The oxidation of aniline (A), 2,4-dimethoxy aniline (2,4-DMA), 2,6-dimethoxy aniline (2,6-DMA), 2,4,6-trimethoxy aniline (2,4,6-TMA) and 3,4,5-trimethoxy aniline (3,4,5-TMA) by tetrabutylammoniumbromochromate (TBABC) have been studied in 50 % acetic acid -50 % water medium in the presence of perchloric acid. The oxidation leads to the formation of the corresponding azobenzenes. The reaction is first order with respect to [TBABC], [S] and [H + ]. The reaction has been found to be catalyzed by H + ions. The reactions were studied at four different temperatures and thermodynamic parameters were calculated. The rates decreased in the order: 2,4,6-TMA > 2,6-DMA > 2,4-DMA > 3,4,5-TMA > aniline.