Abstract

The kinetics of osmium tetroxide-catalyzed oxidation of primary alcohols by sodium N-chloro- p-toluene sulfonamide (chloramine-T) has been studied in NaOH medium (1 × 10 −4 −1 × 10 −1 M) over the temperature range 30–50 °C. The reaction follows the rate equation − d[ Chloramine-T] dt = k 1K 1K 2 [Alcohol][OH −][OsO 4] 1 + K 1 [OH −] The results thus obtained suggest that the oxidation proceeds via formation of an activated complex between the substrate and OsO 4, which slowly decomposes into aldehyde and Os(IV). The Os(IV) thus produced is oxidized rapidly to Os(VIII) with the anion of chloramine-T. The oxidation products are confirmed and a plausible mechanism is proposed.

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