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Question

Aryl halide is less reactive than alkyl halide towards nucleophilic substitution because:


A
of less stable carbonium ion
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B
due to large CCl bond energy
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C
of inductive effect
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D
of resonance stabilization and sp2 hybridization of C attached to halide
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Solution

The correct option is D of resonance stabilization and $$s{p}^{2}$$ hybridization of $$C$$ attached to halide
Aryl halide is less reactive than alkyl halide towards nucleophilic substitution because of the resonance stabilization and $$sp^2$$ hybridization of $$C$$ attached to halide. Due to resonance, carbon-chlorine bond acquires partial double bond character, hence it becomes shorter and stronger, and thus, cannot be easily replaced by nucleophiles. This effect is further enhanced by the $$sp^2$$ nature of the $$C$$ atom to which chlorine is attached.

Chemistry

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