Benzoic acid does not undergo Friedel-Crafts reaction due to ------ of the benzene ring by the ------ effect of −COOH group.
A
Activation, electron donating
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B
Activation, electron withdrawing
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C
Deactivation, electron donating
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D
Deactivation, electron withdrawing
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Solution
The correct option is C Deactivation, electron withdrawing Benzoic acid does not undergo Friedel-Crafts reaction due to deactivation of the benzene ring by the electron-withdrawing effect of −COOH group.
The reaction is an electrophilic aromatic substitution reaction. Aromatic nucleus acts as a nucleophile. Any group that decreases the electron density of aromatic nucleus, will deactivate the ring towards electrophilic aromatic substitution.