Kinetics and mechanism of oxidation of erythro-series pentoses and hexoses by N-chloro-p-toluenesulfonamide

Rangappa, K. S. and Raghavendra, M. P. and Mahadevappa, D. S. and Chenne Gowda, D. (1998) Kinetics and mechanism of oxidation of erythro-series pentoses and hexoses by N-chloro-p-toluenesulfonamide. Carbohydrate Research, 306 (1-2). pp. 57-67.

Full text not available from this repository. (Request a copy)
Official URL: https://doi.org/10.1016/S0008-6215(97)00243-7

Abstract

The kinetics and mechanism of oxidation of D-glucose, D-mannose, D-fructose, D-arabinose, and D-ribose with chloramine-T in alkaline medium were studied. The rate law, rate = k Chloramine-T] Sugar] HO-](2), was observed. The rate of the reaction was influenced by a change in ionic strength of the medium, and the dielectric effect was found to be negative. The latter enabled the computation of d(AB), the size of the activated complex. The reaction rate was almost doubled in deuterium oxide. Activation energies were calculated from the Arrhenius plots. HPLC and GLC-MS analyses of the products indicated that the sugars were oxidized to a mixture of aldonic acids, consisting of arabinonic, ribonic, erythronic, and glyceric acids. Based on these data, a plausible mechanism involving the aldo-enolic anions of pentoses and keto-enolic anions of hexoses is suggested. (C) 1998 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Users 23 not found.
Date Deposited: 05 Jun 2021 07:33
Last Modified: 29 Jun 2022 11:12
URI: http://eprints.uni-mysore.ac.in/id/eprint/16736

Actions (login required)

View Item View Item