105-53-3Relevant articles and documents
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Bak,Led
, p. 22,23,25 (1968)
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Noyes
, p. 1105 (1896)
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Indium as a reducing agent. Chemoselective reduction of α-halocarbonyl compounds and benzyl halides by indium metal in water under sonication
Ranu, Brindaban C.,Dutta, Pinak,Sarkar, Arunkanti
, p. 1139 - 1140 (1999)
Indium metal in water reduces a-halocarbonyl compounds and benzyl iodides to the corresponding dehalogenated products in excellent yields under sonication although simple alkyl and aryl iodides remained inert under these conditions.
Mechanism of the cobalt-catalyzed carbonylation of ethyl diazoacetate
Ungvári, Neszta,F?rdos, Eszter,Kégl, Tamás,Ungváry, Ferenc
, p. 2016 - 2028 (2010)
Carbonyl cobalt complexes serve as catalysts or catalyst precursors for the facile and selective transformation of primary diazoalkanes into the corresponding ketene. The mechanism of this carbonylation reaction has been elucidated in the case of ethyl diazoacetate as model diazoalkane using octacarbonyl dicobalt as the catalyst precursor. Dinuclear cobalt complexes having ethoxycarbonylcarbene ligand(s) in bridging position(s) have been identified as active intermediary of the catalytic cycles and their relevant chemical properties have been explored. Key step of the carbonylation is the formation of the highly reactive ethoxycarbonylketene by intramolecular coupling of a carbonyl ligand with the ethoxycarbonylcarbene ligand. DFT calculations reveal that the ketene formation takes place via a rapid coupling of the carbene ligand with one terminal CO followed by coordination of an external carbon monoxide and by a facile intramolecular rearrangement and ketene elimination. The ethoxycarbonylketene can be in situ trapped by OH, NH, or CH acid compounds or by N-substituted imines. In the presence of ethanol diethyl malonate is the only product of the catalytic carbonylation of ethyl diazoacetate. On the bases of the kinetics of the composing steps of the catalytic cycles, localization of the rate-determining step(s) under various reaction conditions has been made.
Bu3SnH-Catalyzed Reduction of Nitroalkanes to Alkanes
Tormo, Jordi,Hays, David S.,Fu, Gregory C.
, p. 5296 - 5297 (1998)
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The synthesis of polymeric catalyst using ion exchange resin and its application for esterification
Whang,Lee,Lee
, p. 2341 - 2342 (1984)
The copolymer complexes have been synthesized from cation and/or anion resin with metal catalyst such as aluminum chloride or iron(III) chloride. Electron microprobe X-ray analysis demonstrated that aluminum and iron were distributed uniformly in the copolymer complex. The catalytic activity for esterification of dibasic organic acids was discussed and showed that copolymer complex from porous type cation exchange resin was much better catalyst than that from gel type. Copolymer complexes have been synthesized from cation and/or anion resin with metal catalyst such as aluminum chloride or iron (III) chloride. Electron microprobe X-ray analysis demonstrated that aluminum and iron were distributed uniformly in the copolymer complex. The catalytic activity for esterification of dibasic organic acids was discussed and showed that copolymer complex from the porous type cation exchange resin was a much better catalyst than that from the gel type.
Co2(CO)8-induced domino reactions of ethyl diazoacetate, carbon monoxide and ferrocenylimines leading to 2-(1-ferrocenyl-methylidene)-malonic acid derivatives
Balogh, János,Kégl, Tamás,Ungváry, Ferenc,Skoda-F?ldes, Rita
, p. 4727 - 4730 (2009)
Novel 2-(1-ferrocenyl-methylidene)-malonic acid derivatives are obtained upon reacting ethyl diazoacetate, carbon monoxide and ferrocenylimines in the presence of Co2(CO)8 as catalyst under mild conditions. Presumably, the reaction involves three steps taking place in a domino fashion, (i) carbonylation of ethyl diazoacetate leading to a ketene derivative, (ii) [2+2] cycloaddition of the ketene with the ferrocenylimine present in the reaction mixture resulting in the formation of a β-lactam and (iii) N(1)-C(4) cleavage of the β-lactam ring. In most cases, 2-(1-ferrocenyl-methylidene)-malonic acid derivatives are obtained as a separable mixture of E- and Z-isomers in ratios depending on the structure of the imine component.
A CONVENIENT METHOD FOR ENZYMATIC BENZYL-ALKYL TRANSESTERIFICATION UNDER MILD NEUTRAL CONDITIONS
Gutman, Arie L.,Shkolnik, Eleonora,Shapira, Michal
, p. 8775 - 8780 (1992)
Lipases from Candida cylindracea and from Pseudomonas fluorescens efficiently catalyse the benzyl to alkyl transesterification in organic solvents under mild conditions in nearly quantitative yields.
Vapor pressures and enthalpies of vaporization of a series of the symmetric linear n -alkyl esters of dicarboxylic acids
Lipp, Svetlana V.,Krasnykh, Eugenii L.,Verevkin, Sergey P.
, p. 800 - 810 (2011)
Vapor pressures and the molar enthalpies of vaporization of the linear aliphatic alkyl esters of dicarboxylic acids R-CO2-(CH 2)n-CO2-R with n = (0 to 4) with R = C 2H5, n-C3H7, and n-C 4H9 have been determined using the transpiration method. A linear correlation of enthalpies of vaporization (at T = 298.15 K) of the esters with the number n and with Kovat's indices has been found, proving the internal consistency of measured data.
A Mild, Simple, and Convenient Synthesis of Diesters from Malonyl or Succinyl Dichloride and Alcohols Catalyzed by Potassium Tetracarbonylhydridoferrate, KHFe(CO)4, as a New Catalyst
Shim, Sang Chul,Huh, Keun Tae,Park, Woo Hyun
, p. 59 (1987)
A large variety of alcohols react with acyl halides of dicarboxylic acids such as malonyl dichloride and succinyl dichloride in the presence of a catalytic amount of tetracarbonylhydridoferrate at room temperature under carbon monoxide or nitrogen to give the corresponding diesters in good yields.
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Shaw,J.E.,Kunerth,D.C.
, p. 1968 - 1970 (1974)
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Carbazolic porous organic framework as an efficient, metal-free visible-light photocatalyst for organic synthesis
Luo, Jian,Zhang, Xiang,Zhang, Jian
, p. 2250 - 2254 (2015)
We report the visible-light-promoted photocatalytic activity of a highly porous carbazolic organic framework, Cz-POF-1, toward three prototypic organic transformations: net reductive dehalogenation of phenacyl bromide and its derivatives, net oxidative hydroxylation of arylboronic acids, and redox-neutral α-alkylation of aldehydes. We show that the extended π-conjugation in Cz-POF-1 enhances its visible light absorption, and the large porosity accelerates the reaction rate. For α-alkylation of aldehydes, Cz-POF-1 requires less strict reaction conditions and can be easily recovered and reused for up to 10 times. This work reveals a bright future for Cz-POFs as a new generation of metal-free photocatalysts for organic synthesis.
Kinetics of ionisation of carbon acids in non-aqueous media: detritiation of diethyl malonate by heterocyclic bases
Davey, John P.,Jones, John R.,Buncel, Erwin
, p. 1246 - 1249 (1986)
To investigate proton transfer processes in non-aqueous media, two procedures have been developed of general applicability for the measurement of detritiation rates of carbon acids.One method is a variation of an existing solvent extraction procedure but with inclusion of a trace of trifluoroacetic acid, while the other involves the simple modification of a gas chromatograph so as to function as a radio-gas chromatograph.They have been established by studying the detritiation of diethyl malonate in six different solvents (dimethylformamide, dimethyl sulfoxide, sulfolane, hexamethylphosphortriamide, tetrahydrofuran, ethanol) as catalyzed by various heterocyclic bases (substituted pyridines, imidazoles, benzimidazoles, pyrrole, pyrazole, purine, adenosine).The results are discussed in terms of solvation effects and catalyst structure.An approximate Broensted correlation is found to exist between log kTB for detritiation determined in DMSO and the pKa of the conjugate base measured in water at 25 deg C.
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Ross,Bibbins
, p. 1341 (1937)
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On the scope of radical reactions in aqueous media utilizing quaternary ammonium salts of phosphinic acids as chiral and achiral hydrogen donors
Perchyonok,Tuck, Kellie L.,Langford, Steven J.,Hearn, Milton W.
, p. 4777 - 4779 (2008)
A broad range of fundamental free radical reactions such as hydrogen atom transfer, radical deoxygenations, and radical cyclizations utilizing quaternary ammonium salts of phosphinic acids as chiral and achiral hydrogen donors at room temperature are investigated. The reactions proceed in good to excellent yields with some degree of enantioselectivity.
Promoting charge separation in donor-acceptor conjugated microporous polymers: Via cyanation for the photocatalytic reductive dehalogenation of chlorides
Deng, Jiyong,Fang, Zhengjun,Lan, Donghui,Liao, Yunfeng,Liu, Qingquan,Zhang, Weijie,Zhou, Xiang
, p. 7151 - 7159 (2021/11/17)
Conjugated microporous polymers (CMPs) have emerged as promising heterogeneous photocatalysts for organic transformations owing to their structural designability and functional versatility. However, limited by the insufficient separation of the photo-generated excitons, their photocatalytic efficiency falls far short of expectations. Herein, we demonstrate a cyanation strategy to promote charge carrier separation in CMPs by selectively incorporating carbazole and cyano groups as electron-donating and electron-withdrawing units, respectively. The resulting CMPs feature π-extended donor (D)-acceptor (A) conjugation structures endowing them with distinct semiconducting properties, in which the efficient charge separation and transfer and wide visible-light absorption are facilitated. Compared to the cyano-free counterpart, the cyano-functionalized CMPs showed superior photocatalytic efficiency as exemplified by photocatalytic reductive dehalogenation of chlorides. More prominently, full recyclability of the designed CMPs as well as catalytic activity for at least ten runs without the loss of catalytic performance in photocatalytic reductive dehalogenation of chlorides demonstrated their robustness and sustainability. This journal is
Green pepper flavor compound, preparation method thereof, food additive and green pepper flavor food
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Paragraph 0058-0062; 0076-0080; 0088-0092, (2020/07/21)
The invention relates to a green pepper flavor compound, a preparation method thereof, a food additive and a green pepper flavor food. The green pepper flavor compound has the following structural formula, the green pepper flavor compound is a leaf alcohol ester compound, different from strong fresh grass leaf fragrance of leaf alcohol and grease gas of a traditional long-chain leaf alcohol estercompound, the green pepper flavor compound has obvious green pepper flavor different from leaf alcohol and obvious fragrance, and a new thought is provided for development of the leaf alcohol ester compound.
