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NEET levelSingle correct optionDifficulty 1 of 3nc095

Aniline does not undergo Friedel-Crafts alkylation with $CH X_{3} Cl$ and $AlCl X_{3}$ because

Aaniline is meta-directing
B $CH X_{3} Cl$ is not electrophilic enough in the presence of $AlCl X_{3}$
Caniline has no pi electrons in the ring
Dthe nitrogen lone pair complexes with $AlCl X_{3}$ , giving a strongly deactivated ring

Answer: D

Aniline is a Lewis base;

AlCl X_{3}

binds to the nitrogen to give a positively charged nitrogen, which strongly deactivates the ring toward electrophilic attack. The catalyst is also consumed, so the reaction fails.

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