2-(Trifluoromethyl)pyridine Chemical Properties

Boiling point:

139-141 °C

Density 

1.275 g/mL at 25 °C

refractive index 

n20/D 1.419

Flash point:

109 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Soluble in most organic solvents.

pka

0.60±0.12(Predicted)

form 

clear liquid

color 

Colorless to Light yellow

BRN 

3112

InChI

InChI=1S/C6H4F3N/c7-6(8,9)5-3-1-2-4-10-5/h1-4H

InChIKey

ATRQECRSCHYSNP-UHFFFAOYSA-N

SMILES

C1(C(F)(F)F)=NC=CC=C1

CAS DataBase Reference

368-48-9(CAS DataBase Reference)

NIST Chemistry Reference

2-(CF3)-pyridine(368-48-9)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

10-36/37/38

Safety Statements 

16-26-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Flammable/Irritant

HazardClass 

3

PackingGroup 

III

HS Code 

2933399990

MSDS

• Language:English Provider:2-(Trifluoromethyl)pyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-(Trifluoromethyl)pyridine Usage And Synthesis

Uses

Lithiation with n-BuLi/LiOCH2CH2NMe2?takes place at the 6-position, affording access to 6-substituted derivatives. With LiTMP?. It is a building block in heterocycle synthesis.

Synthesis Reference(s)

Synthesis, p. 932, 1980 DOI: 10.1055/s-1980-29276

Synthesis

AgF (1.27 g, 10 mmol) was dissolved in 10 mL of DMF at room temperature and stirred thoroughly. Subsequently, Me3SiCF3 (1.7 g, 12 mmol) was added to the mixture and stirring was continued for 20 minutes. Next, copper powder (1.0 g, 15 mmol) was added and the reaction mixture was stirred for 4 hours to ensure complete formation of CuCF3. Then, the corresponding halogenated compound (9 mmol, 4.5 mmol for 2,6-dibromopyridine) was added and the reaction mixture continued to be stirred under the conditions listed in Table 1. The progress of the reaction was monitored by 19F NMR spectroscopy until the signal of CuCF3 completely disappeared and the reaction was terminated. Upon completion of the reaction, the mixture was filtered to remove the solid precipitate and the filtrate was poured into 50 mL of water. The organic layer in the aqueous phase was extracted with ether and the extract was dried with MgSO4. Finally, the ether was removed by evaporation and the residue was purified by distillation under reduced pressure or crystallization to give the target product 2-trifluoromethylpyridine.

References

[1] Journal of Fluorine Chemistry, 2012, vol. 133, p. 67 - 71

2-(Trifluoromethyl)pyridine(368-48-9)Related Product Information

• Trifluoromethanesulfonic acid
• 2,6-Lutidine
• 3-Trifluoromethylpyridine
• Azamethiphos
• 2,4,6-Collidine
• 2-(Trifluoromethyl)benzoic acid
• 4-Methylpyridine
• 3-(Trifluoromethyl)benzaldehyde
• 3-Aminobenzotrifluoride
• Pyridine
• 4-(Trifluoromethyl)pyridine
• 7-CHLORO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE
• 3-BROMO-5-(TRIFLUOROMETHYL)PYRIDINE
• 2,8-BIS(TRIFLUOROMETHYL)-4-BROMOQUINOLINE
• 2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE
• 2-CHLORO-6-(TRIFLUOROMETHYL)PYRIDINE
• 2,8-Bis(trifluoromethyl)-4-quinolinol
• 3,4-BIS(TRIFLUOROMETHYL)PYRIDINE