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Home/Practice questions/Chemistry
ChemistryOrganic: Alcohols, Phenols and Ethers

Among the following compounds, which one is most acidic in nature ?

Among the following compounds, which one is most acidic in nature ?

Answer & explanation+

Correct answer: option 4

The correct answer is Option (4) → Picric acid

A phenol is acidic because its conjugate base, the phenoxide ion, is stabilised by resonance of the negative charge into the ring. Substituents change this:

  • Electron withdrawing groups (–\( \ce{NO2} \)), especially at the ortho and para positions, pull the negative charge onto themselves (−R and −I effects), stabilise the phenoxide ion and increase acidity.

  • Electron donating groups (–OH, –\( \ce{CH3} \)) push more electron density into the ring, destabilise the phenoxide ion and decrease acidity.

Matching the given compounds:

  • Catechol (benzene-1,2-diol), resorcinol (benzene-1,3-diol) and hydroquinone (benzene-1,4-diol) each carry a second –OH, an electron donating group. They are weak acids, about as weak as phenol.

  • Picric acid is 2,4,6-trinitrophenol: three –\( \ce{NO2} \) groups at the two ortho and the para positions spread the negative charge very widely. This makes it a strong acid.

So the most acidic compound is picric acid.

Why the other options are incorrect

  • Option (1) Catechol — Incorrect. Its extra –OH donates electrons, so it is a weak acid like phenol.

  • Option (2) Resorcinol — Incorrect. The same reason; an electron donating –OH, no electron withdrawing group.

  • Option (3) Hydroquinone — Incorrect. The para –OH donates electrons most directly to the ring, so it is also a weak acid.

NCERT (2026-27 edition):
Acidity of Phenols – …

Textbook extract

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