Alkyl halide is converted into alkyl isocyanide by reaction with:
- A
NaCN
- B
NHCN
- C
KCN
- D
AgCN
Alkyl halide is converted into alkyl isocyanide by reaction with:
NaCN
NHCN
KCN
AgCN
Correct answer:D
Standard Method
Given: An alkyl halide is to be converted into an alkyl isocyanide.
Find: The reagent that gives alkyl isocyanide.
The solution explains that cyanide salts such as NaCN, NHCN, and KCN generally form alkyl cyanides (nitriles) in nucleophilic substitution reactions, not alkyl isocyanides.
AgCN behaves differently because of its covalent character. In this case, the alkyl group attaches through nitrogen, leading to formation of alkyl isocyanide .
Conclusion: The correct reagent is AgCN. Therefore, the correct option is D.
Key Reagent Recognition
Given: The product required is alkyl isocyanide.
Find: Which cyanide reagent gives isocyanide instead of nitrile.
Use the standard recall rule: KCN/NaCN usually give nitriles , whereas AgCN gives isocyanides because of the covalent nature of AgCN.
Therefore, the correct option is D (AgCN).
Choosing KCN or NaCN because all cyanide reagents appear similar is incorrect. These ionic cyanides generally attack through carbon and form nitriles instead. To get isocyanide, remember the special behavior of AgCN.
Confusing alkyl cyanide with alkyl isocyanide is a conceptual error. In nitriles the linkage is , whereas in isocyanides it is . Always check which atom of the cyanide group bonds to the alkyl group.
Ignoring the covalent character of AgCN leads to the wrong choice. The nature of bonding in AgCN changes the site of attachment, so it does not behave exactly like KCN or NaCN.
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