1-Bromo-3-fluoro-5-nitrobenzene Chemical Properties

Boiling point:

247.2±20.0 °C(Predicted)

Density 

1.808±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Yellow

CAS DataBase Reference

7087-65-2

Safety Information

RIDADR 

UN2810

HazardClass 

6.1

HS Code 

2904990090

1-Bromo-3-fluoro-5-nitrobenzene Usage And Synthesis

Synthesis

General procedure for the synthesis of 1-bromo-3-fluoro-5-nitrobenzene from 2-bromo-4-fluoro-6-nitroaniline: To a solution of 2-bromo-4-fluoro-6-nitroaniline (702 mg, 3 mmol) in ethanol (3 mL) was added 6 mL of 60% sulphuric acid at 0 °C, followed by the slow addition of sodium nitrite (414 mg, 6 mmol) in batches. After addition, stirring was continued for 1 hour while maintaining the reaction temperature at 0-5 °C. Subsequently, ferrous sulfate heptahydrate (4.38 g, 6 mmol) was added and the resulting mixture was continued to be stirred for 3 hours. After completion of the reaction, the mixture was concentrated, water was added and the aqueous phase was extracted with dichloromethane (20 mL x 3). The organic layers were combined, washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by preparative thin layer chromatography (TLC) with the eluent dichloromethane/methanol = 60/1 to afford the target product 1-bromo-3-fluoro-5-nitrobenzene (yellow solid, 448 mg, 68% yield).

References

[1] Patent: WO2016/161145, 2016, A1. Location in patent: Paragraph 00704
[2] Journal of Antibiotics, 1994, vol. 47, # 12, p. 1456 - 1465
[3] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 23, p. 3397 - 3402
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 11, p. 3243 - 3247

1-Bromo-3-fluoro-5-nitrobenzene(7087-65-2)Related Product Information

• 2-BROMO-6-FLUORO-4-NITROANISOLE
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• 4-Bromo-2-fluoroaniline
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