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JEE Chemistry 2025 Question with Solution

Which of the following compounds is least likely to give effervescence of CO2\mathrm{CO_2} in presence of aq. NaHCO3\mathrm{NaHCO_3}?

Four compounds are shown: picric acid type phenol, nitro benzoic acid, anilinium chloride salt, and nitrophenol, labeled 1 to 4.
  • A

    (1)(1)

  • B

    (2)(2)

  • C

    (3)(3)

  • D

    (4)(4)

Answer

Correct answer:D

Step-by-step solution

Standard Method

Given: We must identify which compound is least likely to give effervescence of CO2\mathrm{CO_2} with aqueous NaHCO3\mathrm{NaHCO_3}.

Find: The correct option among the four given structures.

Sodium bicarbonate gives effervescence with compounds that are sufficiently acidic to liberate CO2\mathrm{CO_2}.

Carboxylic acids react readily with NaHCO3\mathrm{NaHCO_3}, whereas ordinary phenols generally do not. A more strongly acidic phenol such as trinitrophenol can react, but a simple nitrophenol is much less likely to do so.

From the given structures:

  1. Option 11 is a highly acidic nitro-substituted phenol.
  2. Option 22 contains a carboxylic acid group and will react with NaHCO3\mathrm{NaHCO_3}.
  3. Option 33 is an anilinium chloride salt and is acidic in nature.
  4. Option 44 is nitrophenol, which is least likely to liberate CO2\mathrm{CO_2} with NaHCO3\mathrm{NaHCO_3}.

Therefore, the correct option is D.

The highlighted answer image shows nitrophenol structure, a benzene ring with one OH group and one NO2 group.

Acidity Comparison

Given: Effervescence with aqueous NaHCO3\mathrm{NaHCO_3} is used to test whether a compound is acidic enough to produce CO2\mathrm{CO_2}.

Find: Which given compound is least likely to show this behavior.

Principle:

Acid+NaHCO3salt+CO2+H2O\text{Acid} + \mathrm{NaHCO_3} \rightarrow \text{salt} + \mathrm{CO_2} + \mathrm{H_2O}

So we compare the acidic character of the four compounds shown.

  • A compound with a carboxylic acid group reacts readily.
  • A strongly electron-withdrawing substituted phenol becomes more acidic.
  • A simple nitrophenol is still much weaker than a carboxylic acid and is least likely to give brisk effervescence with NaHCO3\mathrm{NaHCO_3}.

The solution states that the correct option is D, corresponding to option 44.

Hence, the compound in option 44 is least likely to give effervescence of CO2\mathrm{CO_2} in presence of aqueous NaHCO3\mathrm{NaHCO_3}.

Common mistakes

  • Assuming every compound containing OH\mathrm{-OH} will react with NaHCO3\mathrm{NaHCO_3}. This is incorrect because ordinary phenols are not acidic enough. Check whether the group is a carboxylic acid or an unusually acidic phenol.

  • Focusing only on the presence of nitrogen or chlorine and ignoring acidity. The test depends on acid strength, not merely heteroatoms. Compare which structure can protonate bicarbonate effectively.

  • Treating option 22 and option 44 as similar because both contain an aromatic ring and one electron-withdrawing group. This is wrong because option 22 has COOH\mathrm{-COOH}, which reacts readily with NaHCO3\mathrm{NaHCO_3}, whereas option 44 is a nitrophenol.

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