Thursday, December 14, 2017

organic chemistry - Does Friedel-Crafts reaction fail with benzoic acid?


I know that Friedel-Crafts reaction (either alkylation or acylation) fails with phenol and aniline, due to formation of a coordinate bond between Lewis acid catalyst and the lone pair of the respective functional group.


But I have read that even benzoic acid fails to undergo this reaction. I couldn't think of a reason for this. Can anyone explain why is it so?




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