Issue 7, 2002

Generation of nitroxyl radicals in reactions of nitrogen dioxide with p-benzoquinones

Abstract

The formation of oxynitroxyl radicals has been observed by EPR in the course of exposure of p-benzoquinones to nitrogen dioxide. This process involves addition of nitrogen dioxide to the double bond system of quinones. Thermal conversion of oxynitroxyl radicals lead to the formation of acyl(alkyl)nitroxyl and iminoxyl radicals along with molecular nitration products. Kinetics of the oxynitroxyl radical formation depending on the nitrogen dioxide pressure has been defined. The temperature dependence of stationary concentrations of oxynitroxyl radicals at 230–310 K is determined by the equilibrium between the monomer and dimer forms of nitrogen dioxide. Nitrogen tetraoxide was found to initiate radical formation in p-benzoquinones.

Graphical abstract: Generation of nitroxyl radicals in reactions of nitrogen dioxide with p-benzoquinones

Article information

Article type
Paper
Submitted
03 Jan 2002
Accepted
05 May 2002
First published
31 May 2002

J. Chem. Soc., Perkin Trans. 2, 2002, 1359-1363

Generation of nitroxyl radicals in reactions of nitrogen dioxide with p-benzoquinones

E. Ya. Davydov, I. S. Gaponova and G. B. Pariiskii, J. Chem. Soc., Perkin Trans. 2, 2002, 1359 DOI: 10.1039/B200068G

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