JEE Main 2024 · 31 January · morning · Single correct · +4 / −1

Given below are two statements: One is labelled as Assertion A and the other is labelled as Reason R:
Assertion A: pKₐ value of phenol is 10.0 while that of ethanol is 15.9 .
Reason R: Ethanol is stronger acid than phenol.
In the light of the above statements, choose the correct answer from the options given below:

  1. (a) A is false but R is true.
  2. (b) Both A and R are true but R is NOT the correct explanation of A.
  3. (c) Both A and R are true and R is the correct explanation of A.
  4. (d) A is true but R is false.
Answer and solution

Answer (d) A is true but R is false.

Solution

Chemistry ma’am · 4 steps

Lower pKa means stronger acid, so these numbers already tell you phenol beats ethanol.

  1. Read the pKa. pKₐ = -log Kₐ, so a smaller pKₐ means a stronger acid. Phenol (10.0) is about 10^(5.9), nearly a million times, more acidic than ethanol (15.9).
  2. Why phenol wins. In phenoxide, C₆H₅O⁻, the negative charge spreads into the benzene ring by resonance. In ethoxide, C₂H₅O⁻, the charge stays on oxygen, and the +I effect of the ethyl group pushes even more electron density onto it.
  3. Check each statement. Assertion A gives the correct values, so it is true. Reason R says ethanol is the stronger acid, which is the reverse of the truth, so it is false.
  4. So. A is true but R is false, which is option (d).

The idea to keep. Always compare acids through the stability of their conjugate bases. Resonance spreading the negative charge beats a localised charge, and a smaller pKa means the stronger acid.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Alcohols, Phenols & Ethers

Asked about 110 times in JEE Main since 2020. This question is from 2024.