CBSE Class 12 Chemistry 2017 Outside Delhi Set 1 Solved Paper

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Question : 22
Total: 26
Give reasons for the following :
(a) Acetylation of aniline reduces its activation effect.
(b) CH3NH2 is more basic than C6H5NH2.
(c) Although NH2 is op directing group, yet aniline on nitration gives a significant amount of m-nitroaniline.
Solution:  
(a) Due to the resonance, the electron pair of nitrogen atom gets delocalised towards carbonyl group/resonating structures.
(b) 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.
(c) Due to protonation of aniline / formation of anilinium ion.
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