Identify the product(s) P formed in the following reaction: CH ₃ CH ₂ CH ₂ NH ₂ [0^ C ] NaNO ₂, HCl P

Step-by-step solution

The reaction of a primary aliphatic amine with NaNO ₂ and HCl at 0^ C produces an unstable aliphatic diazonium salt. This salt rapidly decomposes to release nitrogen gas and form a primary carbocation: CH ₃ CH ₂ CH ₂ NH ₂ NaNO ₂, HCl [ CH ₃ CH ₂ CH ₂ N ₂⁺ Cl ⁻] CH ₃ CH ₂ CH ₂⁺ + N ₂ + Cl ⁻ The primary carbocation ( CH ₃ CH ₂ CH ₂⁺ ) can react with water (from the aqueous medium) to form propan-1-ol ( CH ₃ CH ₂ CH ₂ OH ). It can also undergo a 1,2-hydride shift to form a more stable secondary carbocation ( CH ₃ CH ⁺