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:
Answer & explanation
Correct answer: option 2
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.