Account for the following :
(a) Aniline does not undergo Friedel Crafts alkylation
(b) Although-NH2 group is an ortho and para-directing group, nitration of aniline gives alongwith ortho and para-derivatives meta-derivative also.
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(a) During Friedel Craft's alkylation, aluminium chloride acts as a catalyst, as well as a Lewis acid, if forms salt with– NH2 group of aniline, so that–NH2 group acquires a positive charge, and acts as a deactivating group, so aniline does not undergo FCA.
(b) During nitration in strongly acidic medium aniline is protonated to form anilinium ion, which is a meta directing group, so along with o– & p– isomers, meta isomers is also obtained.