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Vinyl chloride does not give S(N) reacti...

Vinyl chloride does not give `S_(N)` reaction but allyl chloride gives. Explain.

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To explain why vinyl chloride does not undergo SN (substitution nucleophilic) reactions while allyl chloride does, we can analyze the structures and stability of the carbocations formed during these reactions. ### Step-by-Step Solution: 1. **Identify the Structures**: - **Vinyl Chloride**: The structure of vinyl chloride is CH₂=CHCl. It has a carbon-carbon double bond and a chlorine atom attached to one of the carbons. - **Allyl Chloride**: The structure of allyl chloride is CH₂=CH-CH₂Cl. It has a carbon-carbon double bond and a chlorine atom attached to a carbon that is adjacent to the double bond. 2. **Formation of Carbocations**: - In a nucleophilic substitution reaction (SN1 or SN2), the first step often involves the formation of a carbocation after the halide ion (Cl⁻) leaves. - For **vinyl chloride**, if we remove the Cl⁻ ion, we form the carbocation CH₂=CH⁺. This carbocation is unstable because it does not have any resonance stabilization. - For **allyl chloride**, when Cl⁻ is removed, we form the carbocation CH₂=CH-CH₂⁺. This carbocation is stable due to resonance; the positive charge can be delocalized over the adjacent double bond. 3. **Stability of Carbocations**: - The stability of carbocations is crucial for the likelihood of an SN reaction. Stable carbocations are more likely to form and participate in nucleophilic substitution. - The carbocation from vinyl chloride (CH₂=CH⁺) is a primary carbocation and lacks resonance stabilization, making it highly unstable. - The carbocation from allyl chloride (CH₂=CH-CH₂⁺) is stabilized by resonance, as the positive charge can be shared between the carbons involved in the double bond. 4. **Conclusion**: - Since vinyl chloride forms an unstable carbocation that cannot participate effectively in nucleophilic substitution, it does not undergo SN reactions. - In contrast, allyl chloride forms a stable carbocation that can undergo nucleophilic substitution reactions due to its resonance stabilization. ### Summary: - **Vinyl Chloride**: Forms an unstable carbocation (CH₂=CH⁺) → Does not undergo SN reactions. - **Allyl Chloride**: Forms a stable carbocation (CH₂=CH-CH₂⁺) → Undergoes SN reactions.
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