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ChemicalBook >  Product Catalog >  Organic Chemistry >  Quinones >  2,6-Dibromoanthraquinone

2,6-Dibromoanthraquinone

Basic information Uses Safety Supplier Related

2,6-Dibromoanthraquinone Basic information

Product Name:
2,6-Dibromoanthraquinone
Synonyms:
  • 2,6-DIBROMOANTHRAQUINONE
  • 9,10-Anthracenedione,2,6-dibroMo-
  • 2,6-Dibromonathraquinone
  • 2,6-Dibromoanthraqui
  • 2,6-Dibromoanthracene-9,10-dione
  • 2,6-dibroMo-9,10-dihydroanthracene-9,10-dione
  • 9,10-Anthracenedione, 2,6-dibroMo- 2,6-DibroMoanthracene-9,10-dione
  • 2,6-Dibromoanthracene-9,1-dione
CAS:
633-70-5
MF:
C14H6Br2O2
MW:
366
EINECS:
1592732-453-0
Product Categories:
  • Anthracene derivatives
  • Electronic Chemicals
  • Anthraquinones
  • Chloroanthraquine, etc.
  • Anthracene series
Mol File:
633-70-5.mol
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2,6-Dibromoanthraquinone Chemical Properties

Melting point:
290 °C
Boiling point:
491.8±45.0 °C(Predicted)
Density 
1.911±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
color 
Light yellow to Brown
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Safety Information

HS Code 
2914.69.9000
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2,6-Dibromoanthraquinone Usage And Synthesis

Uses

2,6-Dibromoanthraquinone is an organic raw material that can be widely used in the preparation of organic light-emitting materials.

Chemical Properties

Yellow crystalline powder

Synthesis

131-14-6

633-70-5

Synthesis Example 2: Synthesis of Compound 8 2-1) Synthesis of 2,6-dibromoanthraquinone In a 10L flask, 198.2 g (1.5 mol) of tert-butyl nitrite and 279.1 g (1.2 mol) of copper (II) bromide were dissolved in 6000 ml of acetonitrile. After raising the temperature of the reaction system to 65 °C, 119.1 g (0.5 mol) of 2,6-diaminoanthraquinone was slowly added and the addition process lasted for 5 min. After the nitrogen generation stopped, the reaction mixture was cooled to room temperature. Subsequently, 3.6 L of aqueous 2N hydrochloric acid was added to the reaction mixture and stirred until the solid precipitated. The solid product was collected by filtration, washed sequentially with excess water, methanol and acetone, and dried to give 2,6-dibromoanthraquinone (180 g, 98.4% yield).

References

[1] Patent: EP2292604, 2011, A2. Location in patent: Page/Page column 23
[2] Angewandte Chemie - International Edition, 2018,
[3] Angew. Chem., 2018, vol. 130, # 48, p. 15907 - 15911,5
[4] Tetrahedron, 2014, vol. 70, # 2, p. 262 - 269
[5] Tetrahedron, 2017, vol. 73, # 40, p. 5892 - 5899

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