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Sensitized photooxidation of α‐tocopherol and of 2,2,5,7,8‐pentamethyl‐6‐chromanol in ethyl acetate
Author(s) -
Grams G. W.,
Inglett G. E.
Publication year - 1972
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02533157
Subject(s) - singlet oxygen , chemistry , tocopherol , quinone , adduct , trimer , yield (engineering) , dimer , organic chemistry , oxygen , photochemistry , medicinal chemistry , antioxidant , vitamin e , materials science , metallurgy
Abstract The major product of each photo‐oxidation was an equimolar mixture of quinone oxide and quinone. The yield of this mixture was 64% and 67% when the substrate was α‐tocopherol and 2,2,5,7,8‐pentamethyl‐6‐chromanol, respectively. Neither spirodienone dimer nor trimer was present in the product mixture. Evidently the reaction intermediate is an adduct of tocopherol and singlet oxygen. Tocopherol may protect biological lipids from singlet oxygen degradation.