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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap103

Which reagents can be used to distinguish phenol from cyclohexanol?

  1. Aneutral
  2. Bsodium metal
  3. Cbenzenediazonium chloride in alkaline medium
  4. Dbromine water

Answer: A, C, D

Neutral gives a violet colour only with phenol, bromine water gives a white precipitate only with phenol, and an alkaline diazonium salt couples with phenoxide to give an orange-red azo dye but not with cyclohexanol. Sodium metal liberates from both compounds, so it cannot distinguish them.
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More questions on Phenols: acidity, Kolbe, Reimer-Tiemann, electrophilic substitution