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ExamsJEE AdvancedChemistry

Which of the following statements accurately describes the behavior of the given compound?

  1. The electron-withdrawing group (–C≡N) is delocalized with the carbon-carbon double bond, allowing the carbocation intermediate formed during nucleophilic attack to be stabilized by resonance. Therefore, such alkenes participate in nucleophilic addition reactions.
  2. Vinyl monomers, when subjected to heating in the presence of a catalyst, generally undergo polymerization through a free radical mechanism.
  3. Acyl halides typically exhibit nucleophilic substitution reactions due to the strong leaving ability of the –Cl group.
  4. The compound contains a primary alkyl halide, which undergoes an SN2 reaction involving a pentavalent transition state. Additionally, the –CH2CH = CN group causes the compound to undergo nucleophilic addition.

Correct answer: The electron-withdrawing group (–C≡N) is delocalized with the carbon-carbon double bond, allowing the carbocation intermediate formed during nucleophilic attack to be stabilized by resonance. Therefore, such alkenes participate in nucleophilic addition reactions.

Solution

The electron-withdrawing group (–C≡N) delocalizes with the carbon-carbon double bond, allowing the carbocation intermediate to be stabilized by resonance, thus facilitating nucleophilic addition reactions.

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