3-Cyano-2-fluoropyridine Chemical Properties

Melting point:

27-30°C

Boiling point:

214.6±20.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

Flash point:

98℃

storage temp. 

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

form 

powder to lump

pka

-3.88±0.10(Predicted)

color 

White to Dark green

BRN 

386567

InChI

InChI=1S/C6H3FN2/c7-6-5(4-8)2-1-3-9-6/h1-3H

InChIKey

USIDQCCXMGJOJM-UHFFFAOYSA-N

SMILES

C1(F)=NC=CC=C1C#N

CAS DataBase Reference

3939-13-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38-5-36/38-22

Safety Statements 

26-36/37/39-36-24/25-23-3

RIDADR 

3276

WGK Germany 

3

Hazard Note 

Harmful/Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333990

MSDS

• Language:English Provider:3-Cyano-2-fluoropyridine
• Language:English Provider:ALFA

3-Cyano-2-fluoropyridine Usage And Synthesis

Uses

3-Cyano-2-fluoropyridine have been successfully used in preparation of compounds with diverse spectrum of biological activity.  Other 3-cyano-2-fluoropyridine can potentially be used as promising agents for the positron emission tomography (PET). Additionally, it has previously been demonstrated that 3-cyanopyridines can be transformed into -amides, -carboxylic acids, and -esters. 

Synthesis

General method: 2-chloro-3-cyanopyridine (1.00 g, 6.76 mmol) was dissolved in DMSO (33.8 ml) at room temperature, followed by the addition of CsF (2.053 g, 13.51 mmol). The reaction mixture was stirred in air at 110 °C for 20 hours. After completion of the reaction, the reaction was quenched with water at room temperature and extracted with EtOAc. The organic layer was separated, washed sequentially with water and brine, dried over anhydrous Na2SO4 and subsequently concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel as stationary phase and EtOAc in hexane as eluent) afforded 2-fluoro-3-cyanopyridine (0.639 g, 4.86 mmol, 71.9% yield) as a colorless oil. Compounds 3B'-8B' were prepared by a method similar to the synthetic procedure described above for 2B'.

References

[1] European Journal of Inorganic Chemistry, 2017, vol. 2017, # 2, p. 330 - 339
[2] Tetrahedron Letters, 2015, vol. 56, # 44, p. 6043 - 6046
[3] Heterocycles, 1992, vol. 34, # 8, p. 1507 - 1510
[4] Organic Letters, 2015, vol. 17, # 8, p. 1866 - 1869
[5] Journal of Organic Chemistry, 2015, vol. 80, # 24, p. 12137 - 12145

3-Cyano-2-fluoropyridine(3939-13-7)Related Product Information

• 3-Hydroxypyridine
• 3-Cyanopyridine
• 2-Chloro-3-cyanopyridine
• 2-Fluoropyridine
• Flupirtine
• Methylene dithiocyanate
• 3-Aminopyridine
• ETHYL 2-CYANOACRYLATE
• 2-Cyano-6-fluoropyridine
• 3-Fluoropyridine-4-carbonitrile
• 2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile
• 2-Chloro-5-cyano-3-fluoropyridine
• 2-Fluoro-3-methylpyridine
• 4-CYANO-2-FLUOROPYRIDINE
• 2-CYANO-3-FLUOROPYRIDINE,2-CYANO-3-FLUOROPYRIDINE,3-FLUORO-2-PYRIDINECARBONITRILE,2-Cyano-3-fluoropyridine, 97+%
• 5-Cyano-2-fluoropyridine
• 2-Cyano-4-fluoropyridine
• 3-CYANO-5-FLUOROPYRIDINE