Comparison of the isomer ratios and yields of cresol, methoxyphenol, and nitrophenol, which were obtained by the aromatic hydroxylation with hydroxyl radical in the presence or absence of benzoquinones in anhydrous media, indicates that disproportionation of hydroxycyclohexadienyl radicals occurs nonselectively.
The ortho:meta:para isomer ratio and p/m value observed in the aromatic hydroxylation with hydroxyl radical in anhydrous organic media are correlated with the electron density of HOMO of aromatics.
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