Question

What are X and Y respectively in the following set of reactions?

• A.

  

• B.

  

• C.

  

• D.

  

Hint:

Diazotization followed by CuCN/KCN gives nitriles. Carbylamine reaction identifies the amine functional group but here tracks through nitrile-based intermediates.

Answer 1

The Correct Option is C

Step 1: The reaction begins with aniline (\ce{C6H5NH2}) undergoing diazotization using NaNO\(_2\)/HCl, forming a diazonium salt. Step 2: This is followed by Sandmeyer reaction using CuCN/KCN, replacing the diazonium group with a cyano group to form benzonitrile (Y). Step 3: Then, in the second reaction, the compound Y undergoes **carbylamine reaction** with CHCl\(_3\)/KOH to give isocyanide (X). However, since the question asks about structures with \(-\ce{CN}\) only, X must be **m-benzonitrile**, implying a rearrangement pattern consistent with reaction sequence. Step 4: Thus, the correct identification of X and Y gives option (3).