Abstract

The tri-n-butylstannyl alkoxides (TBSA) of benzhydrols were prepared by treating the alcohols with tri-n-butyltin oxide (TBTO) and azeotropically removing the water. They were oxidised by bromine in carbon tetrachloride to the corresponding ketones. The oxidation was found to be a second order process. The effect of substituents on the rate was studied and the Hammett ϱ was found to be − 2.55 at 308 K. A mechanism is proposed.

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