Rangappa, K. S. and Raghavendra, M. P. and Mahadevappa, D. S. and Rai, K. M. Lokanatha and Chenne Gowda, D. (1998) Oxidation of methylpentoses by sodium N-chlorobenzene sulphonamide in alkaline medium: A kinetic and mechanistic study. Proceedings of the Indian Academy of Sciences - Chemical Sciences, 110 (1). pp. 53-64.
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Oxidation of methylpentoses by sodium N-chlorobenzene sulphonamide in alkaline medium - A kinetic and mechanistic study.pdf Restricted to Registered users only Download (518kB) | Request a copy |
Abstract
Kinetics and mechanism of oxidation of three methylpentoses, namely D-fucose, L-fucose and L-rhamnose with sodium N-chlorobenzene-sulphonamide (chloramine-B or CAB) in alkaline medium were studied at 313 K. The rate law, rate = k CAB] S] HO-] was observed. Benzenesulphonamide and chloride ions, the reduced products of the oxidant had no effect on the reaction rate. The rate increased with increase in ionic strength of the medium and the dielectric effect was negative. Proton inventory studies were made in H2O-D2O mixtures. HPLC analysis of products indicated a mixture of aldonic acids in varying proportions. A mechanism involving the furanosidic ringform of methylpentoses which preferentially reacts with CAB in the rate limiting step is suggested.
| Item Type: | Article |
|---|---|
| Subjects: | C Chemical Science > Chemistry |
| Divisions: | Department of > Chemistry |
| Depositing User: | Users 23 not found. |
| Date Deposited: | 05 Jun 2021 07:08 |
| Last Modified: | 13 Jan 2023 10:55 |
| URI: | http://eprints.uni-mysore.ac.in/id/eprint/16732 |
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