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Polarographic Studies in Acetonitrile and Dimethylformamide: VI . The Formation of Dihalocarbenes

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© 1961 ECS - The Electrochemical Society
, , Citation S. Wawzonek and R. C. Duty 1961 J. Electrochem. Soc. 108 1135 DOI 10.1149/1.2427971

1945-7111/108/12/1135

Abstract

Polarographic studies of methylene chloride, chloroform, carbon tetrachloride, carbon tetrabromide, dichlorodifluoromethane, chlorodifluoromethane, benzal chloride, benzotrichloride, and diphenyldichloromethane have been carried out in dimethylformamide and acetonitrile. The results with carbon tetrachloride and carbon tetrabromide point to the formation of dihalocarbenes as intermediates in the reduction of these compounds. This mechanism was verified by the large‐scale electrolytic reduction of carbon tetrachloride in acetonitrile in the presence of tetramethylethylene and the isolation of 1,1‐dichloro‐2,2,3,3‐ tetramethylcyclopropane as one of the products.

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10.1149/1.2427971