Effect of hydrogen chloride on benzoyloxylation of aromatic compounds with CuCl2-benzoyl peroxide has been studied. The decomposition of benzoyl peroxide in aromatic compounds in the presence of catalystic amounts of CuCl2 (less than 0.1 molar ratio to the peroxide) produced aryl benzoate in small yields.
The finding of the present study was that the addition of a small amount of hydrogen chloride to the reaction mixtures brought about a remarkable increase in the yield of aryl benzoate and a remarkable decrease of biaryl. Mixed copper(II) salt and C, H, COOCuCl could not be detected in the reaction mixtures conducted in the presence of hydrogen chloride. These findings may be interpreted in terms of the regeneration of the effective catalyst, CuCl, which is promoted by the added hydrogen chloride ;
CuH
5COOCuCl HClC, H, COOH CuCl
2
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