Kinetics and mechanism of oxidation of indole by HSO |
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| Authors: | Subbiah Meenakshisundaram N Sarathi |
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| Institution: | 1. Department of Chemistry, Annamalai University, Annamalainagar 608 002, IndiaDepartment of Chemistry, Annamalai University, Annamalainagar 608 002, India;2. Department of Chemistry, Annamalai University, Annamalainagar 608 002, India |
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| Abstract: | Mechanistic studies on the oxidation of indole IND] by HSO in aqueous CH3CN medium (80:20 v/v) have been carried out, and the reaction is characterized by the rate law ?dHSO ]/dt = kIND]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+, Cu2+, and heteroaromatic N‐bases. © 2006 Wiley Periodicals, Inc. Int J Chem Kinet 39: 46–51, 2007 |
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