Basic information Safety Supplier Related

2-HYDROXYANTHRACENE

Basic information Safety Supplier Related

2-HYDROXYANTHRACENE Basic information

Product Name:
2-HYDROXYANTHRACENE
Synonyms:
  • 2-HYDROXYANTHRACENE
  • Anthracen-2-ol
  • 2-Anthracenol
  • 2-Anthrol
  • Anthracene-2-ol
  • 2-Anthracenol (9ci)
  • 2-Anthranol
  • 2-Anthrol (8ci)
CAS:
613-14-9
MF:
C14H10O
MW:
194.23
Mol File:
613-14-9.mol
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2-HYDROXYANTHRACENE Chemical Properties

Melting point:
166 °C(Solv: ethanol (64-17-5))
Boiling point:
290.68°C (rough estimate)
Density 
1.0550 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder to crystal
pka
9.57±0.30(Predicted)
color 
Light yellow to Brown
Water Solubility 
91.67mg/L(20 ºC)
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Safety Information

HS Code 
2907.19.8000
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2-HYDROXYANTHRACENE Usage And Synthesis

Definition

ChEBI: 2-anthrol is an anthrol.

Synthesis

605-32-3

613-14-9

General procedure for the synthesis of 2-hydroxyanthraquinone from 2-hydroxyanthracene: NaBH4 (3.8 g, 100 mmol) was dissolved in a 1 M Na2CO3 (150 mL) solution in a large 2 L beaker, isopropanol (25 mL) was added and the resulting solution was heated to boiling point. Subsequently, a 1M Na2CO3 (50 mL) solution of 2-hydroxyanthraquinone (2.5 g, 10 mmol) was added in batches under vigorous stirring and the foam was broken with a glass rod. The reaction mixture was heated at boiling point for 20 min, cooled to room temperature and acidified with 3M HCl. The product was filtered, washed thoroughly with water and finally dried with KOH in a vacuum desiccator for 2 days to give 2-hydroxyanthracene in yellow solid form (2 g, 93% yield). The product was pure enough to be used in the next step of the reaction without further purification.

References

[1] Tetrahedron, 2017, vol. 73, # 40, p. 5892 - 5899
[2] Journal of Heterocyclic Chemistry, 1985, vol. 22, # 3, p. 735 - 739
[3] Justus Liebigs Annalen der Chemie, 1882, vol. 212, p. 26
[4] Journal of the Chemical Society, 1922, vol. 121, p. 298
[5] Journal of the Chemical Society, 1923, vol. 123, p. 2036

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