2,4-Difluorobenzyl bromide Chemical Properties

Melting point:

18 °C

Boiling point:

28 °C

Density 

1.613 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.525(lit.)

Flash point:

104 °F

storage temp. 

Inert atmosphere,2-8°C

form 

Liquid

Specific Gravity

1.63

color 

Clear yellow

Sensitive 

Lachrymatory

BRN 

4177539

CAS DataBase Reference

23915-07-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,F

Risk Statements 

10-34-42/43-36

Safety Statements 

23-26-36/37/39-45-25-16

RIDADR 

UN 2920 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive/Lachrymatory

HazardClass 

8

PackingGroup 

III

HS Code 

29039990

MSDS

• Language:English Provider:1-(Bromomethyl)-2,4-difluorobenzene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4-Difluorobenzyl bromide Usage And Synthesis

Chemical Properties

CLEAR YELLOW LIQUID

Uses

2,4-Difluorobenzyl bromide has been used in the preparation of:

• novel 1,2,4-triazolium derivatives
• 1,5-biaryl pyrrole EP₁ receptor antagonists

Synthesis

The general procedure for the synthesis of 2,4-difluorobenzyl bromide from 2,4-difluorobenzyl alcohol was as follows: to a solution of diethyl ether (10 mL) of 2,4-difluorobenzyl alcohol (450 mg, 3.12 mmol) was slowly added phosphorus tribromide (0.2 mL, 2.18 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction (monitored by thin layer chromatography), the reaction was quenched with ice water (20 mL) and extracted with ethyl acetate (2 x 20 mL). The organic layers were combined, washed sequentially with water (40 mL) and saturated saline (40 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the crude product. Purification by silica gel column chromatography with 5% ethyl acetate/hexane as eluent gave 2,4-difluorobenzyl bromide (420 mg, 2.02 mmol, 65% yield) as a colorless liquid.1H NMR (200 MHz, CDCl3): δ 7.43-7.31 (m, 1H), 6.92-6.77 (m, 2H), 4.48 (s, 2H).

References

[1] Patent: US2012/329788, 2012, A1. Location in patent: Page/Page column 26

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