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Give reasons for the following :
(a) Acetylation of aniline reduces its activation effect.
(b) CH3NH2 is more basic than C6H5NH2.
(c) Although -NH2 is o/p directing group, yet aniline on nitration
gives a significant amount of m-nitroaniline.

 

 

 

 
 
 
 
 

Answers (1)

(a) Acetylation of aniline reduces its activation effect as the acelamido group formed is less activating than amino group since resonance decreses electron density on nitrogen.
(b) CH3NH2 is more basic due to reasonance electron density on nitrogen decreases and the anilinium ion formed is lets reasonance stabilished than C6H5NH2.
(c) NH2 group is o/p directing get aniline on nitration gives m-nitrioniline due acidic medium, the resulting NH3+ group being deactivating directs elecrophille to m-position

Posted by

Sumit Saini

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