SYNTHESIS OF ALKOXYCARBONYLMETHYL ESTERS OF THIOACETIC AND THIOBENZOIC ACIDS AND THEIR INVESTIGATION AS ADDITIVES TO LUBRICATING OILS

Abstract

The method for obtaining alkoxycarbonylmethyl esters of thioacetic acid, based on the interaction of mercaptoacetic acid esters with acetic anhydride in an alkaline medium was proposed. It showed that an alternative way to obtain alkoxycarbonylmethyl esters of thioacetic acid is the reaction of mercaptoacetic acid esters with acetyl chloride in the presence of equimolar quantities of triethylamine. The interaction of mercaptoacetic acid esters with benzoyl chloride in the presence of equimolar amounts of triethylamine was used to synthesize appropriate alkoxycarbonylmethyl esters of thioacetic and thiobenzoic acids. Study into synthesized compounds as additives to lubricating oils revealed that addition of butoxycarbonyl methyl ester of thioacetic acid at a concentration of 1% in M-8 oil practically eliminated its corrodibility, while butoxycarbonyl methyl esters of thioacetic and thiobenzoic acids also had some lubricating and antimicrobial properties.