Abstract
Abstract The kinetics of oxidation of a few aliphatic primary alcohols with 1-chlorobenzimidazole (CBI) was studied in aqueous acetic acid medium. The reactions were found to be first order each with respect to the concentrations of CBI and alcohol. The added HClO4 increases the rate and the order in HClO4 was found to be fractional. The reactions were catalyzed by NaCl and fractional order dependence was observed. The ionic strength had negligible influence on the rate. The reaction rates increase with decrease in dielectric constant of acetic acid. Addition of benzimidazole, one of the products does not affect the rate. Effect of temperature on the reaction rates was studied at different temperatures and the various activation and thermodynamic parameters were evaluated. The rate constants show good correlation with Taft–Pavelich Dual substituent parameter model (DSP). Product analysis shows the formation of aldehydes as major products of oxidation of aliphatic primary alcohols. CBIH+ has been postulated as the reactive oxidizing species. A mechanism involving a proton transfer by water molecule has been proposed.
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