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1,5-DIHYDROXYANTHRAQUINONE

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1,5-DIHYDROXYANTHRAQUINONE Basic information

Product Name:
1,5-DIHYDROXYANTHRAQUINONE
Synonyms:
  • 1,5-dihydroxy-10-anthracenedione
  • 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
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
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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
pka
6.42±0.20(Predicted)
Merck 
14,689
BRN 
1881718
CAS DataBase Reference
117-12-4(CAS DataBase Reference)
EPA Substance Registry System
Anthrarufin (117-12-4)
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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

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1,5-DIHYDROXYANTHRAQUINONE Usage And Synthesis

Chemical Properties

Yellow to Green Solid

Uses

1,5-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.

Uses

Important 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.

Uses

1,5-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.

Definition

ChEBI: A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5.

Purification Methods

Purify 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.]

1,5-DIHYDROXYANTHRAQUINONE Preparation Products And Raw materials

Raw materials

Preparation Products

1,5-DIHYDROXYANTHRAQUINONESupplier

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