2-(2,4-DIFLUOROPHENYL)PYRIDINE Chemical Properties

Density 

1.254 g/mL at 25 °C

refractive index 

n20/D1.570

Flash point:

103℃

storage temp. 

Inert atmosphere,Room Temperature

form 

crystal

pka

3.91±0.25(Predicted)

color 

white

Boiling point:

95°C/0.4 mmHg

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41-36/37/38

Safety Statements 

26-39-24/25

WGK Germany 

3

TSCA 

No

HS Code 

29333990

2-(2,4-DIFLUOROPHENYL)PYRIDINE Usage And Synthesis

Chemical Properties

Colorless to dark yellow liquid

Uses

Ligand used in a blue-light emitting Ir(III) complexes suitable for use as phosphorescent OLEDs.

Synthesis

General procedure for the synthesis of 2-(2,4-difluorophenyl)pyridine from 2-bromopyridine and 2,4-difluorophenylboronic acid: 2-bromopyridine (2.01 mL, 21.1 mmol), 2,4-difluorophenylboronic acid (4.00 g, 25.3 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.732 g, 0.633 mmol) were added to a reflux condenser equipped with a round bottom flask and dissolved in 50 mL of tetrahydrofuran (THF). Subsequently, 30 mL of 2 M sodium carbonate (Na2CO3) aqueous solution was added to the reaction system. The reaction mixture was heated to reflux at 70°C for 24 hours. After completion of the reaction, it was cooled to room temperature and the crude reaction mixture was poured into water and extracted with dichloromethane (CH2Cl2, 50 mL x 3). The organic phases were combined and dried with anhydrous magnesium sulfate. Purification by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4:1, v/v) afforded the target product 2-(2,4-difluorophenyl)pyridine (dfppy 1) as a colorless liquid (3.90 g, 97% yield).

References

[1] Journal of the American Chemical Society, 2005, vol. 127, # 36, p. 12438 - 12439
[2] Inorganic Chemistry, 2017, vol. 56, # 19, p. 11565 - 11576
[3] Patent: US2012/273765, 2012, A1. Location in patent: Page/Page column 23-24
[4] Chemical Science, 2016, vol. 8, # 1, p. 348 - 360
[5] Patent: US2006/237715, 2006, A1. Location in patent: Page/Page column 11; 13

2-(2,4-DIFLUOROPHENYL)PYRIDINE(391604-55-0)Related Product Information

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