Title: Phenazine
CAS Registry Number: 92-82-0
Synonyms: Dibenzopyrazine; dibenzoparadiazine; azophenylene
Molecular Formula: C12H8N2
Molecular Weight: 180.21
Percent Composition: C 79.98%, H 4.47%, N 15.54%
Literature 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).
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.
Melting point: mp 171°
Boiling point: bp above 360°
