Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Reaction of α-Tocopherol with 2, 2'-Azobis(2, 4-dimethylvaleronitrile) in Benzene
Ryo YAMAUCHITomoatsu MATSUIKoji KATOYoshimitsu UENO
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1989 Volume 53 Issue 12 Pages 3257-3262

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Abstract
α-Tocopherol was reacted with an alkylperoxyl radical at 37°C in benzene. 2, 2'-Azobis(2, 4-dimethylvaleronitrile) was used to generate the alkylperoxyl radicals. The reaction products of α-tocopherol were isolated by reverse-phase and normal-phase high performance liquid chromatography, and their structures were characterized. They were four stereoisomers of 8a-(l-cyano-1, 3-dimethyl)butylperoxy-α-tocopherone, spirodiene dimer and two geometrical isomers of the trimer. When α-tocopherol at a low concentration was reacted with AMVN, the major products were 8a-alkylperoxy-α-tocopherones. On the other hand, the products of the alkylperoxyl radical with α-tocopherol at a high concentration were spirodiene dimer and trimer in addition to the 8a-alkylperoxy-α-tocopherones.
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© Japan Society for Bioscience, Biotechnology, and Agrochemistry
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