On the formation and nitrogen nuclear magnetic resonance spectra of some nitrimines (‘pernitroso–ketones’), and the mechanism of oxime cleavage by nitrous acid

Abstract

The formation of nitrimines, by the action of nitrous acid on oximes, is shown to proceed without scrambling of the nitrogen atoms, the oxime nitrogen forming the imine, and the nitrous acid generating the nitro group. Coloured intermediates in the reaction are proposed to be nitrosimines. The mechanism of nitrosative deoximation, and the nitrogen n.m.r. spectra of nitrimines, are reported and discussed.