2-HYDROXYANTHRACENE
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
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)
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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