Which of the following compounds does not undergo nucleophilic

substitution reactions

[KCET 1998]

Vinyl chloride

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Ethyl bromide

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Benzyl chloride

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Isopropyl chloride

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Solution

The correct option is A
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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Which of the following compounds can undergo nucleophilic substitution easily ?

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