Question
Chlorobenzene is extremely less reactive towards a nucleophilic substitution reaction. Give two reasons for the same.

Answer

  1. Due to resonance/diagrammatic representation, $C-Cl$ bond acquires a partial double bond character which is difficult to cleave.
  2. Due to $sp^2$ hybridisation of $‘C\ ’$ of $C-Cl$ bond.
  3. Due to unstable phenyl cation.
  4. Due to repulsion between nucleophile and electron rich arenes.

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