Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Arrange the following compounds in increasing order of their acidic character.

(A) m-nitrophenol
(B) p-nitrophenol
(C) Phenol
(D) p-methoxyphenol

Choose the correct answer from the options given below:

Options:

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

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

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

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

Correct Answer:

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

Explanation:

The correct answer is Option (4) → (D), (C), (A), (B)

Acidity of phenols depends on the electron-withdrawing or electron-donating groups attached to the ring:

  • EWGs (–NO₂) increase acidity by stabilizing the phenoxide ion.
  • EDGs (–OCH₃) decrease acidity by destabilizing the phenoxide ion.
  • Position of substituent matters: ortho > para > meta for –NO₂ due to resonance and inductive effects.

Given compounds:

  1. D: p-methoxyphenol → EDG → least acidic
  2. C: Phenol → neutral → more acidic than D
  3. A: m-nitrophenol → meta NO₂ → more acidic than C
  4. B: p-nitrophenol → para NO₂ → most acidic (resonance stabilization)

Increasing order of acidity:

$\text{D} < \text{C} < \text{A} < \text{B}$