3-(DIFLUOROMETHOXY)BROMOBENZENE Chemical Properties

Boiling point:

196-197 °C(lit.)

Density 

1.585 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.502(lit.)

Flash point:

199 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Light yellow

CAS DataBase Reference

262587-05-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29093090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-(DIFLUOROMETHOXY)BROMOBENZENE Usage And Synthesis

Chemical Properties

liquid

Synthesis

1. In a dry reaction flask, 3-bromophenol (1.28 g, 7.39 mmol) was dissolved in DMF (12.0 mL). 2. Sodium 2-chloro-2,2-difluoroacetate (2.82 g, 18.49 mmol) and Cs2CO3 (4.82 g, 14.79 mmol) were added sequentially. 3. the reaction mixture was heated to 100 °C. Note that gas is released during the reaction and caution should be exercised. 4. After 2 hours of reaction, cool to room temperature and dilute the reaction mixture with EtOAc. 5. 5. Wash the organic layer with water and brine, and then extract the aqueous phase with EtOAc three times. 6. 6. All organic layers were combined, dried with anhydrous magnesium sulfate, filtered and concentrated. 7. The crude product was purified by silica gel column chromatography (eluent: 0-5% EtOAc in hexane solution) to afford the target compound T18.1 as an oil in 61% yield. The product could be used in the next reaction without further purification.

References

[1] Patent: WO2010/45258, 2010, A2. Location in patent: Page/Page column 179; 180
[2] Patent: WO2009/111056, 2009, A1. Location in patent: Page/Page column 151-152

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