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MHT CET · Chemistry · Haloalkanes and Haloarenes

Which of the following compounds has difficulty in breaking of \(\mathrm{C}-\mathrm{X}\) bond during nucleophilic substitution reaction?

  1. A o-Nitrochlorobenzene
  2. B p-Nitrochlorobenzene
  3. C m-Nitrochlorobenzene
  4. D 2,4,6-Trinitrochlorobenzene
Verified Solution

Answer & Solution

Correct Answer

(C) m-Nitrochlorobenzene

Step-by-step Solution

Detailed explanation

Greater the number of electron withdrawing groups at \(\mathrm{o} / \mathrm{p}\) position, greater is the reactivity towards nucleophilic substitution reaction. Electron withdrawing group at meta position has practically no effect on reactivity. Hence, among the given, m-nitrochlorobenzene has difficulty in breaking of \(\mathrm{C}-\mathrm{X}\) bond during nucleophilic substitution.