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An alkyl isocyanide can be prepared as a...

An alkyl isocyanide can be prepared as a major product by which of the following reaction?

A

By heating an amide with `P_(2)O_(5)`

B

By heating an alcohol with NH3 in the presence of anhy. `ZnCl_(2)`

C

By the reaction of an alkyl halide with AgCN

D

By the reaction of an alkyl halide with KCN

Text Solution

AI Generated Solution

The correct Answer is:
To determine how an alkyl isocyanide can be prepared as a major product, we need to analyze the given options step by step. ### Step-by-Step Solution: 1. **Identify the General Structure of Alkyl Isocyanide**: - Alkyl isocyanide has the general formula R-N≡C, where R is an alkyl group. 2. **Evaluate the First Option**: - **Reaction**: Heating an amide with P2O5. - **Reaction Mechanism**: An amide (R-C(O)-NH2) reacts with P2O5, a strong dehydrating agent, which removes water to form a nitrile (R-C≡N). - **Conclusion**: This reaction produces a nitrile, not an isocyanide. Therefore, this option is incorrect. 3. **Evaluate the Second Option**: - **Reaction**: Heating an alcohol with NH3 in the presence of anhydrous ZnCl2. - **Reaction Mechanism**: The alcohol (R-OH) reacts with NH3, and the anhydrous ZnCl2 acts as a catalyst. The mechanism involves the formation of an amine (R-NH2) through nucleophilic substitution. - **Conclusion**: This reaction yields an amine, not an isocyanide. Thus, this option is also incorrect. 4. **Evaluate the Third Option**: - **Reaction**: Reaction of alkyl halide with AgCN. - **Reaction Mechanism**: An alkyl halide (R-X) reacts with silver cyanide (AgCN). In this reaction, AgCN does not dissociate and the cyanide ion (CN-) attacks the carbon atom, resulting in the formation of an alkyl isocyanide (R-N≡C). - **Conclusion**: This reaction produces an alkyl isocyanide, making this option correct. 5. **Evaluate the Fourth Option**: - **Reaction**: Reaction of alkyl halide with KCN. - **Reaction Mechanism**: An alkyl halide (R-X) reacts with potassium cyanide (KCN). KCN dissociates into K+ and CN-, where the CN- ion acts as a nucleophile and attacks the carbon atom, forming an alkyl cyanide (R-C≡N). - **Conclusion**: This reaction produces an alkyl cyanide, not an isocyanide. Therefore, this option is incorrect. ### Final Answer: The correct option for preparing an alkyl isocyanide as a major product is **Option C: Reaction of alkyl halide with AgCN**. ---
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