• Name

  4-(Trifluoromethyl)nicotinonitrile

• EINECS
• CAS No. 13600-43-6
• Article Data9
• CAS DataBase
• Density 1.37 g/cm³
• Solubility
• Melting Point
• Formula C₇H₃F₃N₂
• Boiling Point 236.9 °C at 760 mmHg
• Molecular Weight 172.109
• Flash Point 97.1 °C
• Transport Information
• Appearance
• Safety 26-36-36/37
• Risk Codes 36/37/38-20/21/22
• Molecular Structure
• Hazard Symbols Xn, Xi
• Synonyms Nicotinonitrile,4-(trifluoromethyl)- (8CI);3-Cyano-4-(trifluoromethyl)pyridine;4-(Trifluoromethyl)-3-pyridinecarbonitrile;
• PSA 36.68000
• LogP 1.97208

Synthetic route

13600-42-5

2,6-dichloro-4-(trifluoromethyl)pyridine-3-carbonitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
With pyridine; hydrogen In ethanol at 30℃; under 760.051 Torr; for 4h; Reagent/catalyst; Temperature; Solvent; Green chemistry;	98.5%
With palladium on activated carbon; hydrogen; triethylamine In tetrahydrofuran for 4h; Time;	95.22%

59938-06-6, 17129-06-5

4-ethoxy-1,1,1-trifluoro-3-butene-2-one

19866-98-9

(E/Z)-3-aminoprop-2-enenitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
Stage #1: 4-ethoxy-1,1,1-trifluoro-3-butene-2-one; (E/Z)-3-aminoprop-2-enenitrile In ethanol for 3h; Reflux; Sealed tube; Stage #2: With sodium ethanolate In ethanol for 5h; Reagent/catalyst; Solvent; Reflux; Sealed tube;	96.7%

533932-97-7

(Z)-3-[(4,4,4-trifluoro-3-oxo-1-butenyl)amino]-2-propenenitrile

533932-96-6

(E)-3-[(4,4,4-trifluoro-3-oxo-1-butenyl)amino]-2-propenenitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 2h; Heating / reflux;	56.5%
With potassium carbonate In methanol for 2h; Heating / reflux;	32.7%

533932-97-7

(Z)-3-[(4,4,4-trifluoro-3-oxo-1-butenyl)amino]-2-propenenitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 2h; Heating / reflux;	47.2%

3-cyanopyridin-1-ium-1-yl tris(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)borate

81290-20-2

(trifluoromethyl)trimethylsilane

A

13600-43-6

4-(trifluoromethyl)nicotinonitrile

B

216431-85-5

6-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
Stage #1: 3-cyanopyridin-1-ium-1-yl tris(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)borate; (trifluoromethyl)trimethylsilane With tetrabutylammonium triphenyldifluorosilicate In ethyl acetate at -40℃; for 11h; Molecular sieve; Inert atmosphere; Stage #2: With bis-[(trifluoroacetoxy)iodo]benzene In ethyl acetate at 25℃; for 10h; Inert atmosphere; regioselective reaction;	A 45% B 18%

...Expand

533932-96-6

(E)-3-[(4,4,4-trifluoro-3-oxo-1-butenyl)amino]-2-propenenitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 2h; Heating / reflux;	41.5%

3-(4,4,4-trifluoro-3-oxo-1-butenyl)-2-propenenitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
With hydrogenchloride; Li2CO3 In methanol
With Li2CO3 In hydrogenchloride; methanol

(1,10-phenanthroline)(trifluoromethyl)copper (I)

154237-70-4

4-bromopyridine-3-carbonitrile

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 8h; Sealed tube; Inert atmosphere;	92 %Spectr.

100-54-9

pyridine-3-carbonitrile

A

13600-43-6

4-(trifluoromethyl)nicotinonitrile

B

216431-85-5

6-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere 1.2: -50 - 25 °C / Inert atmosphere 1.3: 12 h / 25 °C / Inert atmosphere 2.1: tetrabutylammonium triphenyldifluorosilicate / ethyl acetate / 11 h / -40 °C / Molecular sieve; Inert atmosphere 2.2: 10 h / 25 °C / Inert atmosphere View Scheme

2,6-dihydroxy-3-cyano-4-trifluoromethylpyridine N-methylmorpholine

13600-43-6

4-(trifluoromethyl)nicotinonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trichlorophosphate / 18 h / 130 °C / Inert atmosphere 2: triethylamine; hydrogen; palladium on activated carbon / tetrahydrofuran / 4 h View Scheme

13600-43-6

4-(trifluoromethyl)nicotinonitrile

158063-66-2

4-(trifluoromethyl)nicotinic acid

Conditions

Conditions	Yield
With water; sodium hydroxide at 100℃; Temperature;	98.3%
With sodium hydroxide In ethanol at 80℃; for 10h; Temperature; Inert atmosphere;	90.1%
Stage #1: 4-(trifluoromethyl)nicotinonitrile With potassium hydroxide; water In water; ethylene glycol at 200℃; for 4h; Stage #2: With hydrogenchloride In water; ethylene glycol at 20℃;	84%
With sulfuric acid In water at 110℃; for 12h;

13600-43-6

4-(trifluoromethyl)nicotinonitrile

771580-70-2

{[4-(trifluoromethyl)-3-pyridinyl]methyl}amine

Conditions

Conditions	Yield
With ammonia; hydrogen; nickel In ethanol under 25858.1 Torr; for 1h;	98%

13600-43-6

4-(trifluoromethyl)nicotinonitrile

287922-66-1

3-cyano-4-(trifluoromethyl)pyridine 1-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide; trifluoroacetic anhydride In dichloromethane; water at 0 - 40℃;	96%
With urea hydrogen peroxide adduct; trifluoroacetic anhydride In dichloromethane at 0 - 20℃; for 3h;	87%
With urea hydrogen peroxide adduct; trifluoroacetic anhydride In dichloromethane at 0 - 20℃; Inert atmosphere;	42%
With dihydrogen peroxide; trifluoroacetic acid In dichloromethane; water at 0 - 40℃; for 16h; Inert atmosphere;

13600-43-6

4-(trifluoromethyl)nicotinonitrile

4-(trifluoromethyl)-1,4,5,6-tetrahydropyridine-3-carbonitrile

Conditions

Conditions	Yield
With C46H49CoN3P4(2+)*2BF4(1-); hydrogen; potassium hydroxide In isopropyl alcohol; acetonitrile at 100℃; under 22801.5 Torr; for 48h; Autoclave; Glovebox; chemoselective reaction;	89%

13600-43-6

4-(trifluoromethyl)nicotinonitrile

76-05-1

trifluoroacetic acid

{[4-(trifluoromethyl)-3-pyridinyl]methyl}amine bistrifluoroacetate

Conditions

Conditions	Yield
Stage #1: 4-(trifluoromethyl)nicotinonitrile With ammonia; hydrogen; Raney-Ni In methanol for 16h; Stage #2: trifluoroacetic acid	47%

4-(Trifluoromethyl)nicotinonitrile Chemical Properties

4-(Trifluoromethyl)nicotinonitrile Safety Profile

4-(Trifluoromethyl)nicotinonitrile Specification