Unstable intermediates. Part 138.—The formation of β-bromoalkyl radicals by the action of γ-rays on various organic bromides: electron spin resonance spectra at low temperatures
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics
- Vol. 71, 363-371
- https://doi.org/10.1039/f29757100363
Abstract
Exposure of ethyl, n-propyl, n-butyl and t-butyl bromide to 60Co-γ-rays at 77 K gave, in addition to alkyl radicals, species identified as β-bromo radicals by their e.s.r. spectra. That obtained from t-butyl bromide was the best defined, the radical being Me2ĊCH2Br rather than the expected H2ĊCMe2Br. This species had a(Me)= 13 G, and Aiso(81Br)≈ 296 G. Both hyperconjugation and p-p homoconjugation are invoked to explain the results. Similar β-bromo radicals, MeĊH—CH2Br and H2Ċ—C(Br)RCO2H, were formed from allyl bromide and α-bromo acrylic acid.Keywords
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