2-Fluoro-3-trifluoromethylpyridine Chemical Properties

Boiling point:

134-137 °C

Density 

1.371±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-2.86±0.10(Predicted)

form 

liquid

color 

Clear, colourless

CAS DataBase Reference

65753-52-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn,T

Risk Statements 

20/21/22-36/37/38-36-25

Safety Statements 

26-36/37/39-36-45

HazardClass 

IRRITANT

HS Code 

2933399990

2-Fluoro-3-trifluoromethylpyridine Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

2-Fluoro-3-(trifluoromethyl)pyridine is a useful synthetic intermediate. It is used to prepare antihypertensive β-?adrenergic blocking agents. It is also used to synthesize HCV NS5B thumb pocket 2 allosteric inhibitors.

Synthesis

General procedure for the synthesis of 2-chloro-3-trifluoromethylpyridine from 2-chloro-3-trifluoromethylpyridine: In a desiccator, anhydrous tetramethylammonium fluoride (NMe4F, 18.6 mg, 0.2 mmol, 2 eq.) and 2-chloro-3-trifluoromethylpyridine (0.1 mmol, 1 eq.) were accurately weighed in a 4 mL sample vial, in which a micro stirring bar was placed in advance. Subsequently, N,N-dimethylformamide (DMF, 0.5 mL) was added as solvent. The sample bottle was removed from the desiccator and the reaction was stirred at room temperature for 24 hours unless otherwise stated. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the internal standard (1,3,5-trifluorobenzene, 100 μL of 0.5 M toluene solution) was added. An appropriate amount of the reaction mixture was taken and analyzed by fluorine-19 nuclear magnetic resonance (59F NMR) spectroscopy and gas chromatography-mass spectrometry (GCMS).

References

[1] Chemistry Letters, 1993, # 3, p. 509 - 512
[2] Organic Letters, 2015, vol. 17, # 8, p. 1866 - 1869
[3] Journal of Organic Chemistry, 2015, vol. 80, # 24, p. 12137 - 12145
[4] Patent: WO2017/24167, 2017, A1. Location in patent: Page/Page column 29; 33
[5] Patent: CN108003093, 2018, A. Location in patent: Paragraph 0008; 0017; 0020; 0023

2-Fluoro-3-trifluoromethylpyridine(65753-52-8)Related Product Information

• Azamethiphos
• 3-Trifluoromethylpyridine
• Trifluoromethanesulfonic anhydride
• 2-Fluoro-5-trifluoromethylpyridine
• 2-(Trifluoromethyl)pyridine
• 4-Methylpyridine
• 2-Fluoro-3-methylpyridine
• 2-Fluoro-6-trifluoromethylpyridine
• 4-(Trifluoromethyl)pyridine
• (Trifluoromethyl)trimethylsilane
• 2,4,6-Collidine
• 2-Chloro-5-chloromethylpyridine
• 3-（trifluoromethyl) Cinnamaldehyde
• Pyridine
• 3-(Trifluoromethyl)benzaldehyde
• Fluorine
• 5-Chloro-2-fluoro-3-(trifluoromethyl)pyridine
• 2-Fluoro-3-trifluoromethylpyridine