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C(2)H(5)Br gives C(2)H(5)CN on reaction ...

`C_(2)H_(5)Br` gives `C_(2)H_(5)CN` on reaction with alcoholic KCN, while with AgCN the major product is `C_(2)H_(5)NC` . The reason is _________.

A

AgCN is electrovalent

B

AgCN is more covalent

C

Ag is more electropositive as compared to K.

D

Ag is noble metal

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The correct Answer is:
To solve the question regarding the reactions of C2H5Br with alcoholic KCN and AgCN, we will analyze the nature of the reagents and the resulting products. ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The reactant is C2H5Br (Bromoethane). - When treated with alcoholic KCN, the product formed is C2H5CN (Ethyl Cyanide). - When treated with AgCN, the product formed is C2H5NC (Ethyl Isocyanide). 2. **Understand the Nature of KCN and AgCN**: - KCN is an ionic compound that dissociates in alcoholic solution to form K⁺ and CN⁻ ions. - AgCN, on the other hand, is predominantly covalent and does not dissociate into ions in the same way. 3. **Reaction with Alcoholic KCN**: - In the case of KCN, the CN⁻ ion acts as a nucleophile. The negative charge on carbon (C) of CN⁻ allows it to attack the carbon atom of bromoethane (C2H5Br). - This leads to a nucleophilic substitution reaction where the bromine atom is replaced by the CN group, resulting in the formation of C2H5CN (Ethyl Cyanide). 4. **Reaction with AgCN**: - In the case of AgCN, since it is covalent, it does not dissociate into ions. Instead, the nitrogen atom in the CN group has a lone pair of electrons and acts as a nucleophile. - The nitrogen atom attacks the carbon of bromoethane, leading to a nucleophilic substitution where the bromine is replaced by the nitrogen atom, resulting in the formation of C2H5NC (Ethyl Isocyanide). 5. **Conclusion**: - The key difference in the products arises from the nature of the nucleophile involved in the reaction. In alcoholic KCN, the nucleophile is CN⁻ (with a negative charge on carbon), leading to the formation of a nitrile (C2H5CN). In AgCN, the nucleophile is the nitrogen atom, leading to the formation of an isocyanide (C2H5NC). - Therefore, the reason for the difference in products is due to the ionic nature of KCN allowing the formation of a carbon-centered nucleophile, while the covalent nature of AgCN leads to a nitrogen-centered nucleophile. ### Final Answer: The reason is that KCN is ionic and forms a carbon-centered nucleophile (CN⁻), leading to C2H5CN, while AgCN is covalent and forms a nitrogen-centered nucleophile, leading to C2H5NC.
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TARGET PUBLICATION-HALOGEN DERIVATIVES OF ALKANES AND ARENES-CRITICAL THINKING
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  14. Which of these do not from Grignard reagent ?

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