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Electrochemical hydrogenation of citral

1. The role of the copper cathode in the electroreduction of citral

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Abstract

Alcohols (citronellol and isomeric nerol and geraniol) are the main products of the electroreduction of citral at the copper cathode in the presense of AcOH in a water-DMF medium. It has been suggested that under the conditions of the electrolysis at the hydrogen reduction potential (E=−1.2 V) electroreduction of citral occurs according to the electrochemical hydrogenation mechanism. The total yield of the alcohols and the selectivity of the process depend on the preliminary treatment of the cathode. The electroreduction of citral at a mechanically cleaned cathode gives alcohols in 54 % total yeild, and unsaturated alcohols are the prevailing products. Preliminary annealing of the cathode results in an increase in the total yield of alcohols in the electrolysis to 86 % and in the predominant formation of citronellol.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1915–1919, November, 1993.

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Korotayeva, L.M., Rubinskaya, T.Y. & Gultyai, V.P. Electrochemical hydrogenation of citral. Russ Chem Bull 42, 1830–1834 (1993). https://doi.org/10.1007/BF00698997

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