Proton-transfer reactions in the cathodic reduction of bromohydrins in neutral aprotic media

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Abstract

Polarographic and cyclic voltammetric studies of bromohydrins in acetonitrile showed a single diffusion-limited two-electron irreversible cathodic wave/peak followed by chemical transformations. Controlled-potential electrolyses of the compounds gave a mixture of two products with epoxide as one of them in all cases. The mechanism of reduction is discussed in the light of proton-transfer reactions in neutral aprotic media.

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