Abstract
The heterogeneous oxidation of some substituted phenols has been studied by means of electron spin resonance. Strong signals, observed during the oxidation of the phenols with a free para -position, are due to secondary radicals derived from C 4 —O linked dimeric and polymeric phenols ( A ) are not to substituted 4, 4'-di-pheno-semiquinones ( B ). Special attention has been given to the oxidation of 2, 6-dimethylphenol which yields a radical with non-equivalent methyl groups. The e. s. r. spectra of the secondary radicals from some 4-substituted 2, 6-dimethylphenol are identical to each other and to that from 2, 6-dimethylphenol itself. This indicates that in these radicals the para -substituent had been displaced by an aryloxy group. The ease of this displacement can be determined by use of the flow technique.
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