Which of the following is the correct order of reactivity towards nucleophilic substitution reaction?
A
Vinyl chloride > Allyl chloride > Propylchloride
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B
Propylchloride > Vinyl chloride > Allyl chloride
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C
Allyl chloride > Vinyl chloride > Propylchloride
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D
Allyl chloride > Propylchloride > Vinyl chloride
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Solution
The correct option is D Allyl chloride > Propylchloride > Vinyl chloride For SN1 reactions, the formed allylic carbocation is the most stable among all.
The correct order of reactivity is allyl chloride > propyl chloride > vinyl chloride.
For SN2 reactions, alkyl halides are more reactive than vinyl chloride, chlorobenzene, and benzyl chloride.
Alkyl halides are more reactive due to the polarised R−X bond. Because of this polarisation, carbon becomes electron-deficient and alkyl halide becomes more reactive. Besides, the least hindrance at this carbon favors SN2 reaction.