Iodobenzene (C6H5I) is prepared from aniline (C6H5NH2) in a two step process as shown below:
C6H5NH2+HNO2+HCl→C6H5N2+Cl−+2H2O
C6H5N2+Cl−+KI→C6H5I+N2+KCl
In an actual preparation, 9.30 g of aniline was converted to 16.32 g of iodobenzene. The percentage yield of iodobenzene is: