HaloarenesMediumQuestion 830007
Question
Chlorobenzene is less reactive toward nucleophilic substitution than chloroalkanes because:
- AThe C−Cl bond has partial double bond character due to resonance with the ringCorrect
- BCl is larger in arenes
- CThe ring provides steric protection
- DCl 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.