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The compound C7H8 undergoes the following reactions: C7H8 →Cl2/Δ→ A →Br2/Fe→ B →Zn/HCl→ C The product 'C' is

1. m-bromotoluene
2. o-bromotoluene
3. p-bromotoluene
4. 3-bromo-2,4,6-trichlorotoluene

Correct answer: m-bromotoluene

Solution

The compound C7H8 is toluene. In the first step, chlorination occurs at the methyl group forming benzyl chloride (A). In the second step, bromination occurs at the meta position of the benzene ring (B). Finally, reduction with Zn/HCl removes the chlorine from the methyl group, yielding m-bromotoluene (C).

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