Mechanistic investigations of the oxidation of phenethyl alcohols by sodium-N-bromo-benzenesulphonamide in acid medium

Ramachandra, H. and Mahadevappa, D. S. and Rangappa, K. S. (1996) Mechanistic investigations of the oxidation of phenethyl alcohols by sodium-N-bromo-benzenesulphonamide in acid medium. Proceedings of the Indian Academy of Sciences - Chemical Sciences, 108 (5). pp. 485-494.

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Abstract

The kinetics of oxidation of six substituted phenethyl alcohols (X-C6H4-CH2-CH2-OH where X = -H, -Cl, -Br, -CH3, -OCH3 and -NO2) by sodium-N-bromo-benzenesulphonamide or bromamine-B(BAB) in the presence of HCl at 35 degrees C showed that the rate has first-order dependence on BAB](0) and H+] and fractional order on PEA](0) and Cl-]. Tonic strength variations, addition of reaction product of benzenesulphonamide and variation of dielectric constant of the medium have no effect on the rate. The solvent isotope effect k(1)(H2O)/k(1)(D2O) similar or equal to 0.82. Proton inventory studies have been made in H2O-D2O mixtures. The Hammett plot is biphasic and the reaction constant rho was -3.2 for electron-releasing substituents and -0.34 for electron-withdrawing groups. The activation parameters Delta H#, Delta S# follow an isokinetic relationship.

Item Type:	Article
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Users 23 not found.
Date Deposited:	23 May 2021 05:10
Last Modified:	07 Jul 2022 08:00
URI:	http://eprints.uni-mysore.ac.in/id/eprint/16554

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