MHT CET202520 Apr 2025Evening ShiftChemistryHaloalkanes and HaloarenesActual
Identify the substrate 'S' in the following reaction,
Options
- Ap-Nitrochlorobenzene
- Bo-Nitrochlorobenzene
- C2,4-dinitrochlorobenzene
- 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