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Give reasons for the following:

(i) Aniline does not undergo Friedal - Crafts reaction.

(ii) (CH_{3})_{2}NH is more basic than (CH_{3})_{3}N in an aqueous solution.

(iii) Primary amines have higher boiling point than tertiary amines.

 

 

 

 
 
 
 
 

Answers (1)

(i) Aniline doesn’t undergo Friedal-crafts reaction due to salt formation between aniline and catalyst Anhyd. AlCl(Lewis acid) as a result nitogen acquires positive charge and hence acts as a strong deactivating group for further reaction.

(ii) (CH_{3})_{2}NHin aqueous solution is more basic than (CH_{3})_{3}N becuase stability depends H-bonding; more the number of H-bonds, more is the extent of stability of conjugate acid.

(iii) Boiling point of primary amines is higher than tertiary amines because they are more associated to each other through H-bonding due to presence of 2N-H bonds whereas there is none in tertiary amines.

Posted by

Sumit Saini

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