Electron spin resonance studies of oxidative processes of quinones and hydroquinones in alkaline solution; formation of primary and secondary semiquinone radicals
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 424-431
- https://doi.org/10.1039/p29730000424
Abstract
The oxidation of methyl substituted para- and ortho-hydroquinones and naphthohydroquinones or their corresponding quinones has been studied by e.s.r. spectroscopy. Improved spectral resolution has been obtained by a circulation technique for many primary and secondary semiquinones. Quinones having free quinonoid positions react with hydroxide ions resulting in the simultaneous formation of a semiquinone radical and a radical of a hydroxyquinone adduct which in turn serves as a precursor for the secondary hydroxylation products. Identical products are obtained from the corresponding hydroquinones via an autoxidation. All 11 para- and ortho-compounds studied yield secondary products with a 2-hydroxy-1,4-semiquinone structure.Keywords
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