JEE Main Chemistry question

Which of the following is least reactive in a nucleophilic substitution reaction?

(A)(CH₃)₃C–Cl
(B)CH₂=CHClCorrect
(C)CH₃CH₂Cl
(D)CH₂=CHCH₂Cl

Answer: (B)

Solution

In vinyl chloride, the C–Cl bond has partial double-bond character from conjugation with the π system, and ionization would require the highly unstable vinyl cation —

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Question ID VK-139270