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MHT CET202520 Apr 2025Evening ShiftChemistryHaloalkanes and HaloarenesActual

Identify the substrate 'S' in the following reaction,

Options

  1. Ap-Nitrochlorobenzene
  2. Bo-Nitrochlorobenzene
  3. C2,4-dinitrochlorobenzene
  4. D2,4,6-trinitrochlorobenzene

Correct answer

D. 2,4,6-trinitrochlorobenzene

Step-by-step solution

The conversion of substrate S to 2,4,6-trinitrophenol by warm water indicates a nucleophilic aromatic substitution where a leaving group is replaced by hydroxyl. This reaction requires strong electron-withdrawing groups ortho and para to the leaving site to stabilize the Meisenheimer complex intermediate. 2,4,6-Trinitrochlorobenzene possesses three nitro groups positioned ortho and para to the chlorine atom, activating it for nucleophilic attack. The reaction proceeds as C₆ H₂ Cl(NO₂ )₃ + H₂ O C₆ H₂ OH(NO₂ )₃ + HCl

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