IUPAC defines azo compounds as: "Derivatives of diazene (diimide), HN=NH, wherein both hydrogens are substituted by hydrocarbyl groups, e.g. PhN=NPh azobenzene or diphenyldiazene.
[5] Azo dyes are also prepared by the condensation of nitroaromatics with anilines followed by reduction of the resulting azoxy intermediate: For textile dying, a typical nitro coupling partner would be disodium 4,4′-dinitrostilbene-2,2′-disulfonate.
Some azo compounds, e.g., methyl orange, are used as acid-base indicators due to the different colors of their acid and salt forms.
A commercially important alkyl azo compound is azobisisobutyronitrile (AIBN), which is widely used as an initiator in free-radical polymerizations and other radical-induced reactions.
Consumer goods which contain listed aromatic amines originating from azo dyes were prohibited from manufacture and sale in European Union countries in September 2003.