5-(TRIFLUOROMETHYL)NICOTINONITRILE Chemical Properties

Melting point:

46-47°C

Boiling point:

204.4±35.0 °C(Predicted)

Density 

1.37±0.1 g/cm3(Predicted)

Flash point:

82℃

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

-0?+-.0.20(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25-37/38-41

Safety Statements 

7/9-22-24/25-26-36/37/39-45-51

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

5-(TRIFLUOROMETHYL)NICOTINONITRILE Usage And Synthesis

Synthesis

Example 1.1.27: Synthesis of (5-(trifluoromethyl)pyridin-3-yl)methanamine: 3-bromo-5-(trifluoromethyl)pyridine (1.0 g, 4.42 mmol, 1 eq.) was dissolved in 20 mL of anhydrous DMF. The solution was degassed by argon bubbling. Zinc cyanide (Zn(CN)2, 0.312 g, 2.65 mmol, 0.6 eq.) and tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) were subsequently added and the resulting reaction mixture was heated to 80 °C and stirred overnight. Upon completion of the reaction, the mixture was cooled to room temperature and diluted with ether (Et2O). The organic and aqueous layers were separated by adding 28% ammonia (NH4OH) with continuous stirring. The organic layer was sequentially washed three times with water, once with brine and dried with anhydrous sodium sulfate (Na2SO4). After filtration to remove inorganic salts, the filtrate was concentrated under reduced pressure. Finally, it was purified by silica gel fast column chromatography to obtain 5-(trifluoromethyl)nicotinonitrile (0.310 g, 1.95 mmol, 44% yield).

References

[1] Patent: WO2009/42694, 2009, A1. Location in patent: Page/Page column 84

5-(TRIFLUOROMETHYL)NICOTINONITRILE(951624-83-2)Related Product Information

• 5-(Trifluoromethyl)pyridin-2-amine
• 4-Trifluoromethyl-pyridine-2-carbonitrile
• 4-(Trifluoromethyl)nicotinonitrile
• 5-(Trifluoromethyl)pyridine-2-carboxylic acid
• 4-Amino-3-(trifluoromethyl)pyridine
• 5-Trifluoromethyl-pyridin-3-ylamine
• 4-Bromo-3-(trifluoromethyl)pyridine
• 3-(TRIFLUOROMETHYL)ISONICOTINIC ACID
• 2-Bromo-4-(trifluoromethyl)pyridine
• 3-Bromo-5-(trifluoromethyl)pyridine
• 4-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXYLIC ACID
• 4-(Trifluoromethyl)nicotinic acid
• 3-Bromo-4-trifluoromethylpyridine
• 2-Chloro-5-trifluoromethyl-nicotinonitrile
• 6-METHOXY-5-(TRIFLUOROMETHYL)-3-PYRIDINECARBONITRILE
• 3-METHYL-5-(TRIFLUOROMETHYL)PYRIDINE
• 5-(TRIFLUOROMETHYL)NICOTINONITRILE
• 2-hydroxy-5-trifluoromethyl-nicotinonitrile