An aromatic compound 'A' of molecular formula C₇H₇ON undergoes the series of reactions shown in the figure. Write the structures of A, B, C, D and E.Reaction scheme for A–E
Solution
C7H7ON with Hofmann-type chemistry ⇒ \textbf{A = benzamide, C6H5CONH2}. B: aniline (Br2/KOH, Hofmann). C: benzenediazonium chloride (NaNO2/HCl, 273 K). D and E: read the printed reagents off the figure — H2O/Δ → phenol; CuCl/HCl → chlorobenzene; KI → iodobenzene; H3PO2 → benzene — and write the two the sequence shows.