A probe for homolytic reactions in solution. Part VI. Reactions of polyhalogenomethyl radicals with nitrosobutane
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 501-507
- https://doi.org/10.1039/p29720000501
Abstract
Spectroscopic evidence (e.s.r.) has been obtained to show that the spin-adduct of a radical ·CX2Y (where X is Cl or Br) with nitrosobutane is converted into a carbonyl nitroxide (YC:O)N(But)O·. A radical mechanism is outlined which can accommodate this. When Y in the carbonyl nitroxide is F, Cl, or Br, it can be displaced by methanol, ethanol, or dimethylamine to give alkoxycarbonyl or aminocarbonyl nitroxides. The structure of these is compared with that of vinyl nitroxides. Attempts to trap propenyl radicals from crotonyl peroxide using nitrosobutane led to a dialkyl nitroxide tentatively formulated as (7).Keywords
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