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MHT CET202523 Apr 2025Evening ShiftChemistryHaloalkanes and HaloarenesActual

Which of the following compounds has difficulty in breaking of C-X bond?

Options

  1. Ao-Nitrochlorobenzene
  2. Bm-Nitrochlorobenzene
  3. Cp-Nitrochlorobenzene
  4. 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

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