1,5-DIHYDROXYANTHRAQUINONE

1,5-DIHYDROXYANTHRAQUINONE Basic information
Product Name:1,5-DIHYDROXYANTHRAQUINONE
Synonyms:1,5-Dihydroxy-9,10-anthracenedione;1,5-Dihydroxy-9,10-anthraquinone;1,5-Dihydroxyanthra-9,10-quinone;1,5-Dihydroxyanthrachinon;1,5-dihydroxy-anthraquinon;Anthraquinone, 1,5-dihydroxy-;LABOTEST-BB LT00160027;1,5-DIHYDROXYANTHRAQUINONE
CAS:117-12-4
MF:C14H8O4
MW:240.21
EINECS:204-175-6
Product Categories:Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Protein Kinase Inhibitors and Activators;Intermediates of Dyes and Pigments;Anthraquinones;Hydroxyanthraquinones
Mol File:117-12-4.mol
1,5-DIHYDROXYANTHRAQUINONE Structure
1,5-DIHYDROXYANTHRAQUINONE Chemical Properties
Melting point 279 °C (dec.)(lit.)
Boiling point 342.92°C (rough estimate)
density 1.56 g/cm3
vapor density 8.3 (vs air)
refractive index 1.5430 (estimate)
storage temp. -20°C Freezer
solubility Poor solubility in all solvents tested.DMSO (Sparingly)
form Solid
pka6.42±0.20(Predicted)
color Yellow to Green
Merck 14,689
BRN 1881718
CAS DataBase Reference117-12-4(CAS DataBase Reference)
EPA Substance Registry SystemAnthrarufin (117-12-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36/37
WGK Germany 3
RTECS CB6630000
TSCA Yes
HS Code 29146990
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
1,5-DIHYDROXYANTHRAQUINONE Usage And Synthesis
Chemical PropertiesYellow to Green Solid
UsesImportant intermediate in the manufacture of alizarin and indanthrene dyestuffs. Forms insoluble Ba and Ca lakes; has been proposed as analytical reagent for the detection of Ca.
Uses1,5-Dihydroxyanthraquinone (anthrarufin) is an important intermediate for manufacturing disperse blue dyes. It is the key intermediates for manufacturing disperse blue dyes via dinitrodihydroxyanthraquinone and vat dyes via diaminoanthraquinones.
Uses1,5-Dihydroxyanthraquinone is an anthraquinone derivative with suppressive effects against nitric oxide (NO) synthase. Potential antimalarial agent. Used in studies as a potential competitive non-peptidic inhibitor of HIV-1 protei nase.
DefinitionChEBI: A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5.
Purification MethodsPurify anthrarufin by column chromatography on silica gel with CHCl3/Et2O as eluent, followed by recrystallisation from acetone. Alternatively recrystallise it from glacial acetic acid [Flom & Barbara J Phys Chem 89 4489 1985]. [Beilstein 7 III 2359, 8 IV 3268.]
CYNODONTIN DAUNOMYCIN, [3H(G)] ANTHRACENE BLUE SWR 1,4,5,8-TETRAHYDROXYANTHRAQUINONE 1,2,5,8-TETRAHYDROXYANTHRAQUINONE Carubicin HELMINTHOSPORIN CI 58610 1,5-diaminochloro-4,8-dihydroxyanthraquinone 1,5-DIHYDROXY-4,8-DINITROANTHRAQUINONE ALIZARIN CYANIN 1-amino-4,5,8-trihydroxyanthraquinone 1,5-DIPHENOXYANTHRAQUINONE RUFIGALLIC ACID DISPERSE BLUE 26 1,5-dichloro-4,8-dihydroxyanthraquinone 4,8-diamino-1,5-dihydroxyanthraquinon 1,5-dimethoxyanthraquinone

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