Iodination of Aromatic Compounds

Iodination of aromatic compounds was accomplished using the procedure given by Durand, with a few slight modifications introduced. Benzene was reacted with sulphuric acid, fuming sulphuric acid, and iodine to give hexaiodobenzene. Ethylbenzene was reacted with the mixture of sulphuric acids and iodine to give a mixture of less iodo-substituted products. Reduction using hydrogen atoms was accomplished. Hexaiodobenzene in the presence of dimethyl sulfoxide and sodium hydride was reduced to a mixture of less iodo-substituted products