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Due to sp^(2)-hybridisation of C-atom ho...

Due to `sp^(2)`-hybridisation of C-atom holding the halogen atom, resonance effect and smaller polarity of the C-X bond, aryl halides do not undergo nucleophilic substitution reactions. Chlorobenzene can be written as a resonance hybrid of the following structures:

Due to resonance, chlorobenzene gets stabilised. In chlorobenzene, the C-Cl bond acquires some double bond character and hence, it is difficult to break it as compared to C-Cl bond in alkyl halides. Similarly vinyl halides due to resonance are less reactive towards nucleophilic substitution reactions.
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Which of the following is most reactive towards nucleophilic substitution reactions?

A

`CICH_2CH=CH_2`

B

`CH_3CH=CHCl`

C

`C_6H_5Cl`

D

`CH_3Cl`

Text Solution

Verified by Experts

The correct Answer is:
A
Allyl halides (i.e., `CICH_2CH = CH_2`) are more reactive than vinyl, (i.e., `CH_3CH = CHCI`) and aryl (i.e., `C_6H_5CI`) halides towards nucleophilic substitution reactions`.
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