Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Choose the correct order of increasing acidic strength of following compounds

(A) 3-Nitrophenol
(B) Phenol
(C) Propan-1-ol
(D) 3,5 Dinitrophenol

Choose the correct answer from the options given below:

Options:

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

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

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

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

Correct Answer:

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

Explanation:

The correct answer is Option (2) → (C), (B), (A), (D)

Core Concept

Acidity depends on the stability of the conjugate base.

• Electron withdrawing groups increase acidity

• Nitro groups strongly withdraw electrons

• More nitro groups → greater stabilization → stronger acid

Explanation

Option C: Propan-1-ol

Alcohols are very weak acids because the alkoxide ion formed after losing H⁺ is not resonance stabilized.

Also, the alkyl group shows +I effect which destabilizes the conjugate base.

Option B: Phenol

Phenol is more acidic than alcohol because the phenoxide ion formed is stabilized by resonance. The negative charge is delocalized over the aromatic ring.

Option A: 3-Nitrophenol

Nitro group is an electron withdrawing group. At meta position, it withdraws electrons via –I effect. This stabilizes the phenoxide ion, increasing acidity compared to phenol.

Option D: 3,5-Dinitrophenol

Presence of two nitro groups greatly enhances electron withdrawal. Both –I and resonance effects stabilize the conjugate base strongly. Hence, it is the strongest acid among the given.