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Question

Which of the following compounds does not undergo nucleophilic substitution reactions?

A
Benzyl chloride
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B
Ethyl bromide
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C
Vinyl chloride
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D
Isopropyl chloride
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Solution

The correct option is C Vinyl chloride
As a result of resonance, the carbon-chloride bond acquires some double bond character. Hence, vinyl chloride does not undergo nucleophillic substitution reactions.

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