Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

Which of the following compounds possess the highest \(pK_b\) value?

Options:

Correct Answer:

Explanation:

The correct answer is OPTION 1

Option 1 (Aniline, –NH₂ directly attached to benzene) has the highest ( pK_b ) value.


( pK_b ) is inversely related to basic strength. Higher ( pK_b ) means weaker base.

  • In aniline (Option 1), the lone pair on nitrogen is delocalised into the benzene ring by resonance, making it least available for protonation → weakest base → highest ( pK_b )

  • In benzylamine (Option 2), the –NH₂ is not directly attached to the ring, so no resonance → strong base

  • In N-methylaniline (Option 3) and N,N-dimethylaniline (Option 4), +I effect of alkyl groups increases electron density → stronger than aniline

Therefore, the weakest base (highest ( pK_b )) is: Option (1)