Abstract The reaction of 1, 4-di-tert. butylbenzene in carbon tetrachloride with bromine and with iron as catalyst yields 1, 4-di-tert. butyl-2-bromobenzene, 1-tert. butyl-3-bromobenzene, 1-tert. butyl-4-bromobenzene, and 1-tert. butyl-3, 4-dibromobenzene. Besides these compounds, 1-tert. butyl-2, 4-dibromobenzene and 1-tert.-butyl-2, 5-dibromobenzene were also synthesized in an unambiguous way.