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1,4-Dihydroxyanthraquinone

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1,4-Dihydroxyanthraquinone Basic information
1,4-Dihydroxyanthraquinone Chemical Properties
  • Melting point:195-200 °C
  • Boiling point:450 °C
  • Density 1.3032 (rough estimate)
  • vapor density 8.3 (vs air)
  • vapor pressure 1 mm Hg ( 196.7 °C)
  • refractive index 1.5430 (estimate)
  • Flash point:222 °C
  • storage temp. Store below +30°C.
  • solubility <1g/l
  • pkapK (18°) 9.51
  • Colour Index 58050
  • form powder
  • color red-brown
  • Water Solubility <1 g/L (20 ºC)
  • Merck 14,8064
  • BRN 1914036
  • InChIKeyGUEIZVNYDFNHJU-UHFFFAOYSA-N
  • CAS DataBase Reference81-64-1(CAS DataBase Reference)
  • NIST Chemistry Reference9,10-Anthracenedione, 1,4-dihydroxy-(81-64-1)
  • EPA Substance Registry SystemQuinizarin (81-64-1)
Safety Information
MSDS
1,4-Dihydroxyanthraquinone Usage And Synthesis
  • Chemical Propertiesorange to red-brown crystalline powder
  • UsesAntioxidant in synthetic lubricants, dyes.
  • Uses1,4-Dihydroxyanthraquinone, also known as quinizarin, is of great importance in manufacturing disperse, acid, and vat dyes.
  • Preparationcommonly known as Quinizarin. (a) Boric acid, boric acid and mercury, boric acid and nitrous acid or nitrous acid and mercury in the presence of Anthracene-9,10-dione with sulfuric acid; (b) In the presence of boric acid and nitrous acid, treated with sulfuric acid ?1-Hydroxyanthracene-9,10-dione or 2-Hydroxyanthracene-9,10-dione, (c)In the presence of boric acid, treated with sulfuric acid 1-Hydroxy-4-nitroanthracene-9,10-dione?or?1,4-Dichloroanthracene-9,10-dione?; (d) in the Boric acid and where did in the presence of sulfuric acid, Phthalic anhydride and 4-Chlorophenol?or Hydroquinone condensation, closed loop.
  • DefinitionChEBI: A dihydroxyanthraquinone having the two hydroxy substituents at the 1- and 4-positions; formally derived from anthraquinone by replacement of two hydrogen atoms by hydroxy groups
  • Synthesis Reference(s)Synthesis, p. 633, 1974 DOI: 10.1055/s-1974-23387
    Tetrahedron Letters, 28, p. 1533, 1987 DOI: 10.1016/S0040-4039(01)81035-2
  • Safety ProfilePoison by intravenous route. Moderately toxic by intraperitoneal route. Mutation data reported. An eye irritant. A weak allergen. When heated todecomposition it emits acrid smoke and irritating fumes.
  • Purification MethodsCrystallise quinizarin from glacial acetic acid. [Beilstein 8 H 450, 8 IV 3260.]
  • Properties and Applicationsorange. Orange red powder. Insoluble in water, soluble in ether, in strong base in certain solubility, but soluble in organic solvent oil, etc. In concentrated sulfuric acid in green yellow fluorescence. Mainly used for oil coloring. Also used in all kinds of plastic and resin, light industry products coloring.
1,4-Dihydroxyanthraquinone Preparation Products And Raw materials
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