2,3-Difluorobenzyl bromide Chemical Properties

Boiling point:

190.5±25.0 °C(Predicted)

Density 

1.628 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.528(lit.)

Flash point:

194 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

clear liquid

color 

Colorless to Light yellow

Specific Gravity

1.628

Sensitive 

Lachrymatory

BRN 

7089244

CAS DataBase Reference

113211-94-2(CAS DataBase Reference)

NIST Chemistry Reference

2,3-Difluorobenzyl bromide(113211-94-2)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-36/37/38

Safety Statements 

26-36/37/39-45-25-36/37

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

10-19-21

Hazard Note 

Corrosive/Lachrymatory

HazardClass 

8

PackingGroup 

III

HS Code 

29049090

MSDS

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

2,3-Difluorobenzyl bromide Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

2,3-Difluorobenzyl bromide was used in the synthesis of chemokine antagonists.

Synthesis

Step 2 (MW-S2): phosphorus tribromide (6.7 mL, 69.44 mmol) was added dropwise to a solution of diethyl ether (250 mL) of 2,3-difluorobenzyl alcohol (20 g, 138.88 mmol) at -10 °C. The reaction mixture was stirred at -10 °C for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution. The organic layer was separated and the aqueous layer was extracted with diethyl ether (2 x 100 mL). The combined organic layers were washed sequentially with water (100 mL), brine (100 mL), dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to give 20 g of 2,3-difluorobenzyl bromide (MW-52) as a light brown liquid, which can be used in the next reaction without further purification.

References

[1] Journal of Medicinal Chemistry, 1988, vol. 31, # 5, p. 1005 - 1009
[2] Patent: WO2014/140279, 2014, A1. Location in patent: Page/Page column 88; 170

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