Engineering
Chemistry
Carbocation
Question

Which of the following compounds can give the same carbocation after treatment with NaNO2 / HCl.

III and IV

II and III

I and III

I and II

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Solution

NaNO2/HCl converts primary amines to diazonium salts, which can lose N2 to form carbocations. The carbocation stability determines if rearrangement occurs.

Compounds I and III both generate the same secondary carbocation. I directly forms C6+H5CHC2H5. III forms a primary carbocation that rearranges via hydride shift to the same stable secondary carbocation.

Final Answer: I and III