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2-(Trifluoromethyl)pyridine
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Name

2-(Trifluoromethyl)pyridine

 EINECS 206-708-8
CAS No. 368-48-9 Density 1.266 g/cm3
PSA 12.89000 LogP 2.10040
Solubility N/A Melting Point N/A
Formula C6H4F3N Boiling Point 115.3 °C at 760 mmHg
Molecular Weight 147.1 Flash Point 23.5 °C
Transport Information UN 1993 3/PG 3 Appearance brown liquids
Safety 16-26-36 Risk Codes 10-36/37/38
Molecular Structure Molecular Structure of 368-48-9 (2-(Trifluoromethyl)pyridine) Hazard Symbols IrritantXi, FlammableF
Synonyms

α,α,α-Trifluoro-2-picoline;2-(1,1,1-Trifluoromethyl)pyridine;

Article Data 49

2-(Trifluoromethyl)pyridine Synthetic route

109-04-6

2-bromo-pyridine

81290-20-2

(trifluoromethyl)trimethylsilane

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
Stage #1: (trifluoromethyl)trimethylsilane With silver fluoride In N,N-dimethyl-formamide at 20℃; for 0.333333h;
Stage #2: With copper In N,N-dimethyl-formamide for 4h;
Stage #3: 2-bromo-pyridine In N,N-dimethyl-formamide at 90℃; for 5h;		79%
109-04-6

2-bromo-pyridine

129946-88-9

Umemoto's reagent

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 0 - 80℃; for 4h; Inert atmosphere;96%
5029-67-4

2-iodopyridine

N-methyl-2-phenyl-2-trifluoromethylbenzimidazoline

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With potassium carbonate; copper(l) chloride at 60℃; for 48h; Inert atmosphere;57%
With copper(l) iodide; 4,4'-Dimethoxy-2,2'-bipyridin; potassium carbonate In benzonitrile at 90℃; for 48h;80 %Spectr.
109-04-6

2-bromo-pyridine

431-47-0

trifluoroacetic acid-methyl ester

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With cesium fluoride; copper(l) iodide In N,N-dimethyl-formamide at 180℃; for 8h;45%
5029-67-4

2-iodopyridine

81290-20-2

(trifluoromethyl)trimethylsilane

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 25℃; for 6h;68%
109-04-6

2-bromo-pyridine

88986-32-7

methyl 3-oxa-ω-fluorosulfonylperfluoropentanoate

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With copper(l) iodide In N,N-dimethyl-formamide at 120℃; for 8h;70%
109-04-6

2-bromo-pyridine

77152-08-0

trifluoromethylcopper(I)

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With triethylamine tris(hydrogen fluoride) In N,N-dimethyl-formamide at 80℃; for 8h; Inert atmosphere;90 %Spectr.
With triethylamine tris(hydrogen fluoride) In N,N-dimethyl-formamide at 80℃; for 20h;57 %Spectr.
109-09-1

2-chloropyridine

88986-32-7

methyl 3-oxa-ω-fluorosulfonylperfluoropentanoate

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With copper(l) iodide In N,N-dimethyl-formamide at 120℃; for 8h;64%
39890-95-4

2-chloro-6-trifluoromethylpyridine

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With N,N-dimethyl-ethanamine; hydrogen; palladium on activated charcoal In acetic acid methyl ester for 1.5h;
109-04-6

2-bromo-pyridine

Potassium; difluoro-(1,1,2,2-tetrafluoro-2-fluorosulfonyl-ethoxy)-acetate

368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With copper(l) iodide In N,N-dimethyl-formamide at 45℃; for 8h;52%

2-(Trifluoromethyl)pyridine Specification

The 2-Trifluoromethylpyridine is an organic compound with the formula C6H4F3N. The IUPAC name of this chemical is 2-(trifluoromethyl)pyridine. With the CAS registry number 368-48-9, it is also named as Pyridine, 2-(trifluoromethyl)-. The product's categories are pharmacetical; Pyridines; Pyridine.

Physical properties about 2-Trifluoromethylpyridine are: (1)ACD/LogP: 1.30; (2)ACD/LogD (pH 5.5): 1.3; (3)ACD/LogD (pH 7.4): 1.3; (4)ACD/BCF (pH 5.5): 5.71; (5)ACD/BCF (pH 7.4): 5.71; (6)ACD/KOC (pH 5.5): 121.06; (7)ACD/KOC (pH 7.4): 121.06; (8)#H bond acceptors: 1 ; (9)Polar Surface Area: 12.89 Å2; (10)Index of Refraction: 1.418; (11)Molar Refractivity: 29.32 cm3; (12)Molar Volume: 116.1 cm3; (13)Polarizability: 11.62×10-24cm3; (14)Surface Tension: 24.5 dyne/cm; (15)Density: 1.266 g/cm3; (16)Flash Point: 23.5 °C; (17)Enthalpy of Vaporization: 33.9 kJ/mol; (18)Boiling Point: 115.3 °C at 760 mmHg; (19)Vapour Pressure: 22.8 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-iodo-pyridine and bis-trifluoromethyl-mercury. This reaction will need reagent Cu, Dimethylacetamide. The yield is about 74%.



Uses of 2-Trifluoromethylpyridine: it can be used to produce 6-trifluoromethyl-pyridine-2-carboxylic acid at temperature of -75 °C. It will need reagent 2-(dimethylamino)ethanol, butyllithium and solvent diethyl ether, hexane with reaction time of 2 hours. The yield is about 71%.

When you are using this chemical, please be cautious about it as the following:
It is flammable. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and keep away from sources of ignition - No smoking.

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(F)c1ncccc1
(2)InChI: InChI=1/C6H4F3N/c7-6(8,9)5-3-1-2-4-10-5/h1-4H
(3)InChIKey: ATRQECRSCHYSNP-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C6H4F3N/c7-6(8,9)5-3-1-2-4-10-5/h1-4H
(5)Std. InChIKey: ATRQECRSCHYSNP-UHFFFAOYSA-N

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