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In Friedel-Crafts alkylation of aniline, one gets (A) alkylated product with ortho and para substituAmines Chemistry Question

Question

In Friedel-Crafts alkylation of aniline, one gets (A) alkylated product with ortho and para substitution. (B) secondary amine after acidic treatment. (C) an amide product. (D) positively charged nitrogen at the benzene ring.

Answer: D) POSITIVELY CHARGED NITROGEN AT THE BENZENE RING.

💡 Solution & Explanation

Aniline does not undergo Friedel-Crafts reaction (alkylation and acetylation) due to salt formation with aluminium chloride, the Lewis acid, which is used as a catalyst. Due to this, nitrogen of aniline acquires positive charge and hence acts as a strong deactivating group for further reaction.

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