oxanthranol Chemical Properties

Melting point:

102-103 °C

Boiling point:

475.0±18.0 °C(Predicted)

Density 

1.360±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

10.85±0.30(Predicted)

EPA Substance Registry System

9,10-Anthracenediol (4981-66-2)

oxanthranol Usage And Synthesis

Definition

ChEBI: 9,10-Dihydroxyanthracene is a member of anthracenes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 2572, 1963 DOI: 10.1021/jo01045a021

Synthesis

The general procedure for the synthesis of 9,10-anthracenediol from anthraquinone was as follows: a mixture of anthraquinone (104 mg, 0.5 mmol) and sodium sulfide nonahydrate (480 mg, 2.0 mmol) in ethanol (30 mL) was reacted for 2 h at 78 °C with stirring under argon protection. Upon completion of the reaction, the mixture was cooled to 10 °C and the unreacted anthraquinone was removed by rapid filtration to afford the product 9,10-anthracenediol with a mass of 93 mg (90% yield). The anthraquinone present in the filtrate was oxidized and precipitated in air to give a final 10 mg (10% yield).

References

[1] Russian Journal of General Chemistry, 2008, vol. 78, # 8, p. 1529 - 1532
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1992, vol. 31, # 11, p. 780 - 781
[3] Tetrahedron, 2017, vol. 73, # 44, p. 6334 - 6340
[4] Russian Journal of Physical Chemistry, 1989, vol. 63, # 1, p. 91 - 94
[5] Zhurnal Fizicheskoi Khimii, 1989, vol. 63, p. 177 - 182