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JEE MainChemistryAlcohols Phenols and Ethers

Consider the following compounds: Phenol, 4-Nitrophenol, 2,4-Dinitrophenol, 2,4,6-Trinitrophenol, Benzoic acid, Benzenesulphonic acid, 2-Methylphenol, 2-Hydroxybenzoic acid. The number of compounds that will dissolve in both aqueous NaOH and aqueous NaHCO ₃ solutions is _____.

Correct answer

5

Step-by-step solution

For a compound to dissolve in both aqueous NaOH and aqueous NaHCO ₃ , it must be a stronger acid than carbonic acid ( H ₂ CO ₃ ). Carboxylic acids and sulphonic acids are stronger acids than carbonic acid. Therefore, Benzoic acid, Benzenesulphonic acid, and 2-Hydroxybenzoic acid (which contains a carboxylic acid group) will dissolve in both. Simple phenols are weaker acids than carbonic acid and do not dissolve in NaHCO ₃ . Thus, Phenol and 2-Methylphenol dissolve in NaOH but not in NaHCO ₃ . The presence of electr

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