Studies on the Electrochemical Oxidation of Substituted Benzaldehyde and Acetophenone Oximes

Abstract

Abstract: The electrochemical oxidation of 10 substituted benzaldoximes and 5 substituted ace-tophenone oximes has been studied.The results indicate that the benzaldoximes are first oxidized to iminoxy radicals and then transformed via chemical coupling of the radicals to the dehy-drodimers adsorping on the electrode, it appears to be an irreversible reaction and absorptive process.The acetophenone oximes are also oxidized to iminoxy radicals, but the dehydrodimers formed by radical coupling rapidly decompose to the ketone and other products, diffusing easily to the medium, it appears to be a reversible electrode reaction and an irreveribly adsorptive process.The products of electrochemical oxidation of benzaldehyde and acetophenone oximes have been confirmed by controlled potential electrolysis and UV-spectrophotometry.For both the monosubstituted benzaldehyde and acetophonone oximes there exists a linear relationship between the oxidative potentials and the Hammett constants of the substituents.The oxidative potential increases with increasing electrowithdrawing power of the substituent.The electrochemical oxidation can be used for generating iminoxy radicals from oximes.

Key words: Substituted benzaldoxime, Substituted acetophenone oxime, Cyclic voltammetry, Controlled potential electrolysis, UV-absorbance spectra

TrendMD:

ZHU Shi-Mtn, XIA Qiu-Wen, HU Hong-Wen . Studies on the Electrochemical Oxidation of Substituted Benzaldehyde and Acetophenone Oximes[J]. Chem. J. Chinese Universities, 1993, 14(12): 1692.

References

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