Abstract

Abstract 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-methel-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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