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Topic: Directive influence in monosubstituted benzene· Hydrocarbons

The compound C_7H_8 undergoes the following reactions :C_7H_8 3\ Cl_2/Δ A Br_2/Fe B Zn/HCl CThe product 'C' is

The compound C\(_7\)H\(_8\) undergoes the following reactions :

C\(_7\)H\(_8\) \(\xrightarrow{3\ Cl_2/\Delta}\) A \(\xrightarrow{Br_2/Fe}\) B \(\xrightarrow{Zn/HCl}\) C

The product 'C' is

reaction scheme C7H8 to A to B to C

1. m-bromotoluene

2. 3-bromo-2,4,6-trichlorotoluene

3. o-bromotoluene

4. p-bromotoluene

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Answer: 1. m-bromotoluene

Work through the sequence: \(\mathrm{C_7H_8}\) is toluene.

  1. \(3\,\mathrm{Cl_2}/\Delta\): side-chain chlorination gives benzotrichloride, \(\mathrm{C_6H_5CCl_3}\) (A).
  2. \(\mathrm{Br_2/Fe}\): \(\mathrm{-CCl_3}\) is electron-withdrawing and meta directing, giving m-bromobenzotrichloride (B).
  3. \(\mathrm{Zn/HCl}\): reduces \(\mathrm{-CCl_3}\) to \(\mathrm{-CH_3}\), giving m-bromotoluene (C).
Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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