Question:

Identify the product ' B ' in the following series of reactions.
Chlorobenzene $\xrightarrow{\text{i) NaOH, 623 K / 150 atm}{\text{ii) H}_3\text{O}^+} \text{A} \xrightarrow{\text{Br}_2\text{ water}} \text{B}$}

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Bromine in $CS_2$ gives mono-substitution (ortho/para), but Bromine in water gives poly-substitution (2,4,6) for Phenol.
Updated On: May 14, 2026
  • Phenol
  • o-Bromophenol
  • p-Bromophenol
  • 2,4,6-tribromophenol
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The Correct Option is D

Solution and Explanation


Step 1: Concept
Chlorobenzene undergoes nucleophilic substitution (Dow's Process) to form phenol, which then undergoes electrophilic aromatic substitution.

Step 2: Meaning
Reaction (i) converts chlorobenzene to sodium phenoxide, followed by acidification to give Phenol (A).

Step 3: Analysis
Phenol reacts with bromine water. The $-OH$ group is highly activating and ortho/para directing. In aqueous medium, bromine is highly reactive and substitutes all available ortho and para positions.

Step 4: Conclusion
The reaction of phenol with $Br_2$ water yields a white precipitate of 2,4,6-tribromophenol. Final Answer: (D)
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