Studies on α-chloroacrylate I

Abstract

This report describes on the synthesis of methyl α-chloroacrylate and its reaction process has been clarified. A standard method of its analysis has been formulated and various factors for increasing the yield have been investigated. The maximum yield was obtained by the reaction for 4-5hrs. and the best temperature was at 90-110°C. Using of 3-4moles of sulfuric acid against trichloroethylene was found to be suitable. The velocity of adding dropwise of formalin-methanol and methanol was regulated to 5g/min. for the former and that of the latter was made slowly and heating for a short time in the later period for smooth progress of the reaction. For separation of objective product, it was necessary to keep the temperature of content above 110°C before staring of steam distillation and the desirable temperature of distillation was around160°C. By use of the same procedure for preparation of methyl ct-chloroacrylate, syntheses of various esters of aliphatic alcohols and polyhydric alcohols have been made. The results indicated that the esterification of aliphatic alcohol was proceeded nearly in the same way as in the case of methanol but the higher in the carbon number of aliphatic alcohol, easier was the reaction. The reaction of polyhydric alcohols was found to be difficult but that of cyclohexanol was proceeded well.