Ramachandra, H. and Rangappa, K. S. and Mahadevappa, D. S. and Made Gowda, N. M. (1996) Oxidation of substituted phenethyl alcohols by sodium-N-chloro-p-toluene sulfonamide: A kinetic study. Monatshefte für Chemie, 127 (3). pp. 241-255.
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The kinetics of the oxidation of six p-substituted phenethyl alcohols (PEA, R = -H, -Cl, -Br, -CH3, -OCH3, and -NO2) by sodium-N-chloro-p-toluene sulfonamide (chloramine-T, CAT) in the presence of HCl was studied at 35 degrees C. The rate shows a first order dependence on CAT](0) and H+](0) and a fractional order in PEA](0) and Cl-](0). Ionic strength variations, addition of reaction product toluene sulfonamide, and variation of the dielectric constant of the medium have no effect on the rate. The solvent isotope effect k'(H2O)/k'(D2O) amounts to about 0.90. Proton inventory studies have been made in H2O-D2O mixtures. The rates correlate satisfactorily with Hammett's relationship. The reaction constant rho was -3.3 for electron releasing substituents and -0.25 for electron withdrawing groups at 35 degrees C. The activation parameters AH(#), AS(#), AG(#), and logA were derived, AH(#) and AS(#) are linearly related, and an isokinetic relationship is observed with beta = 166.7K, indicating entropy as a controlling factor.
| Item Type: | Article |
|---|---|
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | Department of > Chemistry |
| Depositing User: | Users 23 not found. |
| Date Deposited: | 23 May 2021 04:44 |
| Last Modified: | 07 Jul 2022 08:02 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/16573 |
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