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Studies on the oxygen atom transfer reactions of peroxomonosulfate: Oxidation of lactic acid

✍ Scribed by P. Andal; M. Murugavelu; S. Shailaja; M. S. Ramachandran

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
111 KB
Volume
41
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

Kinetics of oxidation of lactic acid by peroxomonosulfate (PMS) catalyzed by Ni(II) ions has been studied in aqueous buffered (sodium acetate‐acetic acid) medium. The reaction follows first order in [PMS] and [Ni(II)] and inverse first order in [H^+^]. The effect of pH on the rate suggests that both HSO and SO are the active forms of the oxidant. The intermolecular reaction between HSO and nickel lactate results in hydroperoxide intermediate in the rate‐limiting step. The deprotonated form of PMS, SO, gives a lactate‐nickel‐peroxomonosulfate intermediate, which then undergoes intramolecular oxidation–reduction reaction. The thermodynamic parameters also support the kinetic scheme. Comparison with (nickel) glycolate shows that the electron‐donating methyl group in lactic acid enhances the nucleophilic interaction of the α‐hydroxyl group. A suitable mechanistic scheme is also proposed. © 2009 Wiley Periodicals, Inc. Int J Chem Kinet 41: 449–454, 2009

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