Exams › JEE Advanced › Chemistry
Which of the following statements accurately describes the behavior of the given compound?
- 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.
- Vinyl monomers, when subjected to heating in the presence of a catalyst, generally undergo polymerization through a free radical mechanism.
- Acyl halides typically exhibit nucleophilic substitution reactions due to the strong leaving ability of the –Cl group.
- 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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