Abstract

Kinetics of oxidation of l-poline by N-bromosuccinimide (NBS) in aqueous acidic medium and water–alcohol solvent mixtures were performed. The reaction was first order dependent on both [proline] and [NBS]. The rate of reaction was inversely dependent upon [H+] through the pH range 2.6–3.3 and varied with the cosolvent according to the order MeOH > EtOH. The conjugate base of amino acid was considered as the main reactive species. An inner-sphere mechanism in which the conjugate base of amino acid was attached by NBS to form the precursor intermediate complex was proposed.

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