111865-94-2Relevant academic research and scientific papers
Electron Spin Resonance Studies. Part 71. Side-chain Oxidation Pathways in the Reactions of .OH and SO4-. with Some Phenyl-substituted Carboxylic Acids, their Anions, and Some related Compounds
Gilbert, Bruce C.,Scarratt, Cathryn J.,Thomas, C. Barry,Young, John
, p. 371 - 380 (2007/10/02)
A series of arene radical-cations has been generated in situ by the reactions of methylbenzene, phenylethanoic acid, and some derivatives and cyclic analogues with both SO4-. and .OH (the latter in acid solution).The results are interpreted in terms of a variety of subsequent rapid reactions including hydration, deprotonation (to give benzylic radicals), and fragmentation (decarboxylation: for a series of radical-zwitterions +.Ar(CH2)nCO2- (n=1-3) decarboxylation (k >/= 1E9 dm3 mol-1 s-1) appears to proceed via direct intramolecular elecron-transfer, though in some cases formation of a discrete ?-bonded intermediate cannot be ruled out.
