Polarographic Studies in Acetonitrile and Dimethylformamide: V . Behavior of Aromatic Ketones and Aldehydes

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© 1960 ECS - The Electrochemical Society
, , Citation S. Wawzonek and A. Gundersen 1960 J. Electrochem. Soc. 107 537 DOI 10.1149/1.2427738

1945-7111/107/6/537

Abstract

Benzophenone, acetophenone, p‐methoxyacetophenone, benzaldehyde, and anisaldehyde are reduced stepwise polarographically in anhydrous dimethylformamide. Large‐scale electrolytic reduction of benzophenone indicates that the ketyl anion is formed as a stable intermediate since, in the presence of carbon dioxide and ethyl iodide, benzilic acid and diphenylethylcarbinol are formed, respectively. Acetophenone, benzaldehyde, and anisaldehyde form principally pinacols under these conditions. The reduction of p‐methoxyacetophenone is complicated by tar formation.

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10.1149/1.2427738