Reactions of halogenoaliphatic acids with free radicals in aqueous solution. Part II. Reactions with aliphatic free radicals
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc. A
- p. 837-841
- https://doi.org/10.1039/j19670000837
Abstract
Dehalogenation of halogenoaliphatic compounds by aliphatic free radicals was investigated. The reactivity of the radicals studied followed the sequence BrCH2·CH·OH ClCH2·CH·OH > (CH3)2C·OH > CH3·CH·OH > CH2·OH CBr2·CO2H > CH3·CBr·CO2H > BrCH·CO2H CH3·CH·CO2H CH2·CO2H. The last two radicals do not induce any dehalogenation. The reactivity of the substrates toward the radicals increases in the order ClCH2·CH2·OH < ClCH2·CO2H < BrCH2·CO2H < CBr3·CO2H. The results indicate a charge-transfer mechanism in these reactions rather than halogen abstraction.Keywords
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