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Question
Account for the following:
Aniline does not undergo Friedel-Crafts reaction.
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Solution
Aniline being a Lewis base reacts with Lewis acid AlCl3 to form a salt.
\[\ce{C6H5\overset{\bullet\bullet}{N}H2 + AlCl3 -> C6H5\overset{+}{N}H2AlCl^-_3}\]
Due to the presence of a positive charge on N-atom in the salt, the group \[\ce{-\overset{+}{N}H2AlCl^-_3}\] acts as a strongly deactivating group. As a result, it reduces the electron density in the benzene ring and inhibits the electrophilic substitution reaction. Therefore, aniline does not undergo the Friedel-Crafts reaction.
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Write a short note on the following.
Hofmann’s bromide reaction
Account for the following
Aniline does not undergo Friedel–Crafts reaction
Account for the following.
Aniline does not undergo Friedel–Crafts reaction.
Account for the following.
Aniline does not undergo Friedel – Crafts reaction.
Account for the following.
Aniline does not undergo Friedel – Crafts reaction.
