Anthragallol

Title: Anthragallol
CAS Registry Number: 602-64-2
CAS Name: 1,2,3-Trihydroxy-9,10-anthracenedione
Additional Names: 1,2,3-trihydroxyanthraquinone; anthragallic acid; anthracene brown
Molecular Formula: C14H8O5
Molecular Weight: 256.21
Percent Composition: C 65.63%, H 3.15%, O 31.22%
Literature References: From gallic acid and benzoic acid with sulfuric acid at 125° or from phthalic anhydride and pyrogallol with sulfuric acid at 160°: Seuberlich, Ber. 10, 39 (1877). Other methods: Kubota, Perkin, J. Chem. Soc. 127, 1889 (1925); Perkin, Story, ibid. 1929, 1399; Cross, Perkin, ibid. 1930, 292. Absorption spectrum: Meyer, Fischer, Ber. 46, 85 (1913).
Properties: Brown crystals, mp 312-313°. Sublimes 290°. Slightly sol in water, chloroform; sol in alcohol, ether, glacial acetic acid. Its soln in concd H2SO4 is reddish-brown. Greenish-brown soln in ammonia water changes to blue on heating. Forms salts with Na, K, Ba, Tl, Pb, La, Ce, Nd, Co.
Melting point: mp 312-313°
Derivative Type: Trimethyl ether
Molecular Formula: C17H14O5
Molecular Weight: 298.29
Percent Composition: C 68.45%, H 4.73%, O 26.82%
Properties: Yellow needles from benzene + petr ether, mp 168°. Insol in water solns of alkalies.
Melting point: mp 168°
Anthralin Anthramycin Anthranol Anthraquinone Anthrarobin