Oxidation of methylpentoses by sodium N-chlorobenzene sulphonamide in alkaline medium: A kinetic and mechanistic study

K. S. Rangappa, M. P. Raghavendra, D. S. Mahadevappa, K. M.L. Rai, D. Channe Gowda

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

Kinetics and mechanism of oxidation of three methylpentoses, namely D-fucose, Lrfucose and I-4rhamnose with sodium AT-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.

Original languageEnglish (US)
Pages (from-to)53-64
Number of pages12
JournalProceedings of the Indian Academy of Sciences: Chemical Sciences
Volume110
Issue number1
StatePublished - Dec 1 1998

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Oxidation of methylpentoses by sodium N-chlorobenzene sulphonamide in alkaline medium: A kinetic and mechanistic study'. Together they form a unique fingerprint.

  • Cite this