7217. Phenazine

Nomenclature

CAS number: 92-82-0
Dibenzopyrazine; dibenzoparadiazine; azophenylene.
C12H8N2; mol wt 180.21.
C 79.98%, H 4.47%, N 15.54%.

Description and references

Obtained (with other products) by passing aniline vapor through a red-hot tube: Bernthsen, Ber. 19, 3257 (1886); by heating aniline with nitrobenzene and sodium hydroxide to 140°: Wohl, Aue, Ber. 34, 2446 (1901); Wohl, Ber. 36, 4135 (1903); by heating o-phenylenediamine with pyrocatechol in sealed tube: Ris, Ber. 19, 2206 (1886); Hinsberg, Garfunkel, Ann. 292, 258 (1896); upon distilling 2-aminodiphenylamine with lead monoxide: Fischer, Heiler, Ber. 26, 383 (1893); by heating 2-aminodiphenylamine with 2-nitrodiphenylamine in the presence of sodium acetate: Kehrmann, Havas, Ber. 46, 342 (1913); by heating nitrobenzene with barium oxide: Zerewitinoff, Ostromisslensky, Ber. 44, 2402 (1911); by boiling 2,2′-dinitrodiphenylamine with stannous chloride in hydrochloric and acetic acids, followed by oxidation with hydrogen peroxide: Eckert, Steiner, Monatsh. Chem. 35, 1154 (1914).

Chemical structure

Properties

Pale yellow needles from alcohol or by sublimation. Colorless needles from dilute alcohol. mp 171°; bp above 360°. Practically insol in water. One part dissolves in 50 parts alcohol. Moderately sol in ether, benzene; sol in mineral acids giving yellow to red solns.