[
14C]2-
tert-Butyl-4-methoxyphenol (
14C-BHA) was synthesized from [
14C]phenol.
14C-BHA was added to methyl oleate in various states of autoxidation, and the mixture was irradiated with ultraviolet rays or heated under aeration. The amounts of residual
14C-BHA, oxidation products of BHA (diphenyl and diphenyl ether compounds) and products formed by the interaction of oxidized methyl oleate and
14C-BHA were followed by the tracer method.
From a consideration of these data, it we conclude that most of the
14C-BHA is consumed by the formation of addition products to peroxidized oil, and a part of the
14C-BHA is consumed to form oxidation products. The main addition product, which had hydroperoxy and
trans C=C groups and radioactivity, was isolated by column chromatography. The formation of addition products increased remarkably on addition of BHA to oxidized methyl oleate, compared with nonoxidized methyl oleate.
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