A hydrocarbon A ( C ₄ H ₈ ) on reaction with HCl gives a compound B ( C ₄ H ₉ Cl ) which on reaction with 1 ~mol of NH ₃ gives compound C ( C ₄ H ₁₀ ~N ) . On reacting with NaNO ₂ and HCl followed by treatment with water, compound C yields an optically active compound D . The compound D is

Step-by-step solution

From the given information question, addition of HCl occured on A . That means A is an alkene. Cl in compound B is substituted by NH ₂ to give compound C ( C ₄ H ₁₁ ~N ) . C gives a diazonium salt with NaNO ₂ / HCl which on further treatment with water give an optically active alcohol. That means C is an aliphatic amine. From the given information it is concluded that the most probable structure of A is CH ₃- CH = CH - CH ₃ . As only but-2-ene gives optically active alcohol (D) as final product. The reactions invol