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Give Reasons for the Following: Aniline Does Not Undergo Friedal- Crafts Reaction. - Chemistry

Give reasons for the following:

Aniline does not undergo Friedal- Crafts reaction.

Account for the following :

Aniline does not undergo Friedel – Crafts reaction.

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Solution 1

Aniline does not undergo Friedel-Crafts reaction:

A Friedel-Crafts reaction is carried out in the presence of AlCl3. But AlCl3 is acidic in nature, while aniline is a strong base. Thus, aniline reacts with AlCl3 to form a salt (as shown in the following equation).

Due to the positive charge on the N-atom, electrophilic substitution in the benzene ring is deactivated. Hence, aniline does not undergo the Friedel-Crafts reaction.

Solution 2

AlCl3 is acidic and aniline is basic in nature. They react with each other to form a salt. As a result, a positive charge is developed on the N-atom and electrophilic substitution in the benzene ring is deactivated. Hence, aniline does not undergo Friedel–Crafts reaction.

`C_6H_5NH_2+AlCl_3 -> C_6H_5NH_2 ""^(+)AlCl_3^(-)`

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