Soc., 1900, 77, pp. 99 et seq.) nitrated para-oxyazobenzene with dilute nitric acid and found that it gave a benzene-azo-ortho-nitrophenol, whereas quinone are not attacked by dilute nitric acid.
Para-oxyazobenzene (benzene-azo-phenol), C 6 H 5 N: N (1) C6H4 011(4), is prepared by coupling diazotized aniline with phenol in alkaline solution.
It is an orange-red crystalline compound which melts at 154° C. Ortho-oxyazobenzene, C 6 H 5 N: N (1) C6H4.
Meta-oxyazobenzene, C 6 H 5 N: N(1)C 6 H 4 OH(3), was obtained in 1903 by P. Jacobson (Ber., 1903, 36, p. 4 0 93) by condensing ortho-anisidine with diazo benzene, the resulting compound being then diazotized and reduced by alcohol to benzene-azometa-anisole, from which meta-oxyazobenzene was obtained by hydrolysis with aluminium chloride.
Concentrated sulphuric acid converts azoxybenzene into oxyazobenzene (0.