Free-Radical Reductions of Arenediazonium Ions in Aqueous Solution. VI. On Iododediazoniation

Abstract

γ-Irradiation of aqueous solutions of p-ClC₆H₄N₂⁺BF₄^- and KI initiates a chain reaction in which dichloroazobenzene is the major product. When iodine is also present the chain reaction is longer and the major product is chloroiodobenzene . The reaction

                            I₂^-·+ArN₂⁺ → I₂+Ar^·+N₂

is suggested to be propagation step in both reactions, with Ar ^· reacting with I₃^- in the presence of iodine and with ArN₂⁺ in its absence. The relevance of these reactions to iododediazoniation is discussed.