| Identification | More | [Name]
2-(Trifluoromethyl)pyridine | [CAS]
368-48-9 | [Synonyms]
2-(TRIFLUOROMETHYL)PYRIDINE
ALPHA,ALPHA,ALPHA-TRIFLUORO-2-PICOLINE
Pyridine, 2-(trifluoromethyl)-
à,à,à-trifluoro-2-picoline
α,α,α-trifluoro-2-picoline
2-trifluoromethylpyridine UNDRE RD
2-(CF3)-Pyridine | [EINECS(EC#)]
626-032-0 | [Molecular Formula]
C6H4F3N | [MDL Number]
MFCD02183562 | [Molecular Weight]
147.1 | [MOL File]
368-48-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
139-141 °C | [density ]
1.275 g/mL at 25 °C
| [refractive index ]
n20/D 1.419
| [Fp ]
109 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in most organic solvents. | [form ]
clear liquid | [pka]
0.60±0.12(Predicted) | [color ]
Colorless to Light yellow | [Detection Methods]
GC | [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) | [Storage Precautions]
Heat sensitive;Store under nitrogen |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS07 | [Signal word ]
Warning | [Hazard statements ]
H226-H315-H319-H335 | [Precautionary statements ]
P210-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,F | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Flammable/Irritant | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
2933399990 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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 |
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