Abstract
The kinetics of oxidation of D-glucuronic acid and D-galacturonic acid (UA) by sodium N-chlorobenzenesulphonamide or chloramine-B (CAB) in alkaline medium at 35 °C has been investigated and the rate law, rate = k [CAB][UA][HO−] was observed. The product, benzenesulphonamide had no influence. Increase of ionic strength increased the rate and when the dielectric constant of the medium was decreased, the rate was decreased. The rate increased in D2O medium and the inverse solvent isotope effect k (D2O)/k(H2O) was 2.00. Proton inventory was studied for the reactions in H2O-D2O mixtures. Activation parameters have been determined from the Arrhenius plots. The mechanism assumes the formation of an enediol anion followed by its oxidation by the positive halogen in a rate limiting step.
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