7-Bromobenzo[b]furan Chemical Properties

Boiling point:

233.8±13.0 °C(Predicted)

Density 

1.608±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

Oil

color 

Colourless to Light Yellow

InChI

InChI=1S/C8H5BrO/c9-7-3-1-2-6-4-5-10-8(6)7/h1-5H

InChIKey

GPZPQJITKRSVQJ-UHFFFAOYSA-N

SMILES

O1C2=C(Br)C=CC=C2C=C1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-26-36/37/39

TSCA 

Yes

HS Code 

2932190090

7-Bromobenzo[b]furan Usage And Synthesis

Synthesis

1-Bromo-2-(2,2-diethoxyethoxy)benzene (0102-3) (3.33 g, 11.56 mmol, 1.0 eq.) was used as a feedstock and dissolved in dichloroethane (DCE) (60 mL). Subsequently, polyphosphoric acid (PPA) (11.72 g, 34.68 mmol, 3.0 equiv) was added. The air in the round-bottomed flask was displaced three times by nitrogen, and then the reaction was refluxed for 3 h at 83 °C. After completion of the reaction, dichloromethane (100 mL) was added to the reaction mixture and washed with deionized water (100 mL x 3). The organic phase was dried with anhydrous sodium sulfate and subsequently concentrated. Finally, purification by silica gel column chromatography (eluent: 100% petroleum ether) afforded the light yellow solid product 7-bromobenzofuran (1.336 g, yield: 58%).

References

[1] Patent: US6353008, 2002, B1. Location in patent: Page column 38
[2] Patent: CN108658908, 2018, A. Location in patent: Paragraph 0160; 0162
[3] Patent: WO2007/117560, 2007, A2. Location in patent: Page/Page column 140-141
[4] Heterocyclic Communications, 2010, vol. 16, # 4-6, p. 249 - 252
[5] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 7, p. 2007 - 2017

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