Bulletin of the Chemical Society of Japan p. 1835 - 1837 (1990)
Update date:2022-08-17
Topics:
Shimizu, Masao
Orita, Hideo
Hayakawa, Takashi
Watanabe, Yoshihito
Takehira, Katsuomi
The oxidation of 2,6-di-tert-butyl-4-methylphenol (1) with hydrogen peroxide in the presence of heteropolyacids was carried out in acetic acid to give 2,6-di-tert-butyl-4-hydroperoxy-4-methyl-2,5-cyclohexadien-1-one (2), 2,6-di-tert-butyl-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one (3), and 2,6-di-tert-butyl-p-benzoquinone (4).Conversion of 2 into 4 under acidic conditions suggests that 2 could be a precursor of 4.The oxidation mechanism of phenols was discussed based on isolated intermediates.
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