The kinetics and mechanism of oxidation of L-fucose and L-rhamnose by chloramine-T (CAT) in alkaline medium has been investigated at 40°C. The rate of the reaction is first order with respect to [sugar][CAT] and [hydroxide ion]. The reaction rate is influenced by a change in ionic strength of the medium and the dielectric effect has been found to be negative. Proton inventory studies have been made in H2O-D2O mixtures. Activation parameters have been determined from the Arrhenius plots, HPLC and GLC-MS analyses of the products indicate that 6-deoxyhexoses are oxidized to a mixture of aldonic acids. The proposed mechanism is consistent with the observed results.
|Original language||English (US)|
|Number of pages||6|
|Journal||Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry|
|State||Published - Dec 1 2000|
All Science Journal Classification (ASJC) codes
- Pharmacology, Toxicology and Pharmaceutics(all)
- Organic Chemistry