E.s.r. spectroscopy, in conjunction with a flow-system technique, has been used to study the reactions of the hydroxyl radical with some substituted oxirans, and the further transformations (notably ring-opening) of the resulting oxiranyl-substituted radicals. For example, there is evidence that propylene oxide yields, sequentially, the oxiranylmethyl, allyloxyl, and 1-hydroxyallyl radicals.
A. J. Dobbs, B. C. Gilbert, H. A. H. Laue and R. O. C. Norman, J. Chem. Soc., Perkin Trans. 2, 1976, 1044 DOI: 10.1039/P29760001044
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