The electron spin resonance spectra of some hydroxylamine free radicals. Part IV. Radicals from alkylhydroximic acids and amidoximes
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 408-411
- https://doi.org/10.1039/j29680000408
Abstract
Electron spin resonance spectra have been obtained, by the flow method, by the oxidation of two alkylhydroximic acids RC(:N·OH)·OEt in acid solution and from a number of amidoximes RC(:N·OH)·NH2 in alkaline solution. With the radical-anions from amidoximes, the hydroxyimino-group 1N–OH carries a larger electron spin density on nitrogen than does the imino-group 2N–H. Geometrical isomers appear to be formed by the oxidation of 2N-phenylbenzamidoxime, PhC(:1N·OH)·2NHPh. The magnitudes of the splitting constants aN–1 and aN–2 on the nitrogen atoms of amidoxy-radical-anions, RC(:1N–O·)·2NH, vary linearly, but in opposite directions, in accordance with the acid strength (pKa) of the corresponding carboxylic acids RCO2H.Keywords
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