Question

The correct statement regarding the basicity of arylamines is:

• A. arylamines are generally less basic than alkylamines because the nitrogen lone-pair electrons are delocalized by interaction with the aromatic ring $\pi$ electron system.
• B. arylamines are generally more basic than alkylamines because the nitrogen lone-pair electrons are not delocalized by interaction with the aromatic ring $\pi$ electron system.
• C. arylamines are generally more basic than alkylamines because of aryl group.
• D. arylamines are generally more basic than alkylamines, because the nitrogen atom in arylamines is sp-hybridized.

Answer 1

Answer: (A)

Arylamines are generally less basic than alkylamines because the nitrogen lone-pair electrons are delocalized by interaction with the aromatic ring $\pi$ electron system which makes electrons less available. While in alkyl amines, the $+I$ electron releasing effect of the alkyl group makes it strongly basic. Thus, option A is correct.