Skip to content
Question 73 of 76

Q.Which one of the following is the Strongest acid ?

(a) 4-nitrophenol
(b) 2-nitrophenol
(c) 3-nitrophenol
(d) 4-chlorophenol
Tamil Nadu DgeTamil Nadu HSC (DGE) Board 2025MCQ· 1mImportance★★★★★
96% · 73/76 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

Start your 14-day free trial to unlock the full solution →

A −NO2-NO_2 group at the para position withdraws electron density from the phenolic −OH-OH by both resonance and induction, and (unlike the ortho isomer) without any competing intramolecular hydrogen bonding to the un-ionised −OH-OH — so 4-nitrophenol stabilises its conjugate-base phenoxide ion the most and is the strongest acid of the four options.

Why nitrophenols are more acidic than phenol: the electron-withdrawing −NO2-NO_2 group pulls electron density away from the −OH-OH oxygen (destabilising the neutral acid, weakening the O−HO-H bond) and, once the proton is lost, delocalises the resulting negative charge of the phenoxide ion onto its own oxygen atoms by resonance — strongly stabilising the conjugate base and shifting the ionisation equilibrium further towards dissociation. Both effects make nitrophenols far more acidic than phenol itself.

…

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.