why aniline does not under go friedel crafts rxn????


A Friedel-Crafts reaction is carried out in the presence of AlCl3. But AlCl3 is acidic in

nature, while aniline is a strong base. Thus, aniline reacts with AlCl3 to form a salt as

shown in the following equation:


Due to the positive charge on the N-atom, electrophilic substitution in the benzene ring

is deactivated. Hence, aniline does not undergo the Friedel-Crafts reaction.




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