Question

The correct statement regarding the basicity of arylamines is:

• A. 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
• B. Arylamines are generally more basic than alkylamines because of aryl group
• C. Arylamines are generally more basic than alkylamines, because the nitrogen atom in arylamines is sp-hybridized
• D. Arylamines are generally less basic than alkylamines because the nitrogen lone-pair electrons are delocalized by interaction with the aromatic ring $\pi$ electron system

Answer 1

The correct option is D

Arylamines are generally less basic than alkylamines because the nitrogen lone-pair electrons are delocalized by interaction with the aromatic ring $\pi$ electron system

As there is conjugation in the arylamine, the lone pair on Nitrogen becomes less available for donation. This means that the basicity of the amine is reduced. This is not the case with an alkylamine; the lone pair is available for free donation.

Hence, alkylamines are more basic in nature than arylamines.