Oxidation of substituted phenethyl alcohols by sodium N-chlorobenzenesulphonamide: A kinetic study

Ramachandra, H. and Rangappa, K. S. and Mahadevappa, D. S. (1996) Oxidation of substituted phenethyl alcohols by sodium N-chlorobenzenesulphonamide: A kinetic study. Journal of Physical Organic Chemistry, 9 (5). pp. 279-286.

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Abstract

The kinetics of the oxidation of six substituted phenethyl alcohols by sodium N-chlorobenzenesulphonamide or chloramine-B (CAB) in the presence of HCl was studied at 35 degrees C, The rate shows a first order dependence on CAB](0) and H+] and is of fractional order in PEA](0) and Cl-]. Ionic strength variations, addition of the reaction product of benzenesulphonamide and variation of the dielectric constant of the medium have no effect on the rate. The solvent isotope effect k(H2O)(1)/k(D2O)(1) approximate to 0.78. Proton inventory studies were made in H2O-D2O mixtures. The rates correlate satisfactorily with Hammett's LFER. The reaction constant rho was -3.5 for electron-releasing substituents and -0.30 for electron withdrawing groups at 35 degrees C. Activation parameters Delta H-double dagger, Delta S-double dagger, Delta G(double dagger) and log A were computed for the reaction, An isokinetic relationship is observed with beta=338 K, indicating enthalpy as a controlling factor.

Item Type:	Article
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Users 23 not found.
Date Deposited:	22 May 2021 06:41
Last Modified:	07 Jul 2022 08:00
URI:	http://eprints.uni-mysore.ac.in/id/eprint/16567

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