Thursday, January 11, 2018

organic chemistry - Why do we need to add FeBr3 for bromination of anisole, but not for bromination of phenol?


I understand that we need to add $\ce{FeBr3}$ while brominating benzene in order to polarize the bromine molecule. However, we do not need to add such a Lewis Acid in the case of phenol, because it is activated by the $\ce{-OH}$ group, and so polarizes the bromine molecule on its own. Anisole is also highly activated, however we still add $\ce{FeBr3}$ in order to brominate it. Why? (An answer which compares bromination in phenol and anisole will be highly appreciated.)





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