Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

Arrange the following compounds in increasing order of their basicity

(A) Aniline
(B) p-Nitroaniline
(C) p-Toluidine
(D) p-Methoxyaniline

Choose the correct answer from the options given below:

Options:

(B), (A), (D), (C)

(A), (B), (C), (D)

(B), (A), (C), (D)

(A), (B), (D), (C)

Correct Answer:

(B), (A), (C), (D)

Explanation:

The correct answer is Option (3) → (B), (A), (C), (D)

Basicity of anilines depends on the electron-donating or withdrawing nature of the substituent:

  • p-Nitroaniline (NO₂) → strong electron-withdrawing, decreases basicity (least basic)
  • Aniline → baseline
  • p-Toluidine (CH₃) → weak electron-donating, increases basicity
  • p-Methoxyaniline (OCH₃) → strong electron-donating, most basic

Increasing order of basicity:

p-Nitroaniline < Aniline < p-Toluidine < p-Methoxyaniline
i.e. (B) < (A) < (C) < (D)