1987•Journal of the Chemical Society Perkin Transactions 1Requires access

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

Spiros Adamopoulos, A. John Boulton, Rahim Tadayoni, Graham Alan Webb

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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.

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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.

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Available 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.

Key concepts: Nitrous acid, Oxime, Chemistry, Nitrogen, Imine, Cleavage (geology), Spectral line, Photochemistry

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