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391604-55-0

391604-55-0 Structure

391604-55-0 Structure
IdentificationBack Directory
[Name]

2-(2,4-DIFLUOROPHENYL)PYRIDINE
[CAS]

391604-55-0
[Synonyms]

2-(2,4-Difluorophenyl)pyridine
2-(2,4-Difluorophenyl)pyridine>
Pyridine, 2-(2,4-difluorophenyl)-
2-(2,4-Difluorophenyl)pyridine 97%
2-(2,4-Difluorophenyl)pyridine, min. 97%
2-(2,4-DIFLUOROPHENYL)PYRIDINE ISO 9001:2015 REACH
[Molecular Formula]

C11H7F2N
[MDL Number]

MFCD07787526
[MOL File]

391604-55-0.mol
[Molecular Weight]

191.18
Chemical PropertiesBack Directory
[density ]

1.254 g/mL at 25 °C
[refractive index ]

n20/D1.570
[Fp ]

103℃
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

crystal
[pka]

3.91±0.25(Predicted)
[color ]

white
[Boiling point ]

95°C/0.4 mmHg
[InChI]

1S/C11H7F2N/c12-8-4-5-9(10(13)7-8)11-3-1-2-6-14-11/h1-7H
[InChIKey]

SSABEFIRGJISFH-UHFFFAOYSA-N
[SMILES]

Fc1ccc(c(F)c1)-c2ccccn2
Safety DataBack Directory
[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
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[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]

2-Bromopyridine

109-04-6

2,4-Difluorophenylboronic acid

144025-03-6

2-(2,4-DIFLUOROPHENYL)PYRIDINE

391604-55-0

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
Spectrum DetailBack Directory
[Spectrum Detail]

2-(2,4-DIFLUOROPHENYL)PYRIDINE(391604-55-0)1HNMR
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