Consider the following sequence of reactions starting from aniline to produce a major organic product (P): Aniline (i) Ac₂O , Pyridine (ii) Br₂ / CH₃COOH (iii) H₃O^+ , (iv) NaNO₂ , HCl , 273 K (v) CuCN , KCN (P) The molar mass of the major product (P) is ________ g mol⁻¹ . (Given molar mass in g mol⁻¹ of C : 12, H : 1, N : 14, O : 16, Br : 80 )

Step-by-step solution

Step 1: Reaction of aniline with acetic anhydride ( Ac₂O ) and pyridine protects the amino group, forming acetanilide. Step 2: Bromination of acetanilide with Br₂ / CH₃COOH yields predominantly p -bromoacetanilide due to the steric hindrance at the ortho position. Step 3: Hydrolysis with H₃O^+ and heat deprotects the amino group, yielding p -bromoaniline. Step 4: Reaction with NaNO₂ and HCl at 273 K converts p -bromoaniline into p -bromobenzenediazonium chloride. Step 5: The Sandmeyer reaction using CuCN and KCN re