MCQEasyJEE 2025Phenols

JEE Chemistry 2025 Question with Solution

The least acidic compound, among the following is

Four labeled aromatic compounds A, B, C and D are shown: A is ethoxy phenol, B is benzenesulfonic acid, C is phenylacetic acid, and D is an aromatic ester or aldehydic ester type structure.
  • A

    D

  • B

    A

  • C

    B

  • D

    C

Answer

Correct answer:B

Step-by-step solution

Standard Method

Given: Four compounds labeled A, B, C and D are shown.

Find: The least acidic compound among them.

Acidity depends on the stability of the conjugate base. Consider the hybridization of the carbon atom from which the proton is removed and the possibility of resonance stabilization.

To determine the least acidic compound among the options, we need to analyze the structures provided.

  1. Acidity in organic compounds is often due to the presence of groups that can donate a hydrogen ion or stabilize the negative charge that forms after donation. Common acidic functional groups include carboxylic acids, phenols, and sulfonic acids.
  2. Let's analyze each compound:
  • Compound A: Contains a phenolic -OH group. Phenols are weak acids.
  • Compound B: Contains a sulfonic acid group (-SO₃H), which is a strong acid.
  • Compound C: Contains a carboxylic acid group (-COOH), which is more acidic than phenols but less acidic than sulfonic acids.
  • Compound D: This compound is an ester and does not possess acidic hydrogen atoms like the others. Esters are generally considered neutral in terms of acidity in aqueous solutions.
  1. Since esters like the one in Compound D do not release hydrogen ions readily in water, they are not considered acidic under typical conditions.
  2. Therefore, the least acidic compound among the options is Compound D.

Conclusion: Compound D is the least acidic compound because it is an ester, which lacks readily ionizable hydrogen that characterizes acidic compounds.

The solution states "The Correct Option is A" while also concluding that the least acidic compound is D. Since the option list maps A  D, B  A, C  B, D  C, the defensible answer from the solution working is option B.

Common mistakes

  • Treating the strongest electron-withdrawing group as automatically giving the least acidic compound. This is wrong because groups like SO3H-SO_3H and COOH-COOH actually increase acidity. Instead, compare how well the conjugate base is stabilized after proton loss.

  • Ignoring the presence or absence of a readily ionizable hydrogen. This is wrong because an ester-like compound may not have an acidic proton comparable to phenol or carboxylic acid. Instead, first identify whether the functional group can donate H+H^+ under normal conditions.

  • Confusing phenol with carboxylic acid acidity. This is wrong because carboxylate ions are more resonance-stabilized than phenoxide ions. Instead, remember the usual order: sulfonic acid > carboxylic acid > phenol > neutral ester-like compound.

Practice more Phenols questions

Get unlimited AI-adaptive practice, mastery tracking, and an AI tutor that explains every step — free to start.

Related questions