Issue 3, 1987

Kinetics and mechanism of the reactions of superoxide ion in solution. Part 5. Kinetics and mechanism of the interaction of superoxide ion with vitamin E and ascorbic acid

Abstract

The reactions of electrochemically generated O2˙ with α-tocopherol and α-tocopheryl acetate have been studied in acetonitrile and with ascorbic acid in acetonitrile and mixed acetonitrile–water solvents. It was found that both α-tocopherol and ascorbic acid react with superoxide ion via a deprotonation mechanism to form the corresponding anions. On subsequent steps of the process these anions are oxidized by O2 to form O2˙ The mechanism of the oxidation of ascorbate anion depended on the solvent composition: in aqueous solution the reaction proceeded only in the presence of Fe3+ ion, but in acetonitrile a direct one-electron transfer from the ascorbate anion to dioxygen was observed. Both mechanisms were suppressed to a considerable extent in mixed solvents.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1987, 281-285

Kinetics and mechanism of the reactions of superoxide ion in solution. Part 5. Kinetics and mechanism of the interaction of superoxide ion with vitamin E and ascorbic acid

I. B. Afanas'ev, V. V. Grabovetskii and N. S. Kuprianova, J. Chem. Soc., Perkin Trans. 2, 1987, 281 DOI: 10.1039/P29870000281

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