Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

Identify the least basic amine in gaseous phase?

Options:

$(CH_3)_2NH$

$CH_3CH_2NH_2$

$C_6H_5-NH_2$

$(CH_3)_3N$

Correct Answer:

$C_6H_5-NH_2$

Explanation:

The correct answer is Option (3) → $C_6H_5-NH_2$
Aniline is the least basic amine in the gaseous phase among the given options.

  • In aniline (C₆H₅NH₂), the lone pair on nitrogen is delocalised into the benzene ring due to resonance.

  • Because of this delocalisation, the lone pair is less available to accept a proton, which reduces its basic strength.

  • Alkyl amines like (CH₃)₂NH, CH₃CH₂NH₂, and (CH₃)₃N have +I (electron-donating) effect, which increases electron density on nitrogen and makes them more basic.

Thus, due to resonance stabilisation and reduced availability of the lone pair, aniline is the least basic.