Electrochemical Oxidation of Aliphatic Sulfides under Nonaqueous Conditions

and

© 1969 ECS - The Electrochemical Society
, , Citation Peter T. Cottrell and Charles K. Mann 1969 J. Electrochem. Soc. 116 1499 DOI 10.1149/1.2411587

1945-7111/116/11/1499

Abstract

The anodic oxidation of aliphatic sulfides has been investigated, using cyclic voltammetry and controlled potential electrolysis. Reactions of dimethyl sulfide in acetonitrile have been studied in detail, considering the effects of variation of water content and of type of supporting electrolyte. With as much as 1% water in , dimethyl sulfide is completely oxidized to dimethyl sulfone. In anhydrous , the products are and . It is suggested that the electrochemical reaction involves formation of protons and , which condenses with to form . When perchlorate is present as supporting electrolyte, it is involved in a slow chemical reaction which produces Cl, , and . The reaction of benzyl methyl sulfide is very similar, leading to benzaldehyde and .

Export citation and abstract BibTeX RIS

10.1149/1.2411587