Oxidation of secondary alcohols by sodium n-bromobenzenesulfonamide - a kinetic-study

Mohan, K. and Mahadevappa, D. S. and Puttaswamy (1990) Oxidation of secondary alcohols by sodium n-bromobenzenesulfonamide - a kinetic-study. Proceedings of the Indian Academy of Sciences-Chemical Sciences, 102 (1). pp. 65-72.

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Abstract

The kinetics of oxidation of 2-propanol, 2-butanol, 2-pentanol, 2-hexanol and 2-heptanol to the respective ketones by sodium N-bromobenzenesulphonamide (bromamine-B) in presence of HCl was studied at 40°C. The rate shows a first-order dependence on both [oxidant]0 and [alcohol]0 and is fractional in [H+] and [Cl−]. The proposed mechanism assumes the formation of a hypobromite in the rate-limiting step followed by a fast reaction to form products. The magnitude of the solvent isotope effect, k′H2O/k′D2O is 0–90. The rates do not correlate satisfactorily with Taft’s substituent constants. An isokinetic relation is observed with β=331 K indicating enthalpy as a controlling factor.

Item Type:	Article
Uncontrolled Keywords:	Chemistry, Multidisciplinary
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Dr Raju C
Date Deposited:	21 Jan 2021 09:56
Last Modified:	08 Apr 2023 06:12
URI:	http://eprints.uni-mysore.ac.in/id/eprint/15414

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