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Kinetics and mechanism of oxidation of indole by HSO

✍ Scribed by Subbiah Meenakshisundaram; N. Sarathi

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
162 KB
Volume
39
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

Mechanistic studies on the oxidation of indole [IND] by HSO in aqueous CH~3~CN medium (80:20 v/v) have been carried out, and the reaction is characterized by the rate law βˆ’d[HSO]/dt = k[IND][HSO]HSO and SO are probably the respective electrophiles in acidic and basic mediums. Nucleophilic attack of the ethylenic bond on the persulfate oxygen is envisaged to explain the reactivity. The reaction fails to initiate polymerization, and a radical mechanism is ruled out. Thermodynamic parameters very much suggest a bimolecular process. No significant catalytic activity is observed for the reaction system in the presence of Ag^+^, Cu^2+^, and heteroaromatic N‐bases. Β© 2006 Wiley Periodicals, Inc. Int J Chem Kinet 39: 46–51, 2007

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