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

1. (CH3)3C–Cl
2. CH2 = CHCl
3. CH3CH2Cl
4. CH2 = CCH2Cl

Correct answer: CH2 = CHCl

Solution

CH2=CHCl (vinyl chloride) is least reactive because the double bond creates partial double bond character in the C-Cl bond due to resonance, making it less susceptible to nucleophilic attack.

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