A. P. Zaraisky
Jun 14, 2008
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Journal
Kinetics and Catalysis
Abstract
Methylthiomethyl acetate can be rapidly and quantitatively converted into bis(methylthio)methane via an acid-catalyzed reaction under mild conditions. This conversion in the system benzene-aqueous sulfuric acid is interpreted in terms of a complex scheme of consecutive and parallel steps. It begins with the hydrolysis of the ester by the mechanisms AAC2 and AAL1 (in Ingold’s terminology), and the subsequent interactions involve intermediate products. The kinetics of the process is analyzed. A procedure for the synthesis of bis(methylthio)methane from dimethyl sulfoxide is suggested.