Rufigallol

Title: Rufigallol
CAS Registry Number: 82-12-2
CAS Name: 1,2,3,5,6,7-Hexahydroxy-9,10-anthracenedione
Additional Names: 1,2,3,5,6,7-hexahydroxyanthraquinone; rufigallic acid; C.I. 58600
Molecular Formula: C14H8O8
Molecular Weight: 304.21
Percent Composition: C 55.27%, H 2.65%, O 42.07%
Literature References: Prepd by the action of H2SO4 on gallic acid: Robiquet, Ann. 19, 204 (1836); by dry distn of gallic acid: Kunz-Krause, Manicke, Ber. 53, 190 (1920). See also: Colour Index vol. 4 (3rd ed., 1971) p 4520.
Properties: Red needles. Does not melt, but sublimes with partial decompn upon heating. Absorption spectrum: Treibs, Steinmetz, Ann. 506, 171, 191 (1933). Practically insol in water. Freely sol in acetone; slightly sol in alcohol, ether, with yellow color. Sol in alkali hydroxide solns with violet color, but is soon dec by oxidation.
Derivative Type: Hexamethyl ether
Molecular Formula: C20H20O8
Molecular Weight: 388.37
Percent Composition: C 61.85%, H 5.19%, O 32.96%
Properties: Yellow needles, mp 240°.
Melting point: mp 240°
Use: For color reactions with Zr and Hf.
Rufinamide Rufloxacin Rugulovasines Rumex Rupatadine

Rufigallol
Skeletal formula of rufigallol
Ball-and-stick model of rufigallol
Identifiers
CAS number 82-12-2 YesY
PubChem 65737
Jmol-3D images Image 1
Properties
Molecular formula C14H8O8
Molar mass 304.21 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Rufigallol or 1,2,3,5,6,7-hexahydroxy-9,10-anthraquinone is an organic compound with formula C
14
O
8
H
8
, which can be viewed as a derivative of anthraquinone through the replacement of six hydrogen atoms (H) by hydroxyl groups (OH).

The compound is soluble in dioxane, from which it crystallizes as red needles that sublime without melting at 365 °C.[1] It can be obtained by treating gallic acid with concentrated sulfuric acid and then with sodium hydroxide.[1]

Rufigallol is particularly toxic to the malarial parasite Plasmodium falciparum and has a synergistic effect in combination with the antimalarial drug exifone, which has structural sumilarities to rufigallol.[2]

Rufigallol forms a crimson-colored complex with beryllium, aluminum, thorium, zirconium and hafnium, and this reaction has been used for the spot and spectrophotometric determination of beryllium in low concentrations.[1]