the translational machinery is highly conserved, we posit that modulation of the translational capacity of the cell via QS molecules, may be a general, widely distributed mechanism that promotes antibiotic tolerance among prokaryotes.

  8. Synthesis, electronic structure and catalytic activity of ruthenium-iodo-carbonyl complexes with thioether containing NNS donor ligand

    Jana, Subrata; Jana, Mahendra Sekhar; Biswas, Sujan; Sinha, Chittaranjan; Mondal, Tapan Kumar

    2014-05-01

    The ruthenium carbonyl complexes 1 and 2 with redox noninnocent NNS donor ligand, 1-methyl-2-{(o-thiomethyl)phenylazo}imidazole (L) have been synthesized and characterized by various analytical and spectroscopic (IR, UV-Vis and 1H NMR) techniques. The complexes exhibit a quasi-reversible one electron Ru(II)/Ru(III) oxidation couple at 1.11 V for 1 and 0.76 V for 2 along with two successive one electron ligand reductions. Catalytic activity of the compounds has been investigated to the oxidation of PhCH2OH to PhCHO, 2-butanol (C4H9OH) to 2-butanone, 1-phenylethanol (PhC2H4OH) to acetophenone, cyclopentanol (C5H9OH) to cyclopentanone, cyclohexanol to cyclohexanone, cycloheptanol to cycloheptanone and cycloctanol to cycloctanone using N-methylmorpholine-N-oxide (NMO) as oxidant. The catalytic efficiency of 2 is greater than complex 1 and well correlate with the metal oxidation potential. DFT, NBO and TDDFT calculations in DFT/B3LYP/6-31G(d)/lanL2TZ(f) method are employed to interpret the structural and electronic features of the complexes.

  9. Surface Coating of Musa Brachycarpa Trunk Using UV-Radiation

    An experiment on UV-curing of surface coating of Musa brachycarpa was carried out using urethane acrylate polymer films. Radiation curable material was the mixture of urethane acrylate resin, tripropylene glycol diacrylate monomer (TPGDA) and radical photo initiator of 2,2-dimethyl -2-hydroxy acetophenone. The TPGDA concentrations in the mixture with urethane acrylate resin were 60; 70 and 80% weight, Whereas concentrations of photo initiator were varied at the level 1.5:2.0 and 2.5% by weight based on resin and monomer mixture. Irradiation was conducted by using 80 Watt/cm intensity UV-light at the conveyor speed of 2: 3 and 4 m/min. Analysis and film properties observed were IR spectrum, gel fraction, hardness, abrasion resistance, glossy and chemical, solvent and stain resistances. Films have good resistances against 1% sodium carbonate, 5% acetic acid, 50% alcohol, thinner and red, blue and black permanent marker, except against 10% sodium hydroxide and 10% sulfuric acid. Optimum condition was achieved at the photo initiator concentration level of 2% and conveyor speed of 3 m/min

  10. Immobilization of metalloporphyrins on CeO2@SiO2 with a core-shell structure prepared via microemulsion method for catalytic oxidation of ethylbenzene

    沈丹华; 吉琳韬; 付玲玲; 董旭龙; 刘志刚; 刘强; 刘世明

    2015-01-01

    CeO2@SiO2 core−shell nanoparticles were prepared by microemulsion method, and metalloporphyrins were immobilized on the CeO2@SiO2 core−shell nanoparticles surface via amide bond. The supported metalloporphyrin catalysts were characterized by N2 adsorption−desorption isotherm (BET), scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), ultraviolet and visible spectroscopy (UV-Vis), and Fourier transform infrared spectroscopy (FT-IR). The results show that the morphology of CeO2@SiO2 nanoparticles is core−shell microspheres with about 30 nm in diameter, and metalloporphyrins are immobilized on the CeO2@SiO2 core−shell nanoparticles via amide bond. Especially, the core−shell structure contains multi CeO2 core and thin SiO2 shell, which may benefit the synergistic effect between the CeO2 core and the porphyrin anchored on the very thin SiO2 shell. As a result, this supported metalloporphyrin catalysts present comparably high catalytic activity and stability for oxidation of ethylbenzene with molecular oxygen, namely, ethylbenzene conversion remains around 12% with identical selectivity of about 80%for acetophenone even after six-times reuse of the catalyst.

  11. A Study on Synthesis Process of 2-Hydroxyl Chalcon%2-羟基查耳酮合成工艺的研究

    刘健

    2015-01-01

    Chalcone is a key intermediate for pharmaceutical synthesis of flavonoids widely used as medicine. The classical method of synthesis of 2- hydroxy chalcone uses trimethoxy benzene as raw material, and uses acetyl chloride reaction to produce trimethoxy acetophenone, and then it reacts with two methoxy phenyl ac-etaldehyde to produce chalcones. Experimental results show that using the aluminum chloride as catalyst in carbon disulfide solution, when trimethoxy benzene and acetyl chloride ratio is1:1.05, stirring at a constant temperature of 40 DEG C, 2, 4, 6-trimethoxy phenyl ethyl ketone yield can reach the highest percentage, 92%. 2, 4, 6-trimethoxy phenyl ethyl ketone react with 2,4-two methoxy benzaldehydeto produce 2- hydroxy chalcone, with reactant ratio of ethanol solution of 1:1. When 2, 4, 6-trimethoxy acetophenone and amount of 50% KOH ratio is 1:4, the reaction yield is 96%, the total yield of the reaction 88%,which is the optimal re-action condition for industrial production.%查尔酮是合成广泛应用的医药黄酮类化合物的关键中间体,2-羟基查耳酮的经典合成方法是以三甲氧基苯为原料,与乙酰氯反应生成三甲氧基苯乙酮,再与二甲氧基苯乙醛发生反应生成查耳酮。实验结果表明,以三氯化铝为催化剂,在二硫化碳溶液中,三甲氧基苯和乙酰氯配比为1:1.05时,在恒温40℃搅拌,得到的2,4,6-三甲氧基苯乙酮产率最高,为92%。2,4,6-三甲氧基苯乙酮再与2,4-二甲氧基苯甲醛反应得到2-羟基查耳酮,大量的乙醇溶液中反应物配比1:1,2,4,6-三甲氧基苯乙酮与50%的KOH加入量配比为1:4,反应收率为96%,最后总反应收率为88%,为工业生产最佳反应条件。

  12. Transformation of avobenzone in conditions of aquatic chlorination and UV-irradiation.

    Trebše, Polonca; Polyakova, Olga V; Baranova, Maria; Kralj, Mojca Bavcon; Dolenc, Darko; Sarakha, Mohamed; Kutin, Alexander; Lebedev, Albert T

    2016-09-15

    Emerging contaminants represent a wide group of the most different compounds. They appear in the environment at trace levels due to human activity. Most of these compounds are not yet regulated. Sunscreen UV-filters play an important role among these emerging contaminants. In the present research the reactions of 4-tert-butyl-4'-methoxydibenzoylmethane (avobenzone), the most common UV filter in the formulation of sunscreens, were studied under the combined influence of active chlorine and UV-irradiation. Twenty five compounds were identified by GC/MS as transformation products of avobenzone in reactions of aquatic UV-irradiation and chlorination with sodium hypochlorite. A complete scheme of transformation of avobenzone covering all the semivolatile products is proposed. The identification of the two primary chlorination products (2-chloro-1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione and 2,2-dichloro-1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione) was confirmed by their synthesis and GC/MS and NMR analysis. Although the toxicities of the majority of these products remain unknown substituted chlorinated phenols and acetophenones are known to be rather toxic. Combined action of active chlorine and UV-irradiation results in the formation of some products (chloroanhydrides, chlorophenols) not forming in conditions of separate application of these disinfection methods. Therefore caring for people «well-being» it is of great importance to apply the most appropriate disinfection method. Since the primary transformation products partially resist powerful UV-C irradiation they may be treated as stable and persistent pollutants. PMID:27258620

  13. Substrate dependent reaction channels of the Wolff–Kishner reduction reaction: A theoretical study

    Shinichi Yamabe

    2014-01-01

    Full Text Available Wolff–Kishner reduction reactions were investigated by DFT calculations for the first time. B3LYP/6-311+G(d,p SCRF=(PCM, solvent = 1,2-ethanediol optimizations were carried out. To investigate the role of the base catalyst, the base-free reaction was examined by the use of acetone, hydrazine (H2N–NH2 and (H2O8. A ready reaction channel of acetone → acetone hydrazine (Me2C=N–NH2 was obtained. The channel involves two likely proton-transfer routes. However, it was found that the base-free reaction was unlikely at the N2 extrusion step from the isopropyl diimine intermediate (Me2C(H–N=N–H. Two base-catalyzed reactions were investigated by models of the ketone, H2N–NH2 and OH−(H2O7. Here, ketones are acetone and acetophenone. While routes of the ketone → hydrazone → diimine are similar, those from the diimines are different. From the isopropyl diimine, the N2 extrusion and the C–H bond formation takes place concomitantly. The concomitance leads to the propane product concertedly. From the (1-phenylethyl substituted diimine, a carbanion intermediate is formed. The para carbon of the phenyl ring of the anion is subject to the protonation, which leads to a 3-ethylidene-1,4-cyclohexadiene intermediate. Its [1,5]-hydrogen migration gives the ethylbenzene product. For both ketone substrates, the diimines undergoing E2 reactions were found to be key intermediates.

  14. Behavioral Response of Aedes aegypti (Diptera: Culicidae) Larvae to Synthetic and Natural Attractants and Repellents.

    Gonzalez, Paula V; González Audino, Paola A; Masuh, Héctor M

    2015-11-01

    Aedes aegypti (L.) (Diptera: Culicidae) is the key vector of three important arboviral diseases: dengue, yellow fever, and chikungunya. Immature stages of this species inhabit human-made containers placed in residential landscapes. In this study, we evaluated a few compounds in a sensitive behavioral assay with Ae. aegypti larvae. The orientation of larvae to different compounds was surveyed using a performance index (PI). The PI represents the response to each odorant, where a value of +1 is indicative of full attraction and -1 represents complete repulsion. The widely used insect repellent N, N-diethyl-m-toluamide elicited a significantly negative PI, as did acetophenone and indole. A yeast extract, a known food source, elicited a significantly positive PI, as did 2-methylphenol, 1-octen-3-ol, 3-methylphenol, and fish food. On the other hand, no response was observed for the essential oil of Eucalyptus grandis x Eucalyptus camaldulensis at the concentration evaluated. Pretreatment of larvae with N-ethylmaleimide and ablation of the antennae resulted in a suppression of behavioral responses. The overall mobility of ablated larvae was indistinguishable from unablated controls, and absence of any visible locomotor dysfunction was observed. This work is a contribution to the study of the chemical ecology of disease vectors with the aim of developing more efficient tools for surveillance and control.Natural and synthetic compounds attractive to Ae. aegypti larvae should be incorporated into integrated pest management programs through the use of baited traps or by improving the efficacy of larvicides commonly used in control campaigns. PMID:26352935

  15. Evaluation of the migration of 15 photo-initiators from cardboard packaging into Tenax(®) using ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS).

    Van Den Houwe, K; van de Velde, S; Evrard, C; Van Hoeck, E; Van Loco, J; Bolle, F

    2014-04-01

    Photo-initiators are widely used to cure ink on packaging materials used in food applications such as plastic films or cartonboards. In migration studies, food simulants are very often used to simulate food, like Tenax(®), which is the simulant for dry foodstuffs. In this paper a fast and reliable confirmation method for the determination of the following photo-initiators in Tenax(®) is described: benzophenone (BP), 4,4'-bis(diethylamino)benzophenone (DEAB), 2-chloro-9H-thioxanthen-9-one (CTX), 1-chloro-4-propoxy-9H-thioxanthen-9-one (CPTX), 2,4-diethyl-9H-thioxanthen-9-one (DETX), 2,2-dimethoxy-2-phenyl acetophenone (DMPA), 4-(dimethylamino)benzophenone (DMBP), 2-ethylanthraquinone (EA), ethyl-4-dimethylaminobenzoate (EDMAB), 1-hydroxylcyclohexyl phenyl ketone (HCPK), 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone (HMMP), 2-isopropyl-9H-thioxanthen-9-one (ITX), 4-methylbenzophenone (MBP), Michler's ketone (MK), and 4-phenylbenzophenone (PBZ). After the migration study was completed, the simulant Tenax(®) was extracted using acetonitrile, followed by analysis on ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). Quantification was carried out using benzophenone-d10 (BP-d10) as internal standard. The presented method is validated in terms of matrix effect, specificity, linearity, recovery, precision and sensitivity, showing the method can detect all photo-initiators at very low concentrations (LOD < 0.125 µg g(-1) for all substances). Finally, the procedure was applied to real samples, proving the capabilities of the presented method. PMID:24447245

  16. 4’-甲氧基-2’-羟基查尔酮及衍生物的合成与活性%Synthesis and Activity Detection of 4′- Methoxy -2′- Hydroxy Chalcone and its Derivatives

    郑高亮; 卢俊; 余心哲; 郁建平

    2015-01-01

    以对甲氧基苯乙酮和苯甲醛衍生物为原料,在无水乙醇为溶剂的条件下,采用浓度为2.5mol/L的NaOH溶液为催化剂,经aldol缩合获得了8种查尔酮衍生物,采用1 HNMR、13 CNMR、MS 对其进行了结构表征。采用MTT法测定了2种查尔酮衍生物的乳腺癌MDA231细胞抑制活性,并使用了原料作为对照组,实验结果表明对照检查几乎没抗乳腺癌MAD231细胞活性,实验组有一定抗乳腺癌MAD231细胞活性,查尔酮及衍生物有作为抗癌药物的潜在价值。%With methoxy acetophenone and benzaldehyde derivatives as raw materials, anhydrous ethanol as solvent, and 2. 5 mol/L NaOH solution as catalyst, eight chalcone derivatives were synthesized by the aldol condensation, and their structures were characterized by 1 H-NMR, 13 C NMR and MS. Activity of two chal-cone derivatives for inhibiting breast cancer MDA231 cells were determined by MTT method. The results showed that two chalcone derivatives somewhat had practical activity of anti-breast cancer MAD231 cells, conversely, the raw materials had no anti-breast cancer effect, indicating that chalcone and its derivatives were promising for antitumor drug exploitation.

  17. Study Progress on Synthesis 3′,5′-Hydrocarbon Chalcones%3′,5′-烃基查尔酮的合成进展

    陈泓霖; 黄初升; 刘红星; 杨进华; 郑少龙

    2015-01-01

    Isopentenyl and geranyl structure units generally exist in flavonoids ,chalcone and other natural products .Chalcone in isopentenyl and geranyl structure has anti‐cancer ,antioxidant activity which is popularly favored .There are domestic and foreign reports about many synthesis methods of prenylated and geranyl chalcone .In this paper ,two research directions from acetophenone or chalcone as raw material base are summarized ,making a summary on methods for synthesis of 3′,5′position as in isopentenyl or geranyl chalcones in recent years ,and providing more new methods for developing synthesis of 3′,5′position with reference to isopentenyl or geranyl chalcone.%异戊烯基和香叶基结构单元普遍存在于黄酮类、查尔酮类等天然产物。异戊烯基和香叶基结构的查尔酮具有抗癌、抗氧化活性等生理活性而备受青睐。国内外报道了许多异戊烯基和香叶基结构的查尔酮合成方法。本文从苯乙酮或查尔酮为原料基础的两个研究方向进行总结,综述了近年来关于3′,5′位为异戊烯基或香叶基的查尔酮的合成方法,为更多3′,5′位为异戊烯基或香叶基的查尔酮的合成新方法被研发提供参考。

  18. 一类新型含炔基结构查尔酮的合成及表征%Synthesis and Characterization of Novel Chalcones Containing Alkynyl Structure

    刘运奎; 张巍; 陈小玲; 徐振元

    2014-01-01

    报道了一种新型含炔基查尔酮的合成方法,以邻溴苯甲醛和含取代基苯乙炔为原料,通过Sonogashira偶联反应,生成的炔基苯甲醛进一步与苯乙酮反应生成含炔基结构的查尔酮,此类查尔酮在过渡金属催化的串联反应研究领域有着重要的作用,该类化合物拓展了金、钯、铜等过渡金属参与催化的有机合成反应的底物范围,对进一步研究过渡金属参与的串联反应有一定的指导意义。该方法具有原料简单易得、反应过程操作容易、收率高等优点,产物经红外、核磁共振和质谱等分析手段确证结构。%We reported a controlled synthesis of novel chalcones containing alkynyl structure ,via Sonogashira coupling reaction of a kind of 2-bromobenzaldehyde and ethynylbenzene, then via a further response of 2-(Phenylethynyl)benzaldehyde and acetophenone. This kind of chalcones are important in transition metal reactions, this new compounds expand the scopes of substrates of transition metal reactions. The results of this investigation were used as a guide for the preparation of a series of substrations in high yield of tandem organic reactions.

  19. Synthetic Process Optimization of Chalcone Derivative under Microwave Irradiation%微波辅助合成查尔酮衍生物的工艺

    张国喜; 杨金凤; 姬广军; 李炳奇

    2011-01-01

    Eight chalcone derivatives (3a~3d,4a~4d) were synthesized by benzaldehyde(2e,2f) and substituted acetonphenone (la~Id) under microwave irradiation conditions, which is to further study the preparation of new pyrazoline. The structures were confirmed by 1H-NMR,IR,MS and elementary analysis. The synthesis technology chalcone (3a) was studied. Effects of raw materials mole ratio,reaction time and microwave radiation power on the reaction yield were investigated. The optimal synthesis conditions are benzaldehyde to acetophenone mole ratio,microwave power reaction,microwave irradiation time. The synthesis reaction were easily worked up with short time,high yields and green initiative.%本文应用微波辐射技术,以苯甲醛衍生物(1a~1d)和苯乙酮衍生物(2e,2f)为原料,合成了8种查尔酮衍生物(3a~3d,4a~4d),它们是重要的有机中间体,其结构经1H NMR,IR,MS和元素分析表征;研究了查尔酮3a的合成工艺,考察了物料比微波辐射时间辐射功率对产率的影响,通过正交实验确定查尔酮的最佳合成条件为:苯甲醛与苯乙酮的物质的量之比1∶ 1,微波功率140W,微波反应时间为25 min,产率85%~92%.

  20. Kinetic isotope effect of carbon-13 in decarboxylation of phenylpropiolic acid in anhydrous formic acid

    Carbon-13 kinetic isotope effects in the decarboxylation of phenylpropiolic acid (carboxyl-13C) in formic acid medium and in the decarbonylation of liquid formic acid assisted with phenylpropiolic acid (PPA) and acetophenone (AP) have been studied in the 70-100oC temperature interval. The carboxyl-13C KIEs are in the range 1.0034 at 71.6oC and 1.0047 at 101.2oC respectively. The C-13C KIE, k-12/k-13, in the decarbonylation of liquid formic acid assisted with PPA were found to be of 1.0419 at 71.6oC and 1.0383 at 101.2oC. The C-13 KIE in the decarbonylation of pure formic acid are 1.0464 at 70.2oC and 1.0411 at 98oC respectively. The above experimental results have been discussed and interpreted as indicating that the formation of Cα-H bond preceded by the protonation of triple acetylenic bond of PPA is the rate determining step followed by carbon dioxide splitting. The 13-CO-KIE in the carbon monooxide generation assisted with PPA is much larger than the 13-CO-KIE generated in the presence of phenylacetylene. This shows that the decarboxylation of PPA and decarboxylation of FA are interrelated processes proceeding in the reaction cage. The formic acid involved in the formation of TS is decarbonylating directly avoiding probably largely the formic acid anhydride intermediate formation. (author)

  1. Characterization of Thick and Thin Film SiCN for Pressure Sensing at High Temperatures

    Rama B. Bhat

    2010-02-01

    Full Text Available Pressure measurement in high temperature environments is important in many applications to provide valuable information for performance studies. Information on pressure patterns is highly desirable for improving performance, condition monitoring and accurate prediction of the remaining life of systems that operate in extremely high temperature environments, such as gas turbine engines. A number of technologies have been recently investigated, however these technologies target specific applications and they are limited by the maximum operating temperature. Thick and thin films of SiCN can withstand high temperatures. SiCN is a polymer-derived ceramic with liquid phase polymer as its starting material. This provides the advantage that it can be molded to any shape. CERASET™ also yields itself for photolithography, with the addition of photo initiator 2, 2-Dimethoxy-2-phenyl-acetophenone (DMPA, thereby enabling photolithographical patterning of the pre-ceramic polymer using UV lithography. SiCN fabrication includes thermosetting, crosslinking and pyrolysis. The technology is still under investigation for stability and improved performance. This work presents the preparation of SiCN films to be used as the body of a sensor for pressure measurements in high temperature environments. The sensor employs the phenomenon of drag effect. The pressure sensor consists of a slender sensitive element and a thick blocking element. The dimensions and thickness of the films depend on the intended application of the sensors. Fabrication methods of SiCN ceramics both as thin (about 40–60 µm and thick (about 2–3 mm films for high temperature applications are discussed. In addition, the influence of thermosetting and annealing processes on mechanical properties is investigated.

  2. Comparison between polymerized ionic liquids synthesized using chain-growth and step-growth mechanisms used as stationary phase in gas chromatography.

    Roeleveld, Kevin; David, Frank; Lynen, Frédéric

    2016-06-17

    In this study the merits of polymerized imidazolium based ionic liquid (PIL) stationary phases obtained via condensation and free radical polymerizations are compared as stationary phases in gas chromatography (GC). Poly(1-vinyl-3-butyl-imidazolium - bis(trifluoromethane)sulfonamide) (poly(ViC4Im(+) NTf2(-))) was obtained via a chain-growth mechanism while poly(propylimidazolium-NTf2) (poly(C3Im(+) NTf2(-))) was synthesized via a step-growth polymerization. The thermal stability of both polymers was assessed using thermal gravimetric analysis and compared with bleeding profiles obtained from the statically coated GC columns (30m×0.25mm×0.25μm). The performance was compared to what could be obtained on commercially available 1,5-di(2,3-dimethylimidazolium)pentane(2+) 2NTf2(-) (SLB-IL111) ionic liquid based columns. It was observed that the step-growth polymer was more thermally stable, up to 325°C, while the chain-growth polymer showed initial degradation at 250°C. Both polymers allowed reaching minimal plate heights of 0.400-0.500mm for retained solutes such as benzaldehyde, acetophenone, 1-methylnaphthalene and aniline. Assessment of the McReynolds constants illustrated that the polarity of the step-growth polymer was similar to the SLB-IL111 column, while displaying improved column stability. The PIL phases and particularly the so far little studied condensation based polymer shows particular retention and satisfactory column performance for polar moieties such as esters, amine and carbonyl functionalities. PMID:27189433

  3. The involvement of TRP channels in sensory irritation: a mechanistic approach toward a better understanding of the biological effects of local irritants.

    Lehmann, Ramona; Schöbel, Nicole; Hatt, Hanns; van Thriel, Christoph

    2016-06-01

    Peripheral nerves innervating the mucosae of the nose, mouth, and throat protect the organism against chemical hazards. Upon their stimulation, characteristic perceptions (e.g., stinging and burning) and various reflexes are triggered (e.g., sneezing and cough). The potency of a chemical to cause sensory irritation can be estimated by a mouse bioassay assessing the concentration-dependent decrease in the respiratory rate (50 % decrease: RD50). The involvement of the N. trigeminus and its sensory neurons in the irritant-induced decrease in respiratory rates are not well understood to date. In calcium imaging experiments, we tested which of eight different irritants (RD50 5-730 ppm) could induce responses in primary mouse trigeminal ganglion neurons. The tested irritants acetophenone, 2-ethylhexanol, hexyl isocyanate, isophorone, and trimethylcyclohexanol stimulated responses in trigeminal neurons. Most of these responses depended on functional TRPA1 or TRPV1 channels. For crotyl alcohol, 3-methyl-1-butanol, and sodium metabisulfite, no activation could be observed. 2-ethylhexanol can activate both TRPA1 and TRPV1, and at low contractions (100 µM) G protein-coupled receptors (GPCRs) seem to be involved. GPCRs might also be involved in the mediation of the responses to trimethylcyclohexanol. By using neurobiological tools, we showed that sensory irritation in vivo could be based on the direct activation of TRP channels but also on yet unknown interactions with GPCRs present in trigeminal neurons. Our results showed that the potency suggested by the RD50 values was not reflected by direct nerve-compound interaction. PMID:27037703

  4. (±)-Cycloaltilisin 7和(±)-Poinsettifolin B的首次全合成%First Total Synthesis of (±)-Cycloaltilisin 7 and (±)-Poinsettifolin B

    马晓琴; 杨金会; 冯尧; 陈兵兵; 谢一民

    2014-01-01

    Cycloaltilisin 7, isolated from the bud covers of Artocarpus altilis, is a new isoprenyl flavone and has the potential cathepsin K inhibitory activity;while poinsettifolin B is another new geranyl chalcone isolated from the extract of Dorsetenia poinsettifolia, an native cameroonian herb used for the treatment of yaws disease, infection, and other possible skin diseases. Starting from the inexpensive hydroxyl acetophenones and hydroxyl benzaldehydes, the first total syntheses of these two natural products are accomplished with simple and mild conditions. The structures of all new compounds are elucidated by HRMS, 1H NMR and 13C NMR spectra.%Cycloaltilisin 7是从桑科植物面包树(Artocarpus altilis)的芽中分离出的一种新异戊烯基黄烷酮,具有组织蛋白酶K抑制活性; Poinsettifolin B也是从桑科琉桑属植物Dorstenia poinsettifolia中分离出的一种新的香叶基查尔酮, Dor-stenia poinsettifolia是原产于喀麦隆潮湿森林的草本植物,用于民间雅司病和伤口感染的治疗,对治疗皮肤病也有潜在功效。以廉价的羟苯乙酮和羟苯甲醛为原料,用简单温和的方法完成了这两种天然产物的首次全合成。所有新化合物的结构都经过HRMS,1H NMR和13C NMR的确认。

  5. (E)-3-(3-methoxyphenyl)-1-(2-pyrrolyl)-2-propenone displays suppression of inflammatory responses via inhibition of Src, Syk, and NF-κB.

    Kim, Yong; Jeong, Eun Jeong; Han Lee, In-Sook; Kim, Mi-Yeon; Cho, Jae Youl

    2016-01-01

    (E)-3-(3-methoxyphenyl)-1-(2-pyrrolyl)-2-propenone (MPP) is an aldol condensation product resulting from pyrrole-2-carbaldehyde and m- and p- substituted acetophenones. However, its biological activity has not yet been evaluated. Since it has been reported that some propenone-type compounds display anti-inflammatory activity, we investigated whether MPP could negatively modulate inflammatory responses. To do this, we employed lipopolysaccharide (LPS)-stimulated macrophage-like RAW264.7 cells and examined the inhibitory levels of nitric oxide (NO) production and transcriptional activation, as well as the target proteins involved in the inflammatory signaling cascade. Interestingly, MPP was found to reduce the production of NO in LPS-treated RAW264.7 cells, without causing cytotoxicity. Moreover, this compound suppressed the mRNA levels of inflammatory genes, such as inducible NO synthase (iNOS) and tumor necrosis factor (TNF)-α. Using luciferase reporter gene assays performed in HEK293 cells and immunoblotting analysis with nuclear protein fractions, we determined that MPP reduced the transcriptional activation of nuclear factor (NF)-κB. Furthermore, the activation of a series of upstream signals for NF-κB activation, composed of Src, Syk, Akt, and IκBα, were also blocked by this compound. It was confirmed that MPP was able to suppress autophosphorylation of overexpressed Src and Syk in HEK293 cells. Therefore, these results suggest that MPP can function as an anti-inflammatory drug with NF-κB inhibitory properties via the suppression of Src and Syk. PMID:26807028

  6. Co-Mg-Al oxides issued of hydrotalcite precursors for total oxidation of volatile organic compounds. Identification and toxicological impact of the by-products

    Catalysts based on Co-Mg-Al, which were used for the total oxidation of toluene, were synthesized by using the hydrotalcite pathway. The calcination allowed us to obtain various mixed oxide types (i.e. Co3O4, Co2AlO4 or CoAl2O4), presenting meso-pores of about 8 nm and high specific surface areas. The solids were tested for the total oxidation of toluene and showed a total selectivity in CO2 and H2O for 100% of toluene conversion. However, studies using diffuse reflectance infrared 'operando' and GC-MS allowed us to identify intermediary by-products stemming from the catalytic oxidation of toluene: benzene and small quantities of benzaldehyde, styrene and acetophenone. In order to contribute to the improvement of the current scientific knowledge on volatile organic compound (VOC) toxicity in humans, the lung toxicity of toluene, benzene or their association was determined by using a human epithelial lung cell model (i.e. L132 cell line). VOC cytotoxicity was studied with three complementary methods: the enzymatic activity of extracellular lactate dehydrogenase (LDH), the enzymatic activity of mitochondrial dehydrogenase (mDH), and the incorporation of 5-Bromodeoxyuridine (5-BrdU). Taken together, these results showed the occurrence of adverse effects, notably reported by significant increases in LDH activity in cell culture supernatants, 24 hours after L132 cell exposure not only to toluene alone or benzene alone, but also to their association. This original approach allowed us to integrate some toxicological parameters to help the choice of new-dedicated catalysts for the oxidative conversion of VOC. (authors)

  7. Thermodynamic properties of donor–acceptor complexes of tertiary amine with aryl ketones in hexane medium

    Highlights: ► Ultrasonic scan is carried out on ternary systems of aromatic tertiary amine and three aryl ketones. ► Formation of CT complexes is found between tertiary amine with aryl ketones. ► Stability constant values are computed by ultrasonic and spectral methods are compared. ► The trend in the ‘K’ suggests that substituents in ketones influence the stabilities of these complexes. ► The thermodynamic parameters suggest CT interaction is exothermic and the complexes are thermodynamically stable. - The thermodynamic stability of complexes formed between N,N-dimethylaniline (DMANI) and three ketones, namely, acetophenone (ACP), 4-chloroactophenone (ClACP) and 4-methylacetophenone (MACP) in n-hexane is extensively investigated by spectral and ultrasonic methods. The ultrasound scan was carried out in the temperature range 208.15–313.15 K and at atmospheric pressure on solutions containing equimolar concentrations of components ranging from 0.025 to 0.2 M. The existence of solute–solute interactions has also been confirmed through electronic absorption spectra analyzed with Benesi-Hildebrand theory at 303.15 K. The stability constants of the donor–acceptor complexes determined both by spectroscopic and ultrasonic methods are comparable and follow similar trends. The trend in the formation constants is discussed with structures of the components. The thermodynamic behavior of the systems was explained through the computed values of the free energy (ΔG), enthalpy (ΔH) and entropy (ΔS) changes for complex formation are computed and discussed.

  8. Anaerobic Microbial Degradation of Hydrocarbons: From Enzymatic Reactions to the Environment.

    Rabus, Ralf; Boll, Matthias; Heider, Johann; Meckenstock, Rainer U; Buckel, Wolfgang; Einsle, Oliver; Ermler, Ulrich; Golding, Bernard T; Gunsalus, Robert P; Kroneck, Peter M H; Krüger, Martin; Lueders, Tillmann; Martins, Berta M; Musat, Florin; Richnow, Hans H; Schink, Bernhard; Seifert, Jana; Szaleniec, Maciej; Treude, Tina; Ullmann, G Matthias; Vogt, Carsten; von Bergen, Martin; Wilkes, Heinz

    2016-01-01

    Hydrocarbons are abundant in anoxic environments and pose biochemical challenges to their anaerobic degradation by microorganisms. Within the framework of the Priority Program 1319, investigations funded by the Deutsche Forschungsgemeinschaft on the anaerobic microbial degradation of hydrocarbons ranged from isolation and enrichment of hitherto unknown hydrocarbon-degrading anaerobic microorganisms, discovery of novel reactions, detailed studies of enzyme mechanisms and structures to process-oriented in situ studies. Selected highlights from this program are collected in this synopsis, with more detailed information provided by theme-focused reviews of the special topic issue on 'Anaerobic biodegradation of hydrocarbons' [this issue, pp. 1-244]. The interdisciplinary character of the program, involving microbiologists, biochemists, organic chemists and environmental scientists, is best exemplified by the studies on alkyl-/arylalkylsuccinate synthases. Here, research topics ranged from in-depth mechanistic studies of archetypical toluene-activating benzylsuccinate synthase, substrate-specific phylogenetic clustering of alkyl-/arylalkylsuccinate synthases (toluene plus xylenes, p-cymene, p-cresol, 2-methylnaphthalene, n-alkanes), stereochemical and co-metabolic insights into n-alkane-activating (methylalkyl)succinate synthases to the discovery of bacterial groups previously unknown to possess alkyl-/arylalkylsuccinate synthases by means of functional gene markers and in situ field studies enabled by state-of-the-art stable isotope probing and fractionation approaches. Other topics are Mo-cofactor-dependent dehydrogenases performing O2-independent hydroxylation of hydrocarbons and alkyl side chains (ethylbenzene, p-cymene, cholesterol, n-hexadecane), degradation of p-alkylated benzoates and toluenes, glycyl radical-bearing 4-hydroxyphenylacetate decarboxylase, novel types of carboxylation reactions (for acetophenone, acetone, and potentially also benzene and

  9. Characterization of thick and thin film SiCN for pressure sensing at high temperatures.

    Leo, Alfin; Andronenko, Sergey; Stiharu, Ion; Bhat, Rama B

    2010-01-01

    Pressure measurement in high temperature environments is important in many applications to provide valuable information for performance studies. Information on pressure patterns is highly desirable for improving performance, condition monitoring and accurate prediction of the remaining life of systems that operate in extremely high temperature environments, such as gas turbine engines. A number of technologies have been recently investigated, however these technologies target specific applications and they are limited by the maximum operating temperature. Thick and thin films of SiCN can withstand high temperatures. SiCN is a polymer-derived ceramic with liquid phase polymer as its starting material. This provides the advantage that it can be molded to any shape. CERASET™ also yields itself for photolithography, with the addition of photo initiator 2, 2-Dimethoxy-2-phenyl-acetophenone (DMPA), thereby enabling photolithographical patterning of the pre-ceramic polymer using UV lithography. SiCN fabrication includes thermosetting, crosslinking and pyrolysis. The technology is still under investigation for stability and improved performance. This work presents the preparation of SiCN films to be used as the body of a sensor for pressure measurements in high temperature environments. The sensor employs the phenomenon of drag effect. The pressure sensor consists of a slender sensitive element and a thick blocking element. The dimensions and thickness of the films depend on the intended application of the sensors. Fabrication methods of SiCN ceramics both as thin (about 40-60 μm) and thick (about 2-3 mm) films for high temperature applications are discussed. In addition, the influence of thermosetting and annealing processes on mechanical properties is investigated. PMID:22205871

  10. Priority of color over scent during flower visitation by adult Vanessa indica butterflies.

    Omura, Hisashi; Honda, Keiichi

    2005-02-01

    Most flower visitors innately prefer a particular color and scent, and use them as cues for flower recognition and selection. However, in most cases, since color and scent serve as a combined signal, not only does the preference for an individual cue, but also the preference hierarchy among different cues, influence their flower visitation. In the present study, we attempted to reveal (1) the chromatic and (2) the olfactory cues that stimulate flower visiting, and (3) the preference hierarchy between these cues, using the naive adult butterfly Vanessa indica. When we offered 12 different-colored (six chromatic and six achromatic) paper flower models, V. indica showed a color preference for yellow and blue. When we examined the proboscis extension reflex (PER) of V. indica towards 16 individual compounds identified in the floral scents from two nectar plants belonging to the family Compositae, Taraxacum officinale and Cirsium japonicum, six compounds were found to have relatively high PER-eliciting activities, including benzaldehyde, acetophenone, and (E+Z)-nerolidol. When we combined color and scent cues in two-choice bioassays, where butterflies were offered flower models that were purple (a relatively unattractive color), the models scented with these active compounds were significantly more attractive than the odorless controls. In addition, synthetic blends mimicking the floral scents of T. officinale and C. japonicum (at doses equivalent to that of ten flowers) enhanced the number of visits to the scented models. However, the effect of odorizing was not conspicuous in parallel bioassays when yellow flower models were used, and the butterflies also significantly preferred odorless yellow models to scented purple models. These results demonstrate that V. indica depends primarily on color and secondarily on scent during flower visitation. PMID:15688217

  11. R-3,5-(双三氟甲基)苯乙醇不对称合成工艺%Asymmetric Synthesis of R-3,5 (Trifluoro-dimethyl) Benzene Ethanol

    蒲国荣; 周龙昌; 向忠权; 孙果宋; 韦志明; 陈小鹏

    2013-01-01

    An asymmetric transfer hydrogenation was adopted to synthesize R-3 ,5-( trifluoro-dimethyl) benzene ethanol from 3 ,5-bis( trifluoromethyl) acetophenone in isopropyl alcohol by using [RuCl2(C10 H14)2]2 as catalyst and (1S,2R)-( - )-1-amino-2-indene alcohol as ligands. When the reaction time was 6 h, reaction temperature was 50℃ , catalyst/ligands molar ratio was 1:2. 5 , and the substrate concentration was 0. 095 7 mol/L,the conversion rate of the product was 99. 32% ,and selectivity(ee) was 91. 2%. The target product was characterized by means of FTIR and 1HNMR.%以[RuC12(C10H14)2]2为催化剂、(1S,2R)-(-)-1-氨基-2-茚醇为配体,3,5-双三氟甲基苯乙酮在异丙醇中发生不对称氢化还原反应得到R-3,5-(双三氟甲基)苯乙醇.在反应时间6h、温度50℃、n(催化剂)∶n(配体)=1∶2.5、底物浓度0.095 7 mol/L的条件下,产品的转化率达99.32%,选择性(ee)达91.2%.用FTIR和1HNMR进行了表征.

  12. Silver nanoparticles embedded polymer sorbent for preconcentration of uranium from bio-aggressive aqueous media

    Das, Sadananda [Department of Chemistry, University of Pune, Pune 411 007 (India); Radiochemistry Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400 085 (India); Pandey, Ashok K., E-mail: ashokk@barc.gov.in [Radiochemistry Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400 085 (India); Athawale, Anjali A. [Department of Chemistry, University of Pune, Pune 411 007 (India); Subramanian, M. [Bio-organic Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400 085 (India); Seshagiri, T.K. [Radiochemistry Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400 085 (India); Khanna, Pawan K. [Nanoscience Laboratory, Centre for Materials for Electronics Technology, Pune 411 008 (India); Manchanda, Vijay K. [Radiochemistry Division, Bhabha Atomic Research Centre, Trombay, Mumbai 400 085 (India)

    2011-02-28

    Adsorptive sorbent for bio-aggressive natural aqueous media like seawater was developed by one pot simultaneous synthesis of silver nanoparticles (Ag nps) and poly(ethylene glycol methacrylate phosphate) (PEGMP) by UV-initiator induced photo-polymerization. The photo-polymerization was carried out by irradiating N,N'-dimethylformamide (DMF) solution containing appropriate amounts of the functional monomer (ethylene glycol methacrylate phosphate), UV initiator ({alpha},{alpha}'-dimethoxy-{alpha}-phenyl acetophenone), and Ag{sup +} ions with 365 nm UV light in a multilamps photoreactor. To increase mechanical strength, nano-composite sorbent (Ag-PEGMP) was also reinforced with thermally bonded non-woven poly(propylene) fibrous sheet. Transmission electron microscopy (TEM) of the nano-composite sorbent showed uniform distribution of spherical Ag nanoparticles with particles size ranging from 3 to 6 nm. The maximum amount of Ag{sup 0} that could be anchored in the form of nanoparticles were 5 {+-} 1 and 10 {+-} 1 wt.% in self-supported PEGMP and poly(propylene) reinforced PEGMP matrices, respectively. Ag-PEGMP sorbent was found to be stable under ambient conditions for a period of six months. Ag-PEGMP composite sorbent did not exhibit growth at all after incubation with pre-grown Escherichia coli cells, and showed non-adherence of this bacteria to the composite. This indicated that composite sorbent has the bio-resistivity due to bacterial repulsion and bactericidal properties of Ag nanoparticles embedded in the PEGMP. Sorption of U(VI) in PEGMP and Ag-PEGMP nano-composite sorbents from well-stirred seawater was studied to explore the possibility of using it for uranium preconcentration from bio-aggressive aqueous streams. The nano-composite sorbent was used to preconcentrate U(VI) from a process aqueous waste stream.

  13. SYNTHESIS AND CHARACTERISATION OF β-DIKETONES%β-二酮类萃取剂的合成及性能研究

    林辉

    2001-01-01

    A process for the preparation of β-diketones,especialy aromatic β-diketones,by Claisen condensation reaction of acetophenone or its derivatives with alphatic esters in the presense of sodium alkoxide as a catalyst in an aromatic hydrocarbon solvent is reported.The different β-diketones can be obtained with high yields and purity.The crude materials was commercially available.The process is facile and can permit efficient recirculation of solvent.   The experiments on testing the extraction properties of β-diketones are performed.The results indicate that these β-diketones can extract copper efficiently under certain condition and be potential to become extractant of copper.%阐述了在醇钠作催化剂、芳香烃作溶剂的条件下,由苯乙酮或其衍生物与羧酸酯发生Claisen缩合反应合成β-二酮,特别是芳香族β-二酮的方法。该合成方法的优点是可以制备出高纯度不同结构的β-二酮,且产率高;所需原料为国内易得工业品,反应溶剂可重复使用;方法简便,有较好的工业应用价值。β-二酮的萃取性能表明,它是有效的铜萃取剂。

  14. Microwave synthesis, spectral, thermal and antimicrobial studies of some Ni(II and Cu(II Schiff base complexes

    A P Mishra

    2012-05-01

    Full Text Available Bidentate and tridentate (NO, (ONO Schiff bases have been synthesized by condensing methyl isobutyl ketone with 2-amino-4-chlorophenol and 2-hydroxy acetophenone with isonicotinic acid hydrazide. The 1:1 or 1:2 metal complexes have been prepared by interacting these Schiff bases with metal ions viz. Ni(II, Cu(II. These compounds have been synthesized by conventional as well as microwave methods and characterized by elemental analysis, FT-IR, UV-Vis, ESR, molar conductance, thermal analysis and X-ray diffraction. The complexes are colored and stable in air at room temperature. The thermal behavior of metal complexes shows that the hydrated complexes loses water molecules of hydration in the first step; followed by decomposition of ligand molecules in the subsequent steps. Crystal data of [Ni(HINH(H2O]Cl.3H2O complex a = b =13.9338Ǻ, c = 34.7975Ǻ, V = 6755.96Ǻ3, Z = 12, Dobs = 1.2421g/cm3, Dcal 1.2847g/cm3, reflect that this complex has crystallized in orthorhombic system. The solid state electrical conductivity of the metal complexes has also been measured. Solid state electrical conductivity studies reflect semiconducting nature of the complexes. The Schiff bases and metal complexes show good activity against the Gram-positive bacteria; Staphylococcus aureus and Gram-negative bacteria; Escherichia coli and fungi Aspergillus niger and Candida albicans. The antimicrobial results also indicate that the metal complexes are better antimicrobial agents as compared to the Schiff bases.

  15. Synthesis of 3,4-diaryl-4-thiazoline-2-thione derivatives as new potential COX-2 inhibitors

    S. Emami

    2007-01-01

    Full Text Available AbstractBackground and purpose: Nonsteroidal anti-inflammatory drugs (NSAIDs remain among the most widely prescribed drugs worldwide for the treatment of inflammation including pain-releasing, anti-pyretic and rheumatoid arthritis. The conventional NSAIDs exert their effects by inhibiting cyclooxygenase (COX enzymes. Subsequent research and rational drug design validated the initial concept that a selective COX-2 inhibitor would illicit effective anti-inflammatory without the adverse ulcerogenic effect associated with the use of NSAIDs that inhibit both COX-1 and COX-2. Accordingly, in this work we report the synthesis of a new diaryl heterocyclic series, the 3,4-diaryl-4-thiazoline-2-thione, as potential selective COX-2 inhibitors.Materials and Methods: The starting material thioanisole underwent Friedel-Craft reaction with acetic acid in the presence of trifluoroacetic anhydride followed by oxidation by MCPBA to give 4-(methylsulfonyl acetophenone. This compound was then treated with Br2 in CHCl3 to give phenacyl bromide derivative. On the other hand, condensation of aniline derivatives with carbon disulfide in the presence of triethylamine gave the corresponding dithiocarbamate salt. Subsequently, reaction of aryl dithiocarbamate with methylsulfonyl phenacyl bromide furnished cyclic alcohol intermediate, which was dehydrated by 80% H2SO4 to give 3,4-diaryl-4-thiazoline-2-thione.Results: All of the target compounds were characterized by their 1H-NMR, 13C-NMR, IR and mass spectral data.Conclusion: In view of the pharmacological importance of the selective COX-2 inhibitors, a series of 3,4-diaryl-4-thiazoline-2-thiones having pharmacophoric features of COX-2 inhibitors have been synthesized via convenient and efficient synthetic pathway, and structurally characterized by different spectroscopic methods.

  16. Co-Mg-Al oxides issued of hydrotalcite precursors for total oxidation of volatile organic compounds. Identification and toxicological impact of the by-products

    Gennequin, C.; Kouassi, S.; Tidahy, L.; Cousin, R.; Lamonier, J.F.; Garcon, G.; Shirali, P.; Cazier, F.; Aboukais, A.; Siffert, St. [Universite Lille Nord de France, 59 - Lille (France); Gennequin, C.; Kouassi, S.; Tidahy, L.; Cousin, R.; Lamonier, J.F.; Garcon, G.; Shirali, P.; Aboukais, A.; Siffert, St. [ULCO, UCEIV, MREI, 59 - Dunkerque (France); Cazier, F. [ULCO, CCM, MREI, 59 - Dunkerque (France)

    2010-05-15

    Catalysts based on Co-Mg-Al, which were used for the total oxidation of toluene, were synthesized by using the hydrotalcite pathway. The calcination allowed us to obtain various mixed oxide types (i.e. Co{sub 3}O{sub 4}, Co{sub 2}AlO{sub 4} or CoAl{sub 2}O{sub 4}), presenting meso-pores of about 8 nm and high specific surface areas. The solids were tested for the total oxidation of toluene and showed a total selectivity in CO{sub 2} and H{sub 2}O for 100% of toluene conversion. However, studies using diffuse reflectance infrared 'operando' and GC-MS allowed us to identify intermediary by-products stemming from the catalytic oxidation of toluene: benzene and small quantities of benzaldehyde, styrene and acetophenone. In order to contribute to the improvement of the current scientific knowledge on volatile organic compound (VOC) toxicity in humans, the lung toxicity of toluene, benzene or their association was determined by using a human epithelial lung cell model (i.e. L132 cell line). VOC cytotoxicity was studied with three complementary methods: the enzymatic activity of extracellular lactate dehydrogenase (LDH), the enzymatic activity of mitochondrial dehydrogenase (mDH), and the incorporation of 5-Bromodeoxyuridine (5-BrdU). Taken together, these results showed the occurrence of adverse effects, notably reported by significant increases in LDH activity in cell culture supernatants, 24 hours after L132 cell exposure not only to toluene alone or benzene alone, but also to their association. This original approach allowed us to integrate some toxicological parameters to help the choice of new-dedicated catalysts for the oxidative conversion of VOC. (authors)

  17. Self-assembled dicopper(II) diethanolaminate cores for mild aerobic and peroxidative oxidation of alcohols.

    Figiel, Paweł J; Kirillov, Alexander M; Guedes da Silva, M Fátima C; Lasri, Jamal; Pombeiro, Armando J L

    2010-11-01

    The new dicopper(ii) complexes [Cu(2)(μ-Hmdea)(2)(NCS)(2)] (1) and [Cu(2)(μ-Hedea)(2)(N(3))(2)]·(H(2)O)(0.25) (2) with the {Cu(2)(μ-O)(2)} diethanolaminate cores have been easily generated by aqueous medium self-assembly reactions of copper(ii) nitrate with N-methyl- or N-ethyldiethanolamine (H(2)mdea or H(2)edea, respectively), in the presence of sodium thiocyanate (for 1) or sodium azide (for 2) as ancillary ligands sources. They have been isolated as air-stable crystalline solids and fully characterized by IR and UV-vis spectroscopies, ESI-MS(+), elemental and single-crystal X-ray diffraction analyses. The latter complex also features a fourfold linkage of neighbouring dimeric units via strong intermolecular O-HO hydrogen bonds, giving rise to the formation of tetracopper aggregates. The catalytic activity of compounds 1 and 2 has been studied for the mild (50-80 °C) and selective oxidations of alcohols, namely for (i) the aerobic aqueous medium oxidation of benzyl alcohols to benzaldehydes, mediated by TEMPO radical, and for (ii) the solvent-free oxidation of secondary alcohols to ketones by t-BuOOH under microwave (MW) irradiation. Complex 2 shows the highest efficiency in both oxidation systems, resulting in up to 99% molar yields (based on the alcohol substrate) of products. In addition, remarkably high values of TON (1020) and TOF (4080 h(-1)) have been achieved in the MW-assisted peroxidative oxidation of 1-phenylethanol to acetophenone (model reaction). Attractive green features of these catalytic systems include the operation in aqueous or solvent-free reaction medium, under mild conditions and with high yields and selectivities, using Cu catalyst precursors that are readily available by self-assembly in water of simple chemicals. PMID:20844801

  18. Catalytic effects of Lewis acids on 1,3-DC reaction: A luminescent study

    Chaudhuri, Tandrima, E-mail: tanchem_bu@yahoo.co.in [Department of Chemistry, Dr. Bhupendra Nath Dutta Smriti Mahavidyalaya, Hatgobidopur, Burdwan-713407 (India); Department of Chemistry, University of Burdwan, Burdwan-713104 (India); Banerjee, Manas, E-mail: manasban@rediffmail.com [Department of Chemistry, University of Burdwan, Burdwan-713104 (India)

    2012-06-15

    Competitive coordination by the nitrone and the dipolarophile to the Lewis acid catalysts like metal triflates controls the acceleration and deceleration of the catalyzed 1,3-dipolar cycloaddition reactions as compared to the uncatalyzed one. This fact has been established through variation in steady state fluorescence of the substrates in presence of catalyst. Li{sup +} found to catalyze both the cycloaddition between {alpha}-p-chlorophenyl-N-phenyl nitrone (N1) and Benzylidene acetophenone (D1) as well as between N1 and 3-Phenyl-1-pyridin-2-yl-propenone (D2) efficiently. While Yb{sup 3+} can catalyze only the cycloaddition between N1 and D2. The experimental findings have been rationalized on the basis of DFT calculations and analysis based on the frontier molecular orbital energies and relative electrophilicity of the reactants. - Highlights: Black-Right-Pointing-Pointer A fluorescence study of catalytic effect of an 1,3-DC reaction between an acyclic nitrone (N1) with two different dipolarophiles D1 and D2 in toluene. Black-Right-Pointing-Pointer Yb{sup 3+} quenches the fluorescence intensity of N1 more efficiently than Li{sup +}. Black-Right-Pointing-Pointer Li{sup +} shows better interaction with both the two dipolarophiles D1 and D2 hence can accelerate the 1,3-DC reaction rate between N1 and D. Black-Right-Pointing-Pointer Yb{sup 3+} can only be used as good catalyst for the 1,3-DC reaction between N1 and D2. Black-Right-Pointing-Pointer Spectroscopic findings are rationalized with DFT calculated electrophilicity indices of the reactants.

  19. Catalytic effects of Lewis acids on 1,3-DC reaction: A luminescent study

    Competitive coordination by the nitrone and the dipolarophile to the Lewis acid catalysts like metal triflates controls the acceleration and deceleration of the catalyzed 1,3-dipolar cycloaddition reactions as compared to the uncatalyzed one. This fact has been established through variation in steady state fluorescence of the substrates in presence of catalyst. Li+ found to catalyze both the cycloaddition between α-p-chlorophenyl-N-phenyl nitrone (N1) and Benzylidene acetophenone (D1) as well as between N1 and 3-Phenyl-1-pyridin-2-yl-propenone (D2) efficiently. While Yb3+ can catalyze only the cycloaddition between N1 and D2. The experimental findings have been rationalized on the basis of DFT calculations and analysis based on the frontier molecular orbital energies and relative electrophilicity of the reactants. - Highlights: ► A fluorescence study of catalytic effect of an 1,3-DC reaction between an acyclic nitrone (N1) with two different dipolarophiles D1 and D2 in toluene. ► Yb3+ quenches the fluorescence intensity of N1 more efficiently than Li+. ► Li+ shows better interaction with both the two dipolarophiles D1 and D2 hence can accelerate the 1,3-DC reaction rate between N1 and D. ► Yb3+ can only be used as good catalyst for the 1,3-DC reaction between N1 and D2. ► Spectroscopic findings are rationalized with DFT calculated electrophilicity indices of the reactants.

  20. Nano-level monitoring of Er(III) by fabrication of coated graphite electrode based on newly synthesized Schiff base as neutral carrier.

    Bandi, Koteswara Rao; Upadhyay, Anjali; Singh, Ashok K; Jain, A K

    2016-05-01

    Plasticized membranes using N-(-3-((thiazol-2-ylimino)methyl)benzylidene)thiazol-2-amine (S1) and 5-((-3-((5-mercapto-1,3,4-thiadiazol-2-ylimino)methyl)benzylidene)amino)-1,3,4-thiadiazole-2-thiol (S2) have been prepared and explored as Er (III) selective electrodes. Effect of various plasticizers viz. dibutylphthalate, tri-n-butylphosphate, dioctylphthalate, acetophenone, 1-chloronapthalene, o-nitrophenyloctylether, and anion excluders viz. sodium tetraphenylborate and potassium tetrakis-p-(chlorophenyl)borate was studied in detail and improved performance was observed. Optimum performance was observed for the membrane electrode having a composition of S2: PVC: o-NPOE: KTpClPB in the ratio of 4: 38: 55: 3 (w/w, mg). The performance of the PME based on S2 was compared with CGE. The electrodes exhibit Nernstian slope for Er (III) ion with detection limit 5.4 × 10(-8)mol L(-1) for PME and 6.1 × 10(-9)mol L(-1) for CGE. The response time for PME and CGE was found to be 12s and 9s respectively. The practical utility of the CGE has been demonstrated by its usage as an indicator electrode in potentiometric titration of EDTA with Er (III) solution and determination of fluoride ions in mouthwash solution. The proposed electrode was also applied to the determination of added Er(3+) ion in water and binary mixtures. It is found that the electrode could be able to recover the Er(3+) ion in 96.2-99.5%. PMID:26952392

  1. Volatile Compounds and Sensory Evaluation of Spreadable Creams Based on Roasted Sunflower Kernels and Cocoa or Carob Powder

    Emil Racolța

    2014-11-01

    Full Text Available The known confectionery spreadable cream product category includes well-known cocoa - hazelnut pastes as well as peanut butter, products that became very popular in the last decades due to their pleasant taste and ease of eating. However, health constraints appeared both hazelnut and peanut are food allergens, while cocoa excites central nervous system (CNS and on everyday consumption causes dependence. The aim of this work was to characterize the aroma and sensory of an innovative product that belongs to the same confectionery spreadable cream product category. Six spreadable cream prototypes were produced by using sugar, roasted sunflower kernel, carob or cocoa powder, palm or coconut fat and, lecithin. The obtained samples were firstly analyzed by using the nine point hedonic scale test. The volatile compounds profile analysis (“In Tube Extraction”- GC-MS was performed on the best samples (in terms of sensory containing cocoa or carob powder, as well as a control. The main volatile compound of all three samples was pinene (42-51% which is a characteristic flavor of turpentine, wood. Acetophenone instead (20-25% gives flavors of almond, floral, sweetish. Benzaldehyde (8.11-9.73% is characteristic for almond flavor with hints of caramel. The study revealed that the analyzed spreadable creams have similar volatile profiles, even if carob and cocoa powder showed different volatile compounds profiles, with the major compound for both being Propanoic acid, 2-methyl. Thus, with similar taste to cocoa sample, carob-sunflower spreadable cream is an alternative that not include ingredients with allergic potential or CNS stimulants. 

  2. A Development of Rapid, Practical and Selective Process for Preparation of Z-Oximes

    Oximes are important functional groups in organic chemistry due to their synthetic utility as protecting groups for carbonyl groups and their ability to form other functionalities, and their biological activity. Oximes are commonly prepared by condensing aldehydes and ketones with hydroxylamines. These reactions do not always go to completion and reaction times can be long, and therefore there has been interest in more convenient and efficient methods. To avoid the typical disadvantage, conversion of aldehydes and ketones to the corresponding oximes was accomplished by using various catalysts such as organic acid/bases, AcONa, alumina, TiO2/SO4 silica gel, Oxone, NaOH, basic ionic liquid 1-butyl-3-methylimidazolium hydroxide, polyoxometalates, Na2SO4, and CuSO4/K2CO3 under the solvent, the solvent-free or the microwave conditions. These are one and more drowbacks such as long reaction time, use of catalysts, inconvenients due to solid-sate reaction, low yields and limitaion of some carbonyl compounds. On the other hand, H. Sharghi, et al.,14 reported the catalysis of the stereoselectivity of CuSO4 and K2CO3 in the oximation of aldehydes and ketones under solvent-free conditions. Although this method show high selectivity, it is inconvenient for the large scale experiments and the industrial process due to the solvent-free condition. Therefore, we attempted to develop a more convenient and efficient solution method. According to the literatures, treatment of potassium carbonate with methanol generates slightly the potassium methoxide, which may be useful for forming the free NH2OH from its salts. We describe the oximation of aldehyde and ketone using NH2OH·HCl/K2CO3 in methanol solvent. We selected oximation of acetophenone (1a) with hydroxylamine hydrochloride as a model and its behavior was investigated in seven solvents involving methanol (Table 1). As shown in the Entry 2 in Table 1, compound 1a was treated with hydroxylamine hydrochloride in the presence of

  3. Occurrence of Endocrine Active Compounds and Biological Responses in the Mississippi River - Study Design and Data, June through August 2006

    Lee, Kathy E.; Yaeger, Christine S.; Jahns, Nathan D.; Schoenfuss, Heiko L.

    2008-01-01

    Concern that selected chemicals in the environment may act as endocrine active compounds in aquatic ecosystems is widespread; however, few studies have examined the occurrence of endocrine active compounds and identified biological markers of endocrine disruption such as intersex occurrence in fish longitudinally in a river system. This report presents environmental data collected and analyzed by the U.S. Geological Survey, Minnesota Pollution Control Agency and St. Cloud State University as part of an integrated biological and chemical study of endocrine disruption in fish in the Mississippi River. Data were collected from water, bed sediment, and fish at 43 sites along the river from the headwaters at Lake Itasca to 14 miles downstream from Brownsville, Minnesota during June through August 2006. Twenty-four individual compounds were detected in water samples, with cholesterol, atrazine, N,N-diethyl-meta-toluamide, metolachlor, and hexahydrohexamethylcyclopentabenzopyran detected most frequently (in at least 10 percent of the samples). The number of compounds detected in water per site ranged from 0 to 8. Forty individual compounds were detected in bed-sediment samples. The most commonly detected compounds (in at least 50 percent of the samples) were indole, beta-sitosterol, cholesterol, beta-stigmastanol, 3-methyl-1H-indole, p-cresol, pyrene, phenol, fluoranthene, 3-beta coprostanol, benzo[a]pyrene, acetophenone, and 2,6-dimethylnaphthalene. The total number of detections in bed sediment (at a site) ranged from 3 to 31. The compounds NP1EO, NP2EO, and 4-nonylphenol were detected in greater than 10 percent of the samples. Most (80 percent) female fish collected had measurable concentrations of vitellogenin. Vitellogenin also was detected in 62, 63, and 33 percent of male carp, smallmouth bass, and redhorse, respectively. The one male walleye sample plasma sample analyzed had a vitellogenin detection. Vitellogenin concentrations were lower in male fish (not

  4. Optical manipulation of microparticles and biological structures

    Gahagan, Kevin Thomas

    1998-06-01

    We report experimental and theoretical investigations of the trapping of microparticles and biological objects using radiation pressure. Part I of this thesis presents a technique for trapping both low and high index microparticles using a single, stationary focused laser beam containing an optical vortex. Advantages of this vortex trap include the ease of implementation, a lower exposure level for high-index particles compared to a standard Gaussian beam trap, and the ability to isolate individual low-index particles in concentrated dispersions. The vortex trap is modeled using ray-tracing methods and a more precise electromagnetic model, which is accurate for particles less than 10 μm in diameter. We have measured the stable equilibrium position for two low-index particle systems (e.g., hollow glass spheres (HGS) in water, and water droplets in acetophenone (W/A)). The strength of the trap was measured for the HGS system along the longitudinal and transverse directions. We also demonstrate simultaneous trapping of a low and high index particle with a vortex beam. The stability of this dual-particle trap is found to depend on the relative particle size, the divergence angle of the beam, and the depth of the particles within the trapping chamber. Part II presents results from an interdisciplinary and collaborative investigation of an all-optical genetic engineering technique whereby Agrobacterium rhizogenes were inserted through a laser-ablated hole in the cell wall of the plant, Gingko biloba. We describe a protocol which includes the control of osmotic conditions, culturing procedures, viability assays and laser microsurgery. We succeeded in placing up to twelve viable bacteria into a single plant cell using this technique. The bacteria are believed to be slightly heated by the Gaussian beam trap. A numerical model is presented predicting a temperature rise of just a few degrees. Whereas G. biloba and A. rhitogenes were chosen for this study because of Ginkgo

  5. Determination of the oil in Brassica rapa by GC - MS and pre - column derivatizationHPLC method%GC-MS法及柱前衍生HPLC法测定芜菁子中油脂的组成和含量

    孙莲; 孟磊; 马合木提; 曾玲力; 丁楠

    2011-01-01

    OBJECTIVE To determine compositions and contents of the oil in Brassica rapa L. seed. METHODS The oil in Brassica rapa L. seed was extracted by Soxhlet extraction. Oil components were analyzed by GC - MS. Mter saponified, the fatty acids were derivated with 2,4, -dibromo- acetophenone and detected at 254 nm by RP- HPLC. Acetonitrile- water( 80: 20)was used as a mobile phase and flow rate was 1 mL·min-1. The fatty acid were separated and determined within 40 min. RESULTS Six kinds of fatty acid were found in Brassica rapa L. seed. They were oleic acid( 12.5% ) ,linoleic acid( 19.6% ) ,linolenic acid(8.9% ) ,stearie acid (7.4%) ,palmitic acid(5.8% ) ,erucic acid ( 18.2% ). CONCLUSION The method is simple, sensitive, accurate and reliable, It can be used to determine the contens of fatty acids in Brassica rapa L. seed.%目的 分析测定芜菁子中油脂的组成及含量.方法 采用索氏提取法提取芜菁子中的油脂,甲酯化后,GC-MS法分析其油脂中脂肪酸的成分;将芜菁子油脂皂化,以2,4-二溴苯乙酮为衍生化试剂,采用RP-HPLC法检测,流动相为乙腈-水(80:20),流速1 mL·min-1,各脂肪酸在40 min内可很好地分离.结果 芜菁子中含有油酸、亚油酸、亚麻酸、硬脂酸、软脂酸、芥酸等6种脂肪酸,含量分别为12.5%、19.6%、8.9%、7.4%、15.8%、28.2%.结论 所建方法操作简便,灵敏度高.准确可靠,可用于芜菁子油中脂肪酸的含量测定.

  6. Research Advance in Wolfsbane and Stellera chamaejasme L.%狼毒及瑞香狼毒的研究进展

    窦洪举; 李锋; 侯勇跃

    2013-01-01

    Euphorbiaceae Euphorbia contains volatile constituents, terpenes, plant sterols, anthraquinone, tannins, acetophenone and insecticidal constituents, and flavonoids are also isolated from Euphorbia ebiacteolata. Stellera chamaejasme L. contains lignans, flavonoids, diterpenoid compound, coumarins, pentacyclic triterpenoid, sterols and other components. Both Euphorbiaceae Euphorbia and Stellera chamaejasme L. have biological activities like cancer or antitumor, antibacterial, antiviral, anticonvulsants and insecticidal activity, but the way is different. Besides, Euphorbiaceae Euphorbia has anti-leukemia effect, while Stellera chamaejasme L. has stellera treatment and prevention of immune deficiency. Euphorbia has long records and research, but the records and research about Stellera chamaejasme L., Euphorbia fischeriana Steud and Euphorbia ebiacteolata are more chaos. So ecological shape, distribution, chemical composition and biological activity research on Stellera chamaejasme L. and Euphorbiaceae Euphorbia were compared.%大戟科狼毒含有挥发油成分、萜类、植物甾醇类、蒽醌、鞣质类、苯乙酮、杀虫成分,月腺大戟还分离出了黄酮类化合物;而瑞香狼毒含有木脂素、黄酮类化合物、二萜类化合物、香豆素类化合物、三萜类化合物、甾醇类以及其他成分。大戟科狼毒与瑞香狼毒的生物活性都有抗癌或抗肿瘤、抗菌、抗病毒、抗惊厥、杀虫作用,但二者的作用方式却不同,大戟科狼毒还独有抗白血病作用,而瑞香狼毒独有治疗和预防免疫缺陷的作用。关于狼毒的记载与研究的历史较早,但对于瑞香狼毒与大戟科植物狼毒大戟和月腺大戟的收载比较混乱,因此,对瑞香狼毒与大戟科狼毒在植物形态、生长分布、化学成分研究以及生物活性研究上进行了对比。

  7. [Degradation of lignocellulose in the corn straw by Bacillus amyloliquefaciens MN-8].

    Li, Hong-ya; Li, Shu-na; Wang, Shu-xiang; Wang, Quan; Xue, Yin-yin; Zhu, Bao-cheng

    2015-05-01

    Microbial degradation of lignocellulose is one of the key problems that need to be solved urgently in the process of utilizing biomass resource. Bacillus amyloliquefaciens MN-8 is our previously isolated bacterium capable of degrading lignin. To determine the capability of strain MN-8 to degrade lignocellulose of corn straw, B. amyloliquefaciens MN-8 was inoculated and fermented with solid-state corn straw powder-MSM culture medium. The changes in the enzyme activity and degradation products of lignocellulose were monitored in the process of fermentation using the FTIR and GC/MS. The results showed that B. amyloliquefaciens MN-8 could produce lignin peroxidase, manganese peroxidase, cellulase and hemicellulase enzymes. The activities of all these enzymes reached the peak after being incubated for 10-16 days, and the highest enzyme activities were 55.0, 16.7, 45.4 and 60.5 U · g(-1), respectively. After 24 d of incubation, the degradation percentages of lignin, cellulose and hemicellulose were up to 42.9%, 40.6% and 27.1%, respectively. The spectroscopic data by FTIR indicated that the intensities of characteristic absorption peaks of lignin, cellulose and hemicellulose of the corn straw were decreased, indicating that the lignocellulose was degraded partly after being fermented by B. amyloliquefaciens MN-8. GC/MS analysis also demonstrated that strain MN-8 could degrade lignocellulose efficiently. It could depolymerize lignin into some monomeric compounds with retention of phenylpropane structure unit, such as amphetamine, benzene acetone and benzene propanoic acids, by the rupture of β-O-4 bond connected between lignin monomer, and it further oxidized some monomer compounds into Cα carbonyl compounds, such as 2-amino-1-benzeneacetone and 4-hydroxy-3,5-dimethoxy-acetophenone. The GC/MS analysis of the degradation products of cellulose and hemicellulose showed that there were not only monosaccharide compounds, such as glucose, mannose and galactose, but also some

  8. Immobilization of metalloporphyrins on P(4VP-co-St)/SiO 2 by the quaternarization reaction

    Wang, Ruixin; Jiao, Weizhou; Gao, Baojiao

    2010-08-01

    Poly(4vinylpyridine-co-styrene) (P(4VP-co-St)) was grafted on silica gel particles in the manner of "grafting from", and the grafting particle P(4VP-co-St)/SiO 2 was gained. The chloromethylation reaction for the tetraphenylporphyrin (TPP) was performed using a chloromethylation reagent, 1,4-bis(chloromethyoxy)butane which was uncarcinogenic, and the tetra-chloromethylphenyl-porphyrin (TMCPP) was prepared. Then, the quaternization reaction between the benzyl chloride groups on TMCPP and pyridine groups of the grafted P(4VP-co-St) macromolecules occurred and the bonding of TMCPP on the particles P(4VP-co-St)/SiO 2 was realized, resulting in the functional composite-type particles TMCPP-P(4VP-co-St)/SiO 2. Subsequently, the metallation of the bonded particles TMCPP-P(4VP-co-St)/SiO 2 was carried out via the coordination reaction between TMCPP-P(4VP-co-St)/SiO 2 and metal salt, resulting in the supported metalloporphyrin (MP) catalysts MP-P(4VP-co-St)/SiO 2. The supported catalysts were characterized by UV-Vis spectra. The effects of various factors on the bonding process of TMCPP on P(4VP-co-St)/SiO 2 were studied in detail. In addition, the catalytic activity of the supported catalysts MP-P(4VP-co-St)/SiO 2 have been studied in oxidation process of ethyl benzene with molecular oxygen to acetophenone without the use of sacrificial co-reductant. The experimental results showed that the tetra-chloromethylphenyl-porphyrin (TMCPP) could be successfully bonded onto the P(4VP-co-St)/SiO 2 surfaces by means of the quaternization reaction between TMCPP and the pyridine groups on grafted P(4VP-co-St) macromolecules. The supported catalysts MP-P(4VP-co-St)/SiO 2 exhibited the fine catalytic activity. Moreover, the supported cobalt porphyrin was more active than the supported iron and manganese porphyrins.

  9. Simultaneous quantitative analysis of 12 methoxyflavones with melanogenesis inhibitory activity from the rhizomes of Kaempferia parviflora.

    Ninomiya, Kiyofumi; Matsumoto, Taku; Chaipech, Saowanee; Miyake, Sohachiro; Katsuyama, Yushi; Tsuboyama, Akihiro; Pongpiriyadacha, Yutana; Hayakawa, Takao; Muraoka, Osamu; Morikawa, Toshio

    2016-04-01

    A methanol extract from the rhizomes of Kaempferia parviflora Wall. ex Baker (Zingiberaceae) has shown inhibitory effects against melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells (IC50 = 9.6 μg/mL). Among 25 flavonoids and three acetophenones isolated previously (1-28), several constituents including 5-hydroxy-7,3',4'-trimethoxyflavone (6, IC50 = 8.8 μM), 5,7,3',4'-tetramethoxyflavone (7, 8.6 μM), 5,3'-dihydroxy-3,7,4'-trimethoxyflavone (12, 2.9 μM), and 5-hydroxy-3,7,3',4'-tetramethoxyflavone (13, 3.5 μM) showed inhibitory effects without notable cytotoxicity at the effective concentrations. Compounds 6, 7, 12, and 13 inhibited the expression of tyrosinase, tyrosine-related protein (TRP)-1, and TRP-2 mRNA, which could be the mechanism of their melanogenesis inhibitory activity. In addition, a quantitative analytical method for 12 methoxyflavones (1, 2, 4-11, 13, and 14) in the extract was developed using HPLC. The optimal condition for separation and detection of these constituents were achieved on an ODS column (3 μm particle size, 2.1 mm i.d. × 100 mm) with MeOH-0.1 % aqueous acetic acid solvent systems as the mobile phase, and the detection and quantitation limits of the method were estimated to be 0.08-0.66 ng and 0.22-2.00ng, respectively. The relative standard deviation values of intra- and interday precision were lower than 0.95 and 1.08 %, respectively, overall mean recoveries of all flavonoids were 97.9-102.9 %, and the correlation coefficients of all the calibration curves showed good linearity within the test ranges. For validation of the protocol, extracts of three kinds of the plant's rhizomes collected from different regions in Thailand (Leoi, Phetchabun, and Chiang Mai provinces) were evaluated. The results indicated that the assay was reproducible, precise, and could be readily utilized for the quality evaluation of the plant materials. PMID:26711832

  10. SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL SCREENING OF IMIDAZO THIADIAZOLE DERIVATIVES

    LAVANYA D

    2014-08-01

    Full Text Available Objective:In the present study, we have reported the synthesis, structural confirmation and anti microbial activity of condensed bridgehead nitrogen heterocyclic compounds. (Imidazothiadiazoles. Methods: Use of microwave reactions afforded high yields and decreased reaction time as compared to conventional method. Around 15 new complexes were synthesized, with standard chemicals and procedures.The synthesized complexes were tested for their preliminary tests, physical constants and TLC. The structures of all complexes were confirmed by using IR, 1H NMR techniques. The newly synthesized compounds were screened for their antimicrobial activity and antifungal activity with the standard drug. Results and discussion: Five 4-substituted Phenacyl bromides were prepared by reacting 4-substituted acetophenones with bromine according to literature and confirmed by physical constants (Table 2. The compound 2-(4-substituted benzyl-6-(4-substituted phenylimidazo[2,1-b][1,3,4]-thiadiazoles was confirmed by IR, 1H NMR and other physical parameters. The compounds ( showed absorption bands ranging from 3149-3034 cm-1 for C-H aromatic stretching, 2960-2845 cm-1 for aliphatic stretching, 1521- 1342 cm-1 for NO2 group. (Table 5; Fig.3-12. In 1H NMR spectra the presence of methylene proton and methyl protons between δ 4.27-4.26 ppm and 3.80-2.30 ppm was observed respectively. For aromatic protons multiplets were observed between δ 7.94-7.25 ppm. So all these confirmation authenticate for all synthesized compounds. The synthesized compounds were evaluated for antimicrobial and antifungal activity by disc diffusion method. The antimicrobial activity as calculated by the zones of inhibition against S.aureus (Gram positive and Klebsiella (Gram negative as compared to that of standard drug ciprofloxacin. The results of the antibacterial screening studies clearly show moderate to mild antimicrobial activity. The compound SKN-06 showed better antifungal activity. The

  11. p-Tolylimido rhenium(v) complexes with phenolate-based ligands: synthesis, X-ray studies and catalytic activity in oxidation with tert-butylhydroperoxide.

    Gryca, Izabela; Machura, Barbara; Małecki, Jan Grzegorz; Kusz, Joachim; Shul'pina, Lidia S; Ikonnikov, Nikolay S; Shul'pin, Georgiy B

    2016-01-01

    The reactions of mer-[Re(p-NTol)X3(PPh3)2] (X = Cl, Br) with chelating phenolate-based ligands (2-(2-hydroxy-5-methylphenyl)benzotriazole (HL(1)), 2-(2-hydroxyphenyl)benzothiazole (HL(2)) or 2-(2-hydroxyphenyl)benzoxazole (HL(3))) afforded a series of p-tolylimido rhenium(v) complexes cis- or trans-(X,X)-[Re(p-NTol)X2(L)(PPh3)]·yMeCN (where X = Cl, Br; L = L(1), L(2), L(3) and y = 0-2) and [Re(p-NTol)X(L)(PPh3)2]Z·pPPh3 (where X = Cl, Br; Z = ReO4, PF6; L = L(1), L(2), L(3) and p = 0 or 1). The reported compounds were characterized by elemental analysis, FT-IR, NMR ((1)H, (13)C and (31)P) and X-ray crystallography. Interestingly, the halide ions of [Re(p-NTol)Cl2(L(1))(PPh3)]·MeCN (1) and [Re(p-NTol)Cl2(L(2))(PPh3)]·2MeCN (3) are in cis relative dispositions, whereas the complexes [Re(p-NTol)Br2(L)(PPh3)] (L(1) for 2, L(2) for 4 and L(3) for 6) and [Re(p-NTol)Cl2(L(3))(PPh3)] (5) were found to be trans-(X,X) isomers. The compounds [Re(p-NTol)X(L)(PPh3)2](PF6) (X = Cl, Br; L = L(1) and L(2)) and [Re(p-NTol)X(L(3))(PPh3)2](PF6)·PPh3 (X = Cl, Br) have been tested in oxidative catalysis. A few compounds exhibited very good catalytic properties in oxidation of alcohols with tert-BuOOH (TBHP) in acetonitrile solution at moderate temperatures. Complex [Re(p-NTol)Cl(L(2))(PPh3)2]PF6 (13) is the catalyst of choice for oxidation of 1-phenylethanol to acetophenone (in 80% yield; turnover number attained 290 after 30 h) and cyclooctanol to cyclooctanone (in 88% yield). Notably lower activity has been found in the oxidation of alkanes with TBHP. Product distribution in the oxidation of methylcyclohexane indicates some steric hindrance around the reaction center. PMID:26618894

  12. Simple and efficient synthesis of a Nd:LaAlO3 NIR nanophosphor from rare earth alkoxo-monoaluminates Ln2Al2(O(i)Pr)12((i)PrOH)2 single source precursors by Bradley reaction.

    Pazik, Robert; Seisenbaeva, Gulaim A; Gohil, Suresh; Wiglusz, Rafal; Kepiński, Leszek; Strek, Wieslaw; Kessler, Vadim G

    2010-03-15

    Nanoparticles of a Nd-doped LaAlO(3) perovskite can be obtained rapidly and with quantitative yield using the Bradley (ether elimination) treatment of a mixture of individual Ln(2)Al(2)(O(i)Pr)(12)((i)PrOH)(2), Ln = La, Nd, in acetophenone. The initially produced particles are poorly crystalline, but their crystallinity improves strongly on heating to 800 degrees C, which leads also to a controllable aggregation. The prepared nanoparticles are rather solution stable and can easily be surface-modified, which opens prospects for their use as phosphors in bioimaging applications. The precursors, bimetallic isopropoxides of rare earth elements and aluminum with a 1:1 composition, Ln(2)Al(2)(O(i)Pr)(12)((i)PrOH)(2), can be prepared with high yields via direct dissolution of metallic lanthanoids in a solution of aluminum isopropoxide in a toluene-isopropanol medium or through a short time reflux of "Ln(O(i)Pr)(3)" with 1 equiv of Al(O(i)Pr)(3) in toluene. In spite of good volatility and their proper composition, the Ln(2)Al(2)(O(i)Pr)(12)((i)PrOH)(2), Ln = La, Nd, do not act as single-source precursors in MOCVD, because of their quantitative transformation into LnAl(3)(O(i)Pr)(12) together with Ln(5)O(O(i)Pr)(13) on evaporation. These molecules are, however, present intact in solution according to variable temperature NMR studies, which permits application of them successfully as single source precursors in the synthesis of Ln:LaAlO(3) perovskite nanopowders with compositions thoroughly controlled through the conditions of the synthesis. Luminescent properties of the Nd:LaAlO(3) were examined and discussed in detail. The thermal population of the (4)F(5/2) and (2)H(9/2) states was found as a consequence of the grain size effect causing difficulties in heat dissipation. Moreover, luminescence behavior of the powder annealed at a lowest temperature shows well-defined short-range order. PMID:20141181

  13. 新型查耳酮衍生物的合成及其初步抗蛋白酪氨酸激酶(PTKs)活性研究%Synthesis of new chalcone derivatives and the in vitro PTKs inhibitory activity

    樊睿; 班树荣; 方莲花; 李青山

    2011-01-01

    目的 设计合成一系列全新的查耳酮类衍生物,并初步测试其蛋白酪氨酸激酶(PTKs)抑制活性.方法 以间二甲苯为原料,经硝化、还原、水解、甲氧甲基保护等反应得到中间体取代苯乙酮,该中间体再与取代苯甲醛发生羟醛缩合反应后脱保护基得到目标化合物.采用酶联免疫吸附法(ELISA),以金雀异黄素为阳性对照,对目标化合物进行体外PTKs抑制活性检测.结果 与结论合成了10个查耳酮衍生物,其中9个是未见报道的新化合物,10个化合物的结构经核磁共振氢谱和质谱确证.化合物6a及新化合物6b、6c和6d对PTKs具有良好的抑制活性.%As one kind of flavone family compounds, chalcone is a kind of high-value compounds bearing common skeleton of diphenyl acrylketone with a variety of pharmacological activities.In our previous work,flavanone derivatives were found have good inhibitory activity against protein tyrosine kinases (PTKs).Now the structural modification of flavanone derivatives was made mainly on the B ring as a new way to prepare chalcone derivatives.Ten target compounds, among them nine are new derivatives, were synthesized by aldol condensation of benzaldehyde derivatives with substituted acetophenone which were obtained by successive nitration, reduction and hydrolysis of m-xylene, followed by methoxymethyl-group protection and then deprotection.Their structures were confirmed by 1H-NMR and ESI-MS.And their protein tyrosine kinases (PTKs)inhibitory activity was investigated by ELISA with genistein as a positive control compound.The results showed that compounds 6a,6b ,6c and 6d exhibited moderate inhibitory activities against protein tyrosine kinases, with inhibition rates varied from 28.44% to 53.12%, while genistein was 50.54%.The results showed that compounds with an ortho electron-withdrawing substituent on the B ring have good activity.

  14. Cell-free supernatants obtained from fermentation of cheese whey hydrolyzates and phenylpyruvic acid by Lactobacillus plantarum as a source of antimicrobial compounds, bacteriocins, and natural aromas.

    Rodríguez-Pazo, Noelia; Vázquez-Araújo, Laura; Pérez-Rodríguez, Noelia; Cortés-Diéguez, Sandra; Domínguez, José Manuel

    2013-10-01

    Cheese whey hydrolyzates supplemented with phenylpyruvic acid (PPA) and commercial nutrients can be efficiently metabolized by Lactobacillus plantarum CECT-221 to biosynthesize some compounds with attractive applications in the food market. The main metabolites of cell-free extracts were antimicrobial compounds such as phenyllactic acid (PLA) and lactic acid (LA). The production of PLA by L. plantarum CECT-221 was evaluated in the Man-Rogosa-Sharpe broth supplemented with two biosynthetic precursors: phenylalanine or PPA. Using 30.5 mM PPA, the microorganism increased sevenfold the concentration of PLA producing 16.4 mM PLA in 46 h. A concentration of 40 mM PPA was a threshold to avoid substrate inhibition. The biosynthesis of whey hydrolyzates as a carbon source was enhanced by fed-batch fermentation of PPA; the average productivity of PLA increased up to 45.4 ± 3.02 mM after 120 h with a product yield of 0.244 mM mM(-1); meanwhile, LA reached 26.1 ± 1.3 g L(-1) with a product yield of 0.72 g g(-1). Cell-free fed-batch extracts charged in wells showed bacteriocin activity with halos of 7.49 ± 1.44 mm in plates inoculated with Carnobacterium piscicola and antimicrobial activity against Staphylococcus aureus (11.54 ± 1.14 mm), Pseudomonas aeruginosa (10.17 ± 2.46 mm), Listeria monocytogenes (7.75 ± 1.31 mm), and Salmonella enterica (3.60 ± 1.52 mm). Additionally, the analysis of the volatile composition of the headspace of this cell-free extract revealed that L. plantarum is a potential producer for natural aromas, such as acetophenone, with high price in the market. This is the first report of PLA production from cheese whey and PPA. The extracts showed bacteriocin activity and potential to be applied as an antimicrobial in the elaboration of safer foods. PMID:23934083

  15. Effective rules of stearic acid on peroxide crosslinking of EPDM rubber%硬脂酸对EPDM橡胶过氧化物交联反应影响规律研究

    王明超; 凌玲; 马新刚; 何碧烟

    2014-01-01

    The effects of stearic acid on curing characteristic parameters of EPDM blend,dynamic properties,the content of de-composition products of dicumyl peroxide(DCP) and stearic acid in EPDM vulcanizates,the crosslink density of EPDM vulcanizates were investigated respectively by vulcameter,senior extension rheometer,GC and balanced swelling method. The influence mecha-nism of stearic acid on crosslinking of EPDM rubber was studied. The results show that stearic acid reduces the crosslinking efficien-cy of DCP without adding metallic oxide. With the increasement of stearic acid,there is no obvious change of processing optimum curing time t90 ,the crosslink density linearly decreases,and the initial elastic modulus decreases,but the viscous modulus and loss factor increase. And there is no obvious change ofα-acetophenone,α,α-phenyl dimethyl carbinol which are the decomposition prod-ucts of DCP,both the residuces and consumption of stearic acid increase. With the adding of MgO or ZnO,stearic acid in EPDM vulcanizates disappear,and the crosslinking efficiency of DCP increases.%用硫化仪、高级扩展流变仪、气相色谱仪及平衡溶胀法,分别研究了硬脂酸用量对EPDM混炼胶硫化特性参数、硫化胶动态力学性能、DCP热解产物及硬脂酸含量和交联密度的影响,并探讨了硬脂酸对EPDM橡胶交联影响机理。研究结果表明,未添加金属氧化物时,硬脂酸降低DCP交联效率。随硬脂酸用量增加,正硫化时间t90无明显变化,交联密度呈线性降低,初始弹性模量降低,粘性模量和损耗因子提高,DCP热解产物α,α-二甲基苄醇和α-甲基苯乙酮含量无明显变化,而硬脂酸残留量和消耗量均升高;添加氧化锌或氧化镁后,硫化胶中硬脂酸消失,DCP交联效率提高。

  16. A small volatile bacterial molecule triggers mitochondrial dysfunction in murine skeletal muscle.

    A Aria Tzika

    Full Text Available Mitochondria integrate distinct signals that reflect specific threats to the host, including infection, tissue damage, and metabolic dysfunction; and play a key role in insulin resistance. We have found that the Pseudomonas aeruginosa quorum sensing infochemical, 2-amino acetophenone (2-AA, produced during acute and chronic infection in human tissues, including in the lungs of cystic fibrosis (CF patients, acts as an interkingdom immunomodulatory signal that facilitates pathogen persistence, and host tolerance to infection. Transcriptome results have led to the hypothesis that 2-AA causes further harm to the host by triggering mitochondrial dysfunction in skeletal muscle. As normal skeletal muscle function is essential to survival, and is compromised in many chronic illnesses, including infections and CF-associated muscle wasting, we here determine the global effects of 2-AA on skeletal muscle using high-resolution magic-angle-spinning (HRMAS, proton ((1H nuclear magnetic resonance (NMR metabolomics, in vivo (31P NMR, whole-genome expression analysis and functional studies. Our results show that 2-AA when injected into mice, induced a biological signature of insulin resistance as determined by (1H NMR analysis-, and dramatically altered insulin signaling, glucose transport, and mitochondrial function. Genes including Glut4, IRS1, PPAR-γ, PGC1 and Sirt1 were downregulated, whereas uncoupling protein UCP3 was up-regulated, in accordance with mitochondrial dysfunction. Although 2-AA did not alter high-energy phosphates or pH by in vivo (31P NMR analysis, it significantly reduced the rate of ATP synthesis. This affect was corroborated by results demonstrating down-regulation of the expression of genes involved in energy production and muscle function, and was further validated by muscle function studies. Together, these results further demonstrate that 2-AA, acts as a mediator of interkingdom modulation, and likely effects insulin resistance

  17. Action of Mercaptan and Disulfide in Hydrogen Atom Exchange Reactions

    Free- radical, photochemical, and high-energy radiation-induced reactions may be catalysed or inhibited by rapid hydrogen atom exchange reactions of mercaptans and disulfides. The radical-induced, light-initiated, and benzophenone-sensitized decarbonylations of aldehydes are catalysed by mercaptans. The chain-propagating hydrogen transfer reaction, R' + RCH = O -> RH + RC = O , is made more rapid by a similar sequence of hydrogen atom transfers involving the sulfur compound: R' + C6H5CH2SH -> RH + C6H5CH2S'; C6H5CH2S + RCH = 0 -> C6H5CH2SH + RC = 0. The photoreduction of benzophenone in 2-propanol leads to benzpinacol by a non-chain reaction via the radicals (C6H5)2C-OH and (CH3)2COH. The reaction is retarded and inhibited by mercaptan and disulfide, which reconvert the radicals to the starting materials by rapid hydrogen transfer reactions and are themselves regenerated in their alternate valence states, each molecule of sulfur compound negating the chemical consequences of many quanta: (C6H5)2C-OH + AS' -> (C6H5)2C = O + ASH; (CH3)2C-OH + ASH -> (CH3)2C = 0 + AS'. Proof of the mechanism is found in: equilibration of initially present mercaptan or disulfide during inhibition; in racemization of optically active alcohol during inhibition; in deuterium exchange during inhibition. Similar inhibition is seen when only one intermediate radical is formed, as in the benzophenone- benzhydrol and acetophenone-α-methyl-benzyl alcohol systems. Inhibition by sulfur compounds, by the same mechanism, is found in the 60Co γ-ray induced conversion of benzophenone to benzpinacol; naphthalene has no protecting effect on benzophenone in the 60Co system, while quenching the photochemical reaction. The protection by sulfur compounds of solutes against radiation damage thus results from hydrogen atom transfer reactions. The photoreduction of benzophenone in an ether is also inhibited by the sulfur compounds, by hydrogen atom transfer reactions. A mechanism exists in this system

  18. 多曼尼希碱型酸化缓蚀剂的研制及性能评价%Synthesis of a multi-Mannich base corrosion inhibitor and its performance under acidification

    全红平; 鲁雪梅; 鲜菊

    2016-01-01

    以肉桂醛、苯乙酮、多胺和甲醛为原料,通过曼尼希反应合成多曼尼希碱型酸化缓蚀剂M-4A,通过单因素法对合成条件进行优选的结果:温度70~80℃,时间6~7 h,n(肉桂醛)∶n(二乙烯三胺)∶n(苯乙酮)∶n(甲醛)=(1.1~1.2)∶1.0∶(2.1~2.3)∶(1.1~1.2)。采用FTIR和SEM等方法对最优产物结构进行表征,分析M-4A在酸液介质中的缓蚀性能及与KI和CuBr复配后的缓蚀性能。实验结果表明,在90℃下的20%(w)HCl和土酸(HF 3%(w)+ HCl 12%(w))中,M-4A最佳加入量(w)分别为0.5%和0.7%,A3钢的腐蚀速率为3.95 g/(m2·h)和3.05 g/(m2·h),缓蚀率高达99.92%和99.90%。M-4A分别与KI和CuBr 增效剂复配后缓蚀性能提高,在20%(w)的HCl中,当KI和CuBr与M-4A的质量比为1∶3复配后,A3钢的腐蚀速率最小为0.96 g/(m2·h)和2.67 g/(m2·h)。%In order to inhibit the corrosion of acid solutions to metal equipments used in oilfield acidification,a multi-Mannich base corrosion inhibitor,M-4A,was synthesized through the Mannich reaction from cinnamic aldehyde,acetophenone,diethylenetriamine and formaldehyde. The synthesis conditions were optimized by single factor method,and the optimal product was characterized by means of FTIR and SEM. The corrosion inhibition efficiency of M-4A in acid solution was evaluated by means of TG and SEM. The results showed that,The optimal conditions for the synthesis were temperature of 70-80℃,reaction time of 6-7 h andn(cinnamic aldehyde)∶n(diethylenetriamine)∶n(acetophenone)∶n(formaldehyde) of (1.1-1.2)∶1.0∶(2.1-2.3)∶(1.1-1.2). At 90℃ in 20%(w) hydrochloric acid solution and mud acid (3%(w) HF + 12%(w) HCl) solution,the optimal M-4A dosages were 0.5%(w) and 0.7%(w),the corrosion rates of A3 steel sheet were 3.95 g/(m2·h) and 3.05 g/(m2·h),and the inhibition efficiency achieved 99.92% and 99.90%,respectively. When M-4A was

  19. The oxime portmanteau motif: released heteroradicals undergo incisive EPR interrogation and deliver diverse heterocycles.

    Walton, John C

    2014-04-15

    Selective syntheses are now available for compounds of many classes, based on C-centered radicals, exploiting a diverse range of mechanisms. The prospect for chemistry based around N- and O-centered radicals is probably more favorable because of the importance of heterocycles as biologically active materials. Heteroradical chemistry is still comparatively underdeveloped due to the need for safe and easy ways of generating them. Oxime esters appeared promising candidates to meet this need because literature reports and our EPR spectroscopic examinations showed they readily dissociated on photolysis with production of a pair of N- and O-centered radicals. It soon became apparent that a whole suite of benign oxime-containing molecules could be pressed into service. The bimodality of the oxime motif meant that by suitable choice of functionality the reactions could be directed to yield selectively products from either the N-centered radicals or from the O-centered radicals. We found that on one hand photolyses of acetophenone oxime esters of carboxylic acids yielded alicyclics. On the other hand, aromatic and heteroaromatic acyl oximes (as well as dioxime oxalates) afforded good yields of phenanthridines and related heterocycles. Easily prepared oxime oxalate amides released carbamoyl radicals, and pleasingly, β-lactams were thereby obtained. Oxime carbonates and oxime carbamates, available via our novel 1,1'-carbonyldiimidazole (CDI)-based preparations, were accessible alternatives for iminyl radicals and hence for phenanthridine preparations. In their second modes, these compounds proved their value as precursors for exotic alkoxycarbonyloxyl and carbamoyloxyl radicals. Microwave-assistance was shown to be a particularly convenient procedure with O-phenyl oxime ethers. The iminyl radicals generated from such precursors with alkene, alkyne, and aromatic acceptor substituents furnished pyrrole, quinoline, phenanthridine, benzonaphthiridine, indolopyridine, and other

  20. Fern-synthesized nanoparticles in the fight against malaria: LC/MS analysis of Pteridium aquilinum leaf extract and biosynthesis of silver nanoparticles with high mosquitocidal and antiplasmodial activity.

    Panneerselvam, Chellasamy; Murugan, Kadarkarai; Roni, Mathath; Aziz, Al Thabiani; Suresh, Udaiyan; Rajaganesh, Rajapandian; Madhiyazhagan, Pari; Subramaniam, Jayapal; Dinesh, Devakumar; Nicoletti, Marcello; Higuchi, Akon; Alarfaj, Abdullah A; Munusamy, Murugan A; Kumar, Suresh; Desneux, Nicolas; Benelli, Giovanni

    2016-03-01

    Malaria remains a major public health problem due to the emergence and spread of Plasmodium falciparum strains resistant to chloroquine. There is an urgent need to investigate new and effective sources of antimalarial drugs. This research proposed a novel method of fern-mediated synthesis of silver nanoparticles (AgNP) using a cheap plant extract of Pteridium aquilinum, acting as a reducing and capping agent. AgNP were characterized by UV-vis spectrophotometry, Fourier transform infrared (FTIR) spectroscopy, energy-dispersive X-ray spectroscopy (EDX), and X-ray diffraction (XRD). Phytochemical analysis of P. aquilinum leaf extract revealed the presence of phenols, alkaloids, tannins, flavonoids, proteins, carbohydrates, saponins, glycosides, steroids, and triterpenoids. LC/MS analysis identified at least 19 compounds, namely pterosin, hydroquinone, hydroxy-acetophenone, hydroxy-cinnamic acid, 5, 7-dihydroxy-4-methyl coumarin, trans-cinnamic acid, apiole, quercetin 3-glucoside, hydroxy-L-proline, hypaphorine, khellol glucoside, umbelliferose, violaxanthin, ergotamine tartrate, palmatine chloride, deacylgymnemic acid, methyl laurate, and palmitoyl acetate. In DPPH scavenging assays, the IC50 value of the P. aquilinum leaf extract was 10.04 μg/ml, while IC50 of BHT and rutin were 7.93 and 6.35 μg/ml. In mosquitocidal assays, LC50 of P. aquilinum leaf extract against Anopheles stephensi larvae and pupae were 220.44 ppm (larva I), 254.12 ppm (II), 302.32 ppm (III), 395.12 ppm (IV), and 502.20 ppm (pupa). LC50 of P. aquilinum-synthesized AgNP were 7.48 ppm (I), 10.68 ppm (II), 13.77 ppm (III), 18.45 ppm (IV), and 31.51 ppm (pupa). In the field, the application of P. aquilinum extract and AgNP (10 × LC50) led to 100 % larval reduction after 72 h. Both the P. aquilinum extract and AgNP reduced longevity and fecundity of An. stephensi adults. Smoke toxicity experiments conducted against An. stephensi adults showed that P. aquilinum leaf-, stem-, and root-based coils

  1. Expression pattern and binding specificity of chemosensory protein BmCSP4 in the silkworm, Bombyx mori%家蚕化学感受蛋白BmCSP4表达谱及结合特性分析

    邓培渊; 乔惠丽; 李丹丹; 鲁云风; 李生才; 阚云超

    2011-01-01

    化学感受蛋白(chemosensory proteins,CSPs)是昆虫体内存在的一类主要识别和运载非挥发性的气味分子和化学刺激物的可溶性蛋白.本研究运用半定量RT-PCR方法分析了BmCSP4的时空及组织表达谱.结果表明:BmCSP4在家蚕Bombyx mori各发育阶段均表达,但表达量从4龄到蛹期逐渐减少,且在雌成虫头部、胸部和腹部表达量较少.用1-NPN作为荧光探针,测定了15种外源配基与BmCSP4蛋白的结合特性,结果显示:仅芳香醛类和芳香酮类化合物在浓度10 μmol/L能将1-NPN从BmCSP4中替换50%,苯甲醛解离常数为3.20 μmol/L,对甲氧基苯甲醛解离常数为2.24 μmol/L,2-戊基-3-苯丙基-烯醛解离常数为2.88μmol/L,1-苯基-1-丁酮解离常数为2.04 μmol/L,苯乙酮解离常数为2.52 μmol/L.据此推测,BmCSP4在不同的发育阶段执行不同的生理功能,并可能参与对芳香醛、芳香酮类气味识别过程.%Chemosensory proteins ( CSPs) are a class of small soluble proteins in insects, which are supposed to recognize and transport non-volatility odour molecules and chemical stimuli. In this study, we investigated the expression pattern of BmCSP4 using semi-quantitative RT-PCR. The results showed that BmCSP4 was expressed across various developmental stages, with gradual decrease from 4th larva to pupa. The tissue expression profile in males and females at adult stage was further studied, and the results showed that the expression level of BmCSP4 was lower in female head ( with antennae removed) , throax and abdomen than in other female tissues. The binding specificity of BmCSP4 to 15 compounds was tested using N-phenyl-1 -naphthylamine (1 -NPN ) as fluorescent probe, and the results showed that only benzaldehyde, p-methoxy benzaldehy, 2-pentyl-3-phenylpropenoic, 1-phenyl-l-butanol and acetophenone at the concentration of 10 junol/L replaced 1-NPN from BmCSP4 by 50% , with the dissociation constants of 3.20, 2.24, 2.88, 2.04 and 2. 52

  2. Analysis of volatiles from Laguncularia racemosa in Beihai, Guangxi by ATD-GC/MS andevaluation on safe property of the tree%广西北海拉关木挥发物的 ATD-GC/MS 分析及安全性评价

    姚贻烈; 郑华; 陆小峰; 李坤; 钟景春; 宋国彬; 陈大亮

    2016-01-01

    fragrance or odor (ASV). Some substances were considered as mid-strong ASV chemicals, such as camphene (250), benzalde-hyde (500), acetophenone (200), nonanal (550), methyl salicylate (450) etc., and others were considered as low ASV chemicals, such as terpinolene (120), octanoic acid (100), nonanoic acid (100), p-cymene (80), etc. For its benefit to human health, L. racemosa is probably available to daily cosmetics and flavors by using the volatiles widely. Due to the safe and non-toxic smelling, the tree can be regarded as a prospective species for seashore vegeta-tion rebuilding, coastal eco-restoration and landscape/ fragrance environment making in the urban beaches.%速生红树植物拉关木具有优良的耐盐抗污染特性,但其自身吸收海水污染物后对周边环境及人类是否安全引人关注,尤其是该树种释放的挥发性成分在嗅觉方面是否安全有待评价。该研究以其活体无损伤幼龄及成年枝叶(无花、开花及带果状态)的挥发物为对象,用动态顶空密闭循环吸附捕集方式采集样品后,经全自动热脱附—气相色谱/质谱(ATD-GC/ MS)联用分析。结果表明:拉关木挥发物由萜烯、酮、羧酸等化合物组成,其中萜烯所占比例最高,而最优势成分α-蒎烯在各试样中的相对百分含量均在3/4左右,β-水芹烯、β-蒎烯等其它萜烯也具有较高含量,为10%~15%及在5%以上,萜烯类成分的存在与有关红树植物提取物化学成分的文献报道相吻合。试样中的其它少量成分呈松木、冬青、柑橘、桉树等香韵,部分成分具有中等强度的香比强值(ASV),如莰烯(250)、苯甲醛(500)、苯乙酮(200)、壬醛(550)、水杨酸甲酯(450)等,部分成分的 ASV值较低,如萜品油烯(异松油烯,120)、辛酸(100)、壬酸(100)、对伞花烃(80)等,但对总体气味均有一定的贡献度。由于拉关木挥发物中的各种成分总体有益于人体健康,且在日用香料香精产品中可广泛

  3. Chemistry%化学

    2001-01-01

    克兰荪重排反应,生成2-烯丙基-1,1-偕二金属环己烷.通过对温度、溶剂量和投料顺序等重排反应主要影响因素的考察和优化,可使2-烯丙基-1,1-偕二金属环己烷的收率达到65%.图2表3 国家自然科学基金(2947043)资助 O621 01050142 沙丘芦苇特有一小分子化合物及其对叶绿体的逆境保护效应[刊, 中]/浦铜良(兰州大学),程佑发…∥科学通报.&2000, 45(12).&1308~1313 用柱层析手段从沙漠地区沙丘芦苇叶片中分离得到一种为该生态型所特有的小分子物质,其化学特征与已报道的逆境胁迫诱导累积的溶质均不同,具多氨基芳香族强极性特征.其自然丰度与月平均气温和月极端高温值为指标的生境高温程度呈显著相关性.并主要存在于光合细胞器叶绿体中.该物质对离体叶绿体在高温下电子传递链的功能具有保护作用.图5表2参15 国家自然科学基金(39870062)资助 O621 01050143 亚胺氧自由基与酚类的反应=The Reaction of Iminoxy Radical with Phenols[刊, 中]/胡家欣(南京大学),吉民…∥高等学校化学学报.&2000, 21(7).&1045~1047 研究了亚胺氧自由基与酚类的反应,一步合成了取代苯并C023唑、萘并及喹啉并C023唑类衍生物,同时探讨了反应机理.表2参8 国家自然科学基金(29375052)资助 O621 01050144 新型磺酰胺类含氮手性配体的合成、晶体结构及催化苯乙酮的不对称氢转移反应=Studies on the Synthesis of New Sulfonylamide Ligand, Crystal Structure and Asymmetric Hydrogen Transfer Reaction of Acetophenone[刊, 中]/董春娥(中科院成都有机化学所),张俊龙…∥高等学校化学学报.&2000, 21(7).&1070~1072 国家自然科学基金(29973042)资助 O624 01050145 P+7原子团簇及其特殊配位=P+7 Clusters and Their Specical Coordinations[刊, 中]/陈明旦(厦门大学),罗海彬…∥厦门大学学报(自然科学版).&2000, 39(3).&341~346 在激光产生的磷原子团