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Q.66) The correct order of decreasing basic strength of the given amines is :
 

A) benzenamine $>$ ethanamine $>$ N -methylaniline $>\mathrm{N}$-ethylethanamine
 

B) N -methylaniline $>$ berizenamine $>$ ethanamine $>\mathrm{N}$-ethylêthanamine
 

C) N-ethylethanamine $>$ ethanamine $>$ benzenamine $>\mathrm{N}$-methylaniline
 

D) N -ethylethanamine $>$ ethanamine $>$ N -methylaniline $>$ benzenamine

 

Answers (1)

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Q.66) Aliphatic amines are generally more basic than aromatic amines.
In aromatic amines like aniline and N-methylaniline, the lone pair on nitrogen is delocalized into the aromatic ring which reduces its availability for protonation.

Secondary aliphatic amines like N-ethylethanamine are more basic than primary ones like ethanamine due to the +l effect of the alkyl groups. The higher the +I, the higher will be the basicity.

Among aromatic amines, aniline is more basic than N-methylaniline because methyl substitution on nitrogen increases delocalization of the lone pair into the ring, making it less available for bonding with a proton.

Hence, the correct answer is option (3).

 

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