2-FLUOROISONICOTINONITRILE Chemical Properties

Melting point:

29-34 °C

Boiling point:

204.9±20.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

Flash point:

82 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to lump

pka

-3.79±0.10(Predicted)

color 

White to Almost white

Water Solubility 

Insoluble in water.

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-37/38-41

Safety Statements 

26-36/37

RIDADR 

UN3439

WGK Germany 

1

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333990

2-FLUOROISONICOTINONITRILE Usage And Synthesis

Uses

4-Cyano-2-fluoropyridine is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Synthesis

General procedure for the synthesis of 4-cyano-2-fluoropyridine from 2-chloro-4-cyanopyridine: 2-chloro-4-cyanopyridine (6.0 g, 43.5 mmol), potassium fluoride (7.56 g, 130.3 mmol), and tetrabutylphosphonium bromide (14.8 g, 43.7 mmol) were dissolved in 1-methyl-2-pyrrolidinone (20 mL) and heated to 100° C. The reaction was carried out at 100° C for 18 h. The reaction was carried out in the following manner. C for 18 hours. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate (EtOAc). The organic phase was washed sequentially with water and brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford the target product 4-cyano-2-fluoropyridine (2.3 g, 43% yield). The mass spectrum (ES) showed m/z 123.1 ([M + H]+). NMR hydrogen spectrum (400 MHz, CDCl3) δ 8.43 (d, 1H, J = 5.2 Hz), 7.45 (m, 1H), 7.22 (m, 1H).

References

[1] Patent: WO2005/66126, 2005, A1. Location in patent: Page/Page column 60
[2] Patent: WO2010/25451, 2010, A2. Location in patent: Page/Page column 50
[3] Patent: US2011/54173, 2011, A1. Location in patent: Page/Page column 30
[4] Patent: WO2011/25505, 2011, A1. Location in patent: Page/Page column 64
[5] Journal of Organic Chemistry, 2015, vol. 80, # 24, p. 12137 - 12145

2-FLUOROISONICOTINONITRILE(3939-14-8)Related Product Information

• 2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile
• 2-Cyano-6-fluoropyridine
• 3-Cyano-2-fluoropyridine
• N-Benzyloxycarbonyl-(2S,4R)-2-cyano-4-fluoropyrrolidine
• 2-Cyano-5-fluoropyridine
• 5-Cyano-2-fluoropyridine
• 2-Cyano-3-fluoropyridine
• 2,3,5,6-TETRAFLUORO-4-PYRIDINE-CARBONITRILE
• 2-FLUOROISONICOTINONITRILE
• 2,6-DIFLUORO-4-CYANO-PYRIDINE