Question

Which of the following orders regarding the basic strength of substituted aniline is correct?

• A. p-methylaniline> p-chloroaniline > p-aminoacetophenone
• B. p-methylaniline> p-aminoacetophenone> p-chloroaniline
• C. p-aminoacetophenone> p-methylaniline> p-chloroaniline
• D. p-aminoacetophenone> p-chloroaniline> p-methylaniline

Answer 1

The correct option is A p-methylaniline> p-chloroaniline > p-aminoacetophenone

p - methylaniline will be the most basic because the methyl group is an electron releasing group that increases the electron density.

Halogen groups are weak $e^{-}$ withdrawing groups. ${CH}_{3}CO$ group is an $e^{-}$ withdrawing group which decreases the electron density, hence least basic.