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Question

Aniline CH3Cl−−−AlCl3
How many methyl groups will be substituted on aniline to form a final product?(Write your answer in integer number)

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Solution

Aniline reacts with aluminum chloride (the Lewis base used in Friedel crafts reaction) to form anilinium hydrochloride. This results in a positive charge on the nitrogen atom.
Hence, aniline does not undergo Friedel craft's reaction and no methyl group is substituted.
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