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Assertion : Treatment of chloroethane w...

Assertion : Treatment of chloroethane with a saturated solution of AgCN gives ethyl isocyanide as the major product.
Reason : Cyanide`(CN^-)` is an ambident nucelophile

A

Both Assertion and Reason are true and Reason is the correct explanation of Assertion

B

Both Assertion and Reason are true and Reason is not the correct explanation of Assertion

C

Assertion is true but Reason is false

D

Both Assertion and Reason are false

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to analyze both the assertion and the reason provided. ### Step-by-Step Solution: 1. **Understanding the Assertion**: - The assertion states that the treatment of chloroethane (C2H5Cl) with a saturated solution of AgCN results in the formation of ethyl isocyanide (C2H5NC) as the major product. - Chloroethane can be represented as CH3CH2Cl. 2. **Identifying the Reaction**: - The reaction involves a nucleophilic substitution where the nucleophile is CN⁻ (cyanide ion). - In this context, AgCN is used, which provides the CN⁻ ion for the reaction. 3. **Understanding the Role of AgCN**: - AgCN dissociates in solution to give Ag⁺ and CN⁻. - The cyanide ion (CN⁻) is an ambident nucleophile, meaning it can attack from either the carbon or nitrogen atom. 4. **Analyzing the Nucleophilic Attack**: - Due to the presence of silver (Ag), the bond between Ag and CN is covalent. This means that the carbon atom in CN⁻ is less nucleophilic, and the nitrogen atom becomes the more favorable site for nucleophilic attack. - Therefore, the nitrogen atom of CN⁻ attacks the carbon atom of chloroethane, leading to the formation of ethyl isocyanide. 5. **Formation of Products**: - The reaction can be summarized as follows: - CH3CH2Cl + CN⁻ → CH3CH2NC (ethyl isocyanide) + Cl⁻ - The Cl⁻ ion will then bond with Ag⁺ to form AgCl. 6. **Conclusion on the Assertion**: - The assertion is true because ethyl isocyanide is indeed formed as the major product. 7. **Understanding the Reason**: - The reason states that cyanide (CN⁻) is an ambident nucleophile. - While this is true, it does not directly explain why ethyl isocyanide is the major product in this specific reaction. 8. **Final Evaluation**: - Both the assertion and reason are true statements, but the reason does not correctly explain the assertion. - Therefore, the correct conclusion is that both the assertion and reason are true, but the reason is not the correct explanation for the assertion. ### Final Answer: Both assertion and reason are true, but the reason is not the correct explanation of the assertion.
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Knowledge Check

  • Assertion: Haloalkanes react with KCN to form alkyl cyanides as main product while with AgCN form isocyanide as the main product. Reason: KCN and AgCN, both are ionic compounds.

    A
    If both assertion and reason are true and reason Is the correct explanation of assertion.
    B
    If both assertion and reason are true but reason is not the correct explanation of assertion.
    C
    If assetion is true but reason is false.
    D
    If both assertion and reason are false.
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