Premium
Free radical formation in the antioxidant ethoxyquin
Author(s) -
Skaare Janneche Utne,
Henriksen Thormod
Publication year - 1975
Publication title -
journal of the science of food and agriculture
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.782
H-Index - 142
eISSN - 1097-0010
pISSN - 0022-5142
DOI - 10.1002/jsfa.2740261105
Subject(s) - chemistry , ethoxyquin , electron paramagnetic resonance , unpaired electron , photochemistry , hyperfine structure , radical , amine gas treating , antioxidant , hydrogen atom , dissociation (chemistry) , medicinal chemistry , organic chemistry , nuclear magnetic resonance , physics , alkyl , quantum mechanics
Electron spin resonance (ESR) studies on the antioxidant 6‐ethoxy‐1, 2‐dihydro‐2,2,4‐trimethylquinoline (ethoxyquin) showed that the compound exists partly in the free radical form. The radical which was found both in solutions of ethoxyquin and in the compound itself, exhibits an ESR signal consisting of six lines which form a triplet of doublets. The hyperfine structure can be ascribed to an interaction of the unpaired electron with a nitrogen and a proton. The ESR data were: g = 2.0050, A N = 10.8 gauss and A H = 3.7 gauss. The responsible radical is presumably formed by a dissociation of a hydrogen atom from the secondary amine. The radical concentration was found to be increased significantly by the presence of u.v. light. The ESR data were supported by some mass spectral data.