Abstract

K. Shenbagam¹ and N. Mathiyalagan²

The new oxidant N-chloroisonipecotamide (NCINA) is prepared by standard procedure and characterized. The formal redox potential, physical constant, elemental analysis and spectral characterization (IR, 1H-NMR and Mass spectrum) confirms the presence of nitrogen-halogen bond. It is found to be a mild and stable oxidant and formal redox potential of N-chloroisonipecotamide shows that it can be used as an effective source of positive halogen, like other existing oxidants. Oxidation of benzaldehyde di-n-alkyl acetals is carried out with new oxidant in acetonitrile medium. The reaction is first order with respect to NCINA and zero order with respect to acetals. The effect of isonipecotamide and acetonitrile is studied. Increase in ionic strength has marginal effect on the rate. A mechanism consistent with the observed kinetic results has been elucidated.

Synthesis; N-chloroisonipecotamide; Kinetics; Oxidation; Acetal

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