2,8-DIBROMODIBENZOFURAN Chemical Properties

Melting point:

226℃

Boiling point:

396℃

Density 

1.886

Flash point:

193℃

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Light yellow

InChI

InChI=1S/C12H6Br2O/c13-7-1-3-11-9(5-7)10-6-8(14)2-4-12(10)15-11/h1-6H

InChIKey

UFCZRCPQBWIXTR-UHFFFAOYSA-N

SMILES

O1C2=CC=C(Br)C=C2C2=CC(Br)=CC=C12

Safety Information

HS Code 

2932.99.7000

2,8-DIBROMODIBENZOFURAN Usage And Synthesis

Application

2,8-Dibromodibenzofuran is an organic synthesis intermediate and a pharmaceutical intermediate, mainly used in laboratory research and development processes and chemical production processes.

Synthesis

General procedure for the synthesis of 2,8-dibromodibenzofuran from dibenzofuran: 1a) Synthesis of 2,8-dibromodibenzofuran: A solution of bromine (92.6 g, 0.58 mol) in acetic acid (54 g) was added slowly and dropwise at 75 °C to a solution of dibenzofuran (23.2 g, 0.14 mol) in acetic acid (232 g). The reaction mixture was stirred continuously at 75°C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into deionized water. The precipitated orange solid was washed sequentially with aqueous sodium thiosulfate and deionized water. The crude product was purified by recrystallization from n-hexane to give a white solid product in 38% yield with a melting point of 226 °C. The structure of the product was confirmed by 1H-NMR (CDCl3, ppm): 7.65 (d, 2H), 7.59 (dd, 2H), 8.03 (d, 2H).

References

[1] Organic Letters, 2010, vol. 12, # 15, p. 3438 - 3441
[2] New Journal of Chemistry, 2015, vol. 39, # 3, p. 2096 - 2105
[3] Patent: WO2016/172255, 2016, A1. Location in patent: Page/Page column 101; 102
[4] Patent: KR101638767, 2016, B1. Location in patent: Paragraph 0117-0120
[5] Patent: EP2711363, 2014, A1. Location in patent: Paragraph 0252; 0253; 0254

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