Radiation-induced Rearrangement of Ethylene Glycol in Aqueous Solution
Author(s) -
C. E. Burchill,
K. M. Perron
Publication year - 1971
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v71-389
Subject(s) - chemistry , ethylene glycol , aqueous solution , acetaldehyde , photochemistry , hydrogen atom , hydrogen peroxide , dissociation (chemistry) , radical , hydrogen , organic chemistry , ethanol , alkyl
Under γ-irradiation, aqueous solutions of ethylene glycol containing hydrogen peroxide form acetaldehyde as a major product via a free-radical chain rearrangement. The yield of acetaldehyde is essentially unchanged when hydrogen peroxide is replaced by N 2 O or HClO 4 . A mechanism is proposed in which the glycol radical, ĊOHCH 2 OH, rearranges to the acetaldehyde precursor, ĊH 2 CHO, followed by the hydrogen atom transfer reaction;[Formula: see text]thus propagating a chain reaction. 2 The rearrangement is also induced by the photo-dissociation of H 2 O 2 in aqueous solutions of ethylene glycol.
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