Kinetic and mechanistic studies of some aliphatic amines' oxidation by sodium N-bromo-p-toluenesulfonamide in hydrochloric acid medium

Ananda, S. and Jagadeesha, M. B. and Puttaswamy and Venkatesha, B. M. and Vinod, T. K. and Made Gowda, N. M. (2000) Kinetic and mechanistic studies of some aliphatic amines' oxidation by sodium N-bromo-p-toluenesulfonamide in hydrochloric acid medium. International Journal of Chemical Kinetics, 32 (12). pp. 776-783. ISSN 0538-8066

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Official URL: http://doi.org/10.1002/1097-4601(2000)32:12<776::A...

Abstract

Oxidations of n-propyl, n-butyl, isobutyl, and isoamyl amines by bromamine-T (BAT) in HCl medium have been kinetically studied at 30 degreesC The reaction rate skews a first-order dependence on BAT], a fractional-order dependence on amine], and an inverse fractional-order dependence on HCl]. The additions of halide ions and the reduction product of BAT, p-toluenesulfonamide. have no effect on the reaction rate. The variation of ionic strength of the medium has no influence on the reaction. Activation parameters have been evaluated from the Arrhenius and Eyring plots. Mechanisms consistent with the preceding kinetic data have been proposed. The protonation constant of monobromamine-T has been evaluated to be 48 +/- 1. A Taft linear free-energy relationship is observed for the reaction with rho* = -12.6, indicating that the electron-donating groups enhance the reaction rate. An isokinetic relationship is observed with beta = 350 K, indicating that enthalpy factors control the reaction rate. (C) 2000 John Wiley & Sons, Inc.

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Shrirekha N
Date Deposited: 19 Sep 2019 05:31
Last Modified: 24 Dec 2020 07:53
URI: http://eprints.uni-mysore.ac.in/id/eprint/8250

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