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Question

Aniline does not undergo Friedel-Crafts reaction. Choose the correct option(s) regarding this statement.

A
Aniline forms salt with the Lewis acid catalyst i.e., AlCl3, which is used in Friedel-Crafts reaction.
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B
Nitrogen of aniline acquires positive charge and hence acts as a strong deactivating group for further reaction.
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C
N-alkyl and N,N-dialkyl anilines undergo Friedel-Craft's reactions.
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D
Positive charge on nitrogen is electron-donating and it activates the ring for further reactions.
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Solution

The correct option is B Nitrogen of aniline acquires positive charge and hence acts as a strong deactivating group for further reaction.
Aniline, N-substituted and N,N-disubstituted anilines do not undergo Friedel-Craft's reactions due to salt formation with aluminium chloride which is used as a Lewis acid catalyst. Positive charge on nitrogen is strongly electron-withdrawing and thus deactivates the ring for further acylation or alkylation reactions.

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