4-Bromo-1-fluoro-2-nitrobenzene Chemical Properties

Melting point:

18-19 °C (lit.)

Boiling point:

240-241 °C (lit.)

Density 

1.786 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.575(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Difficult to mix.

form 

Liquid After Melting

color 

Clear yellow to brownish

BRN 

2329084

InChI

InChI=1S/C6H3BrFNO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

InChIKey

UQEANKGXXSENNF-UHFFFAOYSA-N

SMILES

C1(F)=CC=C(Br)C=C1[N+]([O-])=O

CAS DataBase Reference

364-73-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-20/21/22

Safety Statements 

36/37/39-26

RIDADR 

2810

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29049090

MSDS

• Language:English Provider:5-Bromo-2-fluoronitrobenzene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Bromo-1-fluoro-2-nitrobenzene Usage And Synthesis

Chemical Properties

Clear yellow to brownish liquid after melting

Uses

Used in the synthesis of anti-inflammatory agents.1

Uses

4-Bromo-1-fluoro-2-nitrobenzene is used in the synthesis of anti-inflammatory agents.

General Description

4-Bromo-1-fluoro-2-nitrobenzene undergoes Sonogashira reaction with 2-fluoronitrobenzene to afford predominantly the bromo displacement product.

Synthesis

General procedure for the synthesis of 4-bromo-1-fluoro-2-nitrobenzene from 1-fluoro-2-nitrobenzene: After completion of the reaction, the reaction mixture was cooled to room temperature and slowly poured into ice water. The product 2-fluoro-5-bromonitrobenzene in the aqueous phase was extracted with 200 mL of ethyl acetate, and the organic phases were combined and concentrated under reduced pressure to give a brown solid crude product. The crude product was purified by recrystallization from petroleum ether and analyzed by gas chromatography (GC) with a purity of 98%, and 227.1 g of the pure product was obtained after drying with a yield of 40.0%.

References

[1] Journal of the American Chemical Society, 2004, vol. 126, # 48, p. 15770 - 15776
[2] Patent: CN104530107, 2016, B. Location in patent: Paragraph 0026

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