JEE Chemistry · Medium

Haloalkanes and Haloarenes: Haloarenes MCQ

Solve this quality-checked JEE multiple-choice question, then review the correct answer and explanation.

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HaloarenesMediumQuestion 830007

Question

Chlorobenzene is less reactive toward nucleophilic substitution than chloroalkanes because:
  1. A
    The C−Cl bond has partial double bond character due to resonance with the ring
    Correct
  2. B
    Cl is larger in arenes
  3. C
    The ring provides steric protection
  4. D
    Cl is not electronegative in ArCl

Correct answer

The C−Cl bond has partial double bond character due to resonance with the ring

Explanation

In chlorobenzene, the lone pair on Cl delocalises into the ring (p-π overlap) → C−Cl bond has partial double bond character → shorter, stronger bond → harder to break by nucleophiles. Alkyl C−Cl has no such resonance.