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.

CBSE Class 12 Chemistry 2017 Outside Delhi Set 1 Solved Paper

Question : 22 of 26

Marks: +1, -0

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

o \/ p

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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