Why aromatic carboxylic acids do not undergo friedel crafts reaction?
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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.
It could be that −COOH−COOH group is electron withdrawing hence there is an increased electron density in −COOH−COOHgroup due to -R resonating effect of electron from benzene ring.
It could be that −COOH−COOH group is electron withdrawing hence there is an increased electron density in −COOH−COOHgroup due to -R resonating effect of electron from benzene ring.
Answered by
2
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.
It could be that −COOH−COOH group is electron withdrawing hence there is an increased electron density in −COOH−COOHgroup due to -R resonating effect of electron from benzene ring.
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