Question:

C\(_7\)H\(_8\) \(\xrightarrow{3Cl_2, heat}\) A \(\xrightarrow{Fe/Br_2}\) B \(\xrightarrow{Zn/HCl}\) C
Here the compound C is

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-CCl\(_3\) is a meta-directing group for electrophilic substitution.
Updated On: Apr 20, 2026
  • 3-bromo-2,4,5,6-trichloro toluene
  • o-bromo toluene
  • p-bromo toluene
  • m-bromo toluene
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The Correct Option is D

Solution and Explanation

Step 1: Understanding the Concept:
C\(_7\)H\(_8\) is toluene. Side-chain chlorination, then ring bromination, then reduction of Cl to H.

Step 2: Detailed Explanation:
1. Toluene + 3Cl\(_2\), heat → side-chain chlorination: C\(_6\)H\(_5\)CCl\(_3\) (benzotrichloride, A).
2. A + Fe/Br\(_2\) → ring bromination (meta-directing due to -CCl\(_3\) group): 3-bromo-benzotrichloride (B).
3. B + Zn/HCl → reduction of -CCl\(_3\) to -CH\(_3\): m-bromo toluene (C).

Step 3: Final Answer:
m-bromo toluene
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