1.

Give reasons for the following (a) Acetylation of aniline reduces its activation effect. (b) CH_(3)NH_(2) is more basic than C_(6)H_(5)NH_(2). (c) Although -NH_(2) is o/p directing group, yet aniline on nitration gives a significant amount of m-nitroaniline.

Answer»

Solution :(i) Due to the reasonance , the electron pair of NITROGENATOM gets delocalised towards carbonyl group/resonating structures.
(ii) Because of `+ I` effect in methylamine electron density at NITROGEN INCREASES whereas in aniline resonance takes place and electron density on nitrogen decreases/ resonating structures.
(III) Due to protonation of aniline/ formation of ANILINIUM ion.


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