55905-13-0Relevant academic research and scientific papers
Nucleophilic addition reaction of aromatic compounds with α-chloroglycidates in the presence of Lewis acid
Lin, Jing-Rong,Gubaidullin, Aidar T.,Mamedov, Vakhid A.,Tsuboi, Sadao
, p. 1781 - 1790 (2007/10/03)
The epoxide 1 obtained by the Darzens condensation reaction of aldehydes with methyl dichloroacetate, reacted with aromatic compounds in the presence of aluminium chloride to afford α-aryl-β-chloro-α-hydroxyalkanoate 3. The intra-molecular nucleophilic addition of epoxide 1′ gave cyclisation compound 4. The scope and limitation of these reaction were studied for various aldehydes and aromatic compounds. The reaction was also studied in the presence of aluminium chloride supported on alumina or silica gel, which is thought to be a mild Lewis acid and harmless for environment.
Chlorination of Carboxylic Acid Derivatives. VIII. Liquid Phase Chlorination of the Aliphatic C5-Carboxylic Acids and Their Chlorides, Methyl Esters and Chloromethyl Esters with Chlorine
Kornonen, Ilpo O. O.
, p. 467 - 474 (2007/10/02)
The chlorination of pentanoic, 3-methylbutanoic, 2-methylbutanoic and 2,2-dimethylpropanoic acids and their derivatives with chlorine in the liquid phase have been investigated.The monochloro products formed were determined by gas-liquid chromatography (GLC) and gas-liquid chromatography-mass spectrometry (GLC-MS) as their esters through the comparison with authentic samples.The deactivation of position 2 decreases in the order COCl > CO2H > CO2CH2Cl > CO2CH3, the effect of the COCl-group in pentanoic acid derivatives being 4.3 times stronger than that of the CO2CH3-group.The deactivation is smallest in 2-methylbutanoic acid derivatives owing to the electron-donating methyl group.The EI mass spectra of the methyl and chloromethyl esters have been studied in detail.
