MHT CET202523 Apr 2025Evening ShiftChemistryHaloalkanes and HaloarenesActual
Which of the following compounds has difficulty in breaking of C-X bond?
Options
- Ao-Nitrochlorobenzene
- Bm-Nitrochlorobenzene
- Cp-Nitrochlorobenzene
- D2,4,6-trinitrochlorobenzene
Correct answer
B. m-Nitrochlorobenzene
Step-by-step solution
The nucleophilic aromatic substitution mechanism requires electron-withdrawing groups to stabilize the intermediate Meisenheimer complex via resonance. o-Nitrochlorobenzene and p-nitrochlorobenzene position their nitro groups optimally for resonance stabilization of the negative charge at the reaction site. 2,4,6-trinitrochlorobenzene features three nitro groups providing exceptional resonance stabilization, making its C-Cl bond easiest to cleave. m-Nitrochlorobenzene cannot provide resonance stabilization to the i