1.

Account for the following : (a) Aniline does not undergo Friedel Crafts alkylation. (b) Although -NH_(2) group is an ortho and para-directing group, nitration of aniline gives alongwith ortho and para-derivatives meta-derivative also.

Answer»

Solution :(a) Aluminium CHLORIDE used in Friedel Crafts reaction is a LEWIS acid and aniline is a Lewis base. The two COMPOUNDS form an adduct. That is why Friedel Crafts alkylation does not proceed further.
(b) `-NH_(2)` group GETS protonated to `-NH_(3)`. This group is electron WITHDRAWING which is why we get the meta-derivative also.


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