Question:

The organic compound that gives following qualitative analysis is :
TestInference
(a)Dil. HClInsoluble
(b)NaOH solutionsoluble
(c)\(\mathrm{Br_2}\)/waterDecolourization

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Insoluble in dil. HCl rules out amines; soluble in NaOH rules out alcohols and amines; bromine water decolourisation points to an activated aromatic ring: phenol.
Updated On: Nov 5, 2026
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The Correct Option is A

Solution and Explanation

Test (a): insoluble in dil. HCl, so it is not basic (excludes aniline and cyclohexylamine, which would form soluble ammonium salts).
Test (b): soluble in NaOH, so it is acidic enough to form a salt: phenol (\(pK_a\approx10\)) forms sodium phenoxide; cyclohexanol is not acidic enough and does not dissolve.
Test (c): decolourises bromine water: phenol is highly activated and gives 2,4,6-tribromophenol (white ppt, bromine colour discharged).
The compound is phenol, option (1) (the first structure, benzene ring bearing OH).
Answer: (1) phenol
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