1.

(i) Acetylation of aniline reduces its activation effect. (ii) CH_(3)NH_(2) is more basic than C_(6)H_(5)NH_(2). (iii) Although -NH_(2) is olp directing group, yet aniline on nitration gives a significant amount of m-nitroaniline.

Answer»

Solution :(i) Acetylation of aniline reduces its activation effect.

The lone pair of electrons on nitrogen which is responsible for the activation effect is no longer available on nitrogen due to electron attracting effect of carbonyl group as shown above.
(ii)

The electron pair on nitrogen in aniline takes part in RESONANCE and is not available on N. It decreases the basicity of aniline. On the otherhand, due to INDUCTIVE effect of methyl group `CH_(3) rarr NH_(2)`, methyl amine is more basic than aniline.
(III) In strongly acidic medium, aniline form anilinium ion, which is m-directing. Therefore, we get a significant amount of m-nitroaniline.


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