Product Name

  • Name

    4-(Trifluoromethyl)pyridine

  • EINECS -0
  • CAS No. 3796-24-5
  • Article Data31
  • CAS DataBase
  • Density 1.266 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H4F3N
  • Boiling Point 141.7 °C at 760 mmHg
  • Molecular Weight 147.1
  • Flash Point 39.5 °C
  • Transport Information UN 1993 3/PG 2
  • Appearance colorless liquid
  • Safety 16-26-36-37/60
  • Risk Codes 11-36/37/38
  • Molecular Structure Molecular Structure of 3796-24-5 (4-(Trifluoromethyl)pyridine)
  • Hazard Symbols FlammableF,IrritantXi
  • Synonyms Pyridine, 4-trifluoromethyl-;
  • PSA 12.89000
  • LogP 2.10040

Synthetic route

1-oxido-4-(trifluoromethyl)pyridin-1-ium
22253-59-4

1-oxido-4-(trifluoromethyl)pyridin-1-ium

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With phenylsilane; 3-Methyl-1-phenyl-2-phospholene 1-oxide In acetonitrile for 16h; Irradiation; chemoselective reaction;93%
4-iodopyridine
15854-87-2

4-iodopyridine

trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt

trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 60℃; for 11h;91%
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With F6Mo at 170 - 190℃; for 40h;80%
3-hydroxy-3-trifluoromethyl-1,5-pentanedialdehyde
339539-96-7

3-hydroxy-3-trifluoromethyl-1,5-pentanedialdehyde

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With ammonia In methanol for 24h; Heating;70%
With ammonium hydroxide In methanol for 24h; Reflux;70%
2-chloro-4-trifluoromethyl pyridine
81565-18-6

2-chloro-4-trifluoromethyl pyridine

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With propylamine In tetrahydrofuran at 20℃; for 15h; Reagent/catalyst; Solvent; Inert atmosphere; Irradiation; Sealed tube;68%
With triethylamine; Lumogen F Orange 240 In N,N-dimethyl-formamide at 40℃; for 16h; Irradiation;91 %Chromat.
With ZnSe/CdS core/shell QDs; N-ethyl-N,N-diisopropylamine In hexane at 25℃; for 48h; Irradiation; Inert atmosphere;23 %Chromat.
4-iodopyridine
15854-87-2

4-iodopyridine

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 25℃; for 6h;25%
With C13H27CuN2O(1+) In N,N-dimethyl-formamide at 25℃; for 112h;99 %Spectr.
pyridine
110-86-1

pyridine

Bromotrifluoromethane
75-63-8

Bromotrifluoromethane

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

C

2-(trifluoromethyl)pyridine
368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; sodium dithionite In water at 65℃; under 2250.2 - 3750.3 Torr; for 2h;A 5%
B 1%
C 4%
pyridine
110-86-1

pyridine

iodotrifluoromethane
2314-97-8

iodotrifluoromethane

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

C

3,5-bis(trifluoromethyl)pyridine
20857-47-0

3,5-bis(trifluoromethyl)pyridine

D

2,6-bis-(trifluoromethyl)pyridine
455-00-5

2,6-bis-(trifluoromethyl)pyridine

E

2-(trifluoromethyl)pyridine
368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
for 96h; Product distribution; Irradiation; The yields, the kind of products depend on the time of the irrad. and/or the temp., and the mol. ratio. Other trifluorometh. agents investigated;
4-hydroxy-4-trifluoromethyl-1,6-heptadiene
36610-32-9

4-hydroxy-4-trifluoromethyl-1,6-heptadiene

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / O3 / CH2Cl2; methanol / 24 h / -78 °C
2: 70 percent / NH3 / methanol / 24 h / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: ozone / dichloromethane; methanol / -78 °C
1.2: 2 h / 20 °C
2.1: ammonium hydroxide / methanol / 24 h / Reflux
View Scheme
pyridine
110-86-1

pyridine

Togni's reagent
887144-97-0

Togni's reagent

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

C

2-(trifluoromethyl)pyridine
368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
In acetonitrile at 80℃; for 96h; Inert atmosphere;A 3 %Spectr.
B 16 %Spectr.
C 17 %Spectr.
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; copper (I) acetate; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h; Inert atmosphere; 26 W fluorescent light bulbs;64 %Spectr.
trifluoromethylcopper(I)
77152-08-0

trifluoromethylcopper(I)

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With oxygen; triethylamine tris(hydrogen fluoride) In N,N-dimethyl-formamide at 25℃; for 4h;67 %Spectr.
trifluoromethylcopper(I)
77152-08-0

trifluoromethylcopper(I)

4-bromopyridine hydrochloride
19524-06-2

4-bromopyridine hydrochloride

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With triethylamine tris(hydrogen fluoride) In N,N-dimethyl-formamide at 23 - 50℃; for 39h; Glovebox; Sealed tube;74 %Spectr.
4-bromopyridin
1120-87-2

4-bromopyridin

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

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

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 8h; Sealed tube; Inert atmosphere;75 %Spectr.
4-iodopyridine
15854-87-2

4-iodopyridine

trimethylsilyl 2-chloro-2,2-difluoroacetate

trimethylsilyl 2-chloro-2,2-difluoroacetate

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; silver fluoride In N,N-dimethyl-formamide at 100℃; for 2h; Time; Inert atmosphere; Sealed tube;83 %Spectr.
bis(4-(trifluoromethyl)pyridine)iodonium tetrafluoroborate

bis(4-(trifluoromethyl)pyridine)iodonium tetrafluoroborate

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

bis(4-(dimethylamino)pyridine)iodonium tetrafluoroborate

bis(4-(dimethylamino)pyridine)iodonium tetrafluoroborate

Conditions
ConditionsYield
In dichloromethane Kinetics;
pyridine
110-86-1

pyridine

[(Py)2NiF2(CF3)2]

[(Py)2NiF2(CF3)2]

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

C

2-(trifluoromethyl)pyridine
368-48-9

2-(trifluoromethyl)pyridine

[(Py)2Ni(CF3)2]

[(Py)2Ni(CF3)2]

Conditions
ConditionsYield
In neat (no solvent) at 25℃; Schlenk technique; Inert atmosphere; Glovebox;
2-bromo-4-(trifluoromethyl)pyridine
175205-81-9

2-bromo-4-(trifluoromethyl)pyridine

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With ZnSe/CdS core/shell QDs; N-ethyl-N,N-diisopropylamine In hexane at 25℃; for 48h; Irradiation; Inert atmosphere;39 %Chromat.
4-bromopyridin
1120-87-2

4-bromopyridin

dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With dilithium tetrabromocuprate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-2-trisilanol; Ir(2-(2,4-difluorophenyl)-5-fluoropyridine)2(4,4'-di(trifluoromethyl)-2,2'-bipyridyl)PF6; sodium carbonate In acetone at 35℃; Irradiation;
pyridine
110-86-1

pyridine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

C

2-(trifluoromethyl)pyridine
368-48-9

2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
In acetonitrile at 20℃; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Electrolysis; Overall yield = 82 %Chromat.; regioselective reaction;
(2'-(dicyclohexylphosphino)-2,4,6-triisopropylbiphenyl)Ag(I)(μ-OH)CuIII(CF3)3

(2'-(dicyclohexylphosphino)-2,4,6-triisopropylbiphenyl)Ag(I)(μ-OH)CuIII(CF3)3

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide at 100℃; for 6h; Inert atmosphere; Schlenk technique;36 %Spectr.
C37H47BF3FeN5

C37H47BF3FeN5

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

Ph2B(tBuIm)2FeCH2tBu

Ph2B(tBuIm)2FeCH2tBu

Conditions
ConditionsYield
In toluene for 2h; Equilibrium constant; Concentration; Inert atmosphere;
C27H25BF3NO3

C27H25BF3NO3

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

tris(4-methoxyphenyl)borane
28445-29-6

tris(4-methoxyphenyl)borane

Conditions
ConditionsYield
In dichloromethane at 20℃;
C27H25BF3N

C27H25BF3N

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

tri-p-tolylborane
7297-94-1

tri-p-tolylborane

Conditions
ConditionsYield
In dichloromethane at 20℃;
C24H19BF3N

C24H19BF3N

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

triphenylborane
960-71-4

triphenylborane

Conditions
ConditionsYield
In dichloromethane at 20℃;
C24H16BF6N

C24H16BF6N

A

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

B

tris(4-fluorophenyl)borane
47196-74-7

tris(4-fluorophenyl)borane

Conditions
ConditionsYield
In dichloromethane at 20℃;
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

mesitylenesulfonylhydroxylamine
36016-40-7

mesitylenesulfonylhydroxylamine

1-amino-4-trifluoromethylpyridinium 2,4,6-trimethylbenzenesulfonate
1299420-32-8

1-amino-4-trifluoromethylpyridinium 2,4,6-trimethylbenzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 18h;100%
In dichloromethane at 0 - 20℃; for 21h;
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

[Al(η1-allyl)3(4-dimethylaminopyridine)]
1320213-69-1

[Al(η1-allyl)3(4-dimethylaminopyridine)]

[Al(η1-allyl)2(κ-N-2-allyl-4-trifluoromethyl-1,2-dyhydripyridine-1-yl)(4-dimethylaminopyridine)]
1320213-72-6

[Al(η1-allyl)2(κ-N-2-allyl-4-trifluoromethyl-1,2-dyhydripyridine-1-yl)(4-dimethylaminopyridine)]

Conditions
ConditionsYield
In tetrahydrofuran-d8 under Ar, Schlenk technique; soln. of 4-CF3-pyridine in THF-d8 added to soln. of Al complex in THF-d8, react. for 20 h; evapn. under vac., oil dried under vac. for 2 h; elem. anal.;99%
In tetrahydrofuran under Ar, Schlenk technique; Al complex and 4-CF3-pyridine in THF at room temp.;
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

[Al(η1-allyl)3(triphenylphosphine oxide)]
1320213-61-3

[Al(η1-allyl)3(triphenylphosphine oxide)]

[Al(η1-allyl)2(κ-N-2-allyl-4-trifluoromethyl-1,2-dyhydripyridine-1-yl)(triphenylphosphine oxide)]
1320213-73-7

[Al(η1-allyl)2(κ-N-2-allyl-4-trifluoromethyl-1,2-dyhydripyridine-1-yl)(triphenylphosphine oxide)]

Conditions
ConditionsYield
In tetrahydrofuran under Ar, Schlenk technique; addn. of 4-CF3-pyridine to soln. of Al complex in THF, react. for 18 h; evapn. under vac., oil dried under vac. for 2 h; elem. anal.;99%
bis(1,5-cyclooctadiene)diiridium(I) dichloride
12112-67-3

bis(1,5-cyclooctadiene)diiridium(I) dichloride

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

bis(η4-1,5-cyclooctadiene)(4-(trifluoromethyl)pyridine)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

bis(η4-1,5-cyclooctadiene)(4-(trifluoromethyl)pyridine)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

Conditions
ConditionsYield
In dichloromethane react. of Ir complex with NC5H4CF3 (6-10 equiv.) at 23°C for 1 h,then NaB(C6H3(CF3)2)4 (1.2-1.5 equiv.) added, kept for 12 h;99%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

[(1,3-bis-(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)PdCl(μ-Cl)]2

[(1,3-bis-(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)PdCl(μ-Cl)]2

C33H40Cl2F3N3Pd

C33H40Cl2F3N3Pd

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h; Inert atmosphere;99%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

[(1,3-dimesitylimidazol-2-ylidene)3[Fe4S4](diethyl ether)][tetrakis[(3,5-trifluoromethyl)phenyl]borate]

[(1,3-dimesitylimidazol-2-ylidene)3[Fe4S4](diethyl ether)][tetrakis[(3,5-trifluoromethyl)phenyl]borate]

[(IMes)3Fe4S4(4-CF3-pyridine)][BArF4]

[(IMes)3Fe4S4(4-CF3-pyridine)][BArF4]

Conditions
ConditionsYield
In diethyl ether; benzene Inert atmosphere; Glovebox; Schlenk technique;99%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

4-Trifluormethyl-piperidin
657-36-3

4-Trifluormethyl-piperidin

Conditions
ConditionsYield
With [Rh(cod)(CI)(CAACMe2)]; hydrogen In hexane at 40℃; for 24h; Molecular sieve; diastereoselective reaction;98%
With hydrogen In tetrahydrofuran at 30℃; under 15001.5 Torr; for 4h; Catalytic behavior; Autoclave; Glovebox;49 %Chromat.
With hydrogen In water; isopropyl alcohol at 120℃; under 37503.8 Torr; for 24h; Autoclave;94 %Chromat.
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

di-μ-bromo(dibromo)bis[1,3-di(propan-2-yl)-1,3-dihydro-2H-benzimidazol-2-ylidene]dipalladium(II)

di-μ-bromo(dibromo)bis[1,3-di(propan-2-yl)-1,3-dihydro-2H-benzimidazol-2-ylidene]dipalladium(II)

trans-dibromido(1,3-diisopropylbenzimidazolin-2-ylidene)(4-trifluoromethylpyridine)palladium(II)

trans-dibromido(1,3-diisopropylbenzimidazolin-2-ylidene)(4-trifluoromethylpyridine)palladium(II)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;98%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)-1,2-dihydropyridine
1360145-63-6

1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)-1,2-dihydropyridine

Conditions
ConditionsYield
With [La(η5-C5(CH3)5)H]2 at 25 - 35℃; for 0.4h;96%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tricyclohexylphosphine In toluene at 50℃; for 24h; Inert atmosphere;92%
With P(C6H11)3; chloro(1,5-cyclooctadiene)rhodium(I) dimer In toluene ligand reacted with pinacolborane in toluene at 50°C for 24 h in presence of (Rh(C8H12)Cl)2 and P(C6H11)3; treated with activated charcoal, filtered under N2, concd. in vacuo;92%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

bis(trifluoromethanesulfonyl)amide
82113-65-3

bis(trifluoromethanesulfonyl)amide

4-(trifluoromethyl)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide

4-(trifluoromethyl)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide

Conditions
ConditionsYield
In dichloromethane at 22 - 26℃; for 0.75h; Inert atmosphere;95%
tetrafluoroboric acid diethyl ether
67969-82-8

tetrafluoroboric acid diethyl ether

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

BF4(1-)*C6H4F3N*H(1+)

BF4(1-)*C6H4F3N*H(1+)

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃;95%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

1-oxido-4-(trifluoromethyl)pyridin-1-ium
22253-59-4

1-oxido-4-(trifluoromethyl)pyridin-1-ium

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 24h; Inert atmosphere;94%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 16h;86%
With 3-chloro-benzenecarboperoxoic acid In chloroform at 0 - 20℃; for 16.8h;85%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

N-methylmaleimide
930-88-1

N-methylmaleimide

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

(3aR*,4R*,9aR*,9bS*)-ethyl-8-(trifluoromethyl)-2-methyl-1,3-dioxo-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carboxylate

(3aR*,4R*,9aR*,9bS*)-ethyl-8-(trifluoromethyl)-2-methyl-1,3-dioxo-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carboxylate

Conditions
ConditionsYield
With [Fe(tetraphenylporphyrin)Cl] In toluene at 20℃; for 3h; Inert atmosphere;94%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

methyl iodide
74-88-4

methyl iodide

1-methyl-4-trifluoromethyl-pyridinium chloride

1-methyl-4-trifluoromethyl-pyridinium chloride

Conditions
ConditionsYield
Stage #1: 4-trifluoromethylpyridine; methyl iodide In acetonitrile at 20℃;
Stage #2: With AG(R)21K anion exchange resin chloride form 50-100 mesh Further stages.;
93%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

iodomethane-d3
865-50-9

iodomethane-d3

1-trideuteriomethyl-4-trifluoromethylpyridinium hexafluorophosphate

1-trideuteriomethyl-4-trifluoromethylpyridinium hexafluorophosphate

Conditions
ConditionsYield
Stage #1: 4-trifluoromethylpyridine; iodomethane-d3 at 80℃;
Stage #2: With ammonium hexafluorophosphate In water
92%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

1-benzyl-4-(trifluoromethyl)-1,2,3,6-tetrahydropyridine
866929-69-3

1-benzyl-4-(trifluoromethyl)-1,2,3,6-tetrahydropyridine

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 0 - 14℃; for 1.5h;92%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

methyl chloroformate
79-22-1

methyl chloroformate

phenylacetylene
536-74-3

phenylacetylene

methyl 2-(phenylethynyl)-4-(trifluoromethyl)pyridine-1(2H)-carboxylate

methyl 2-(phenylethynyl)-4-(trifluoromethyl)pyridine-1(2H)-carboxylate

Conditions
ConditionsYield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;92%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

phenylpropynoic acid methyl ester
4891-38-7

phenylpropynoic acid methyl ester

methyl 2-phenyl-5-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate

methyl 2-phenyl-5-(trifluoromethyl)pyrazolo[1,5-a]pyridine-3-carboxylate

Conditions
ConditionsYield
With perchloric acid; ethyl o-mesitylsulfonylacetohydroxamic acid; potassium carbonate In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide at 20℃; for 20h;92%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-4-(trifluoromethyl)pyridin-1-ium bromide
1443117-98-3

1-benzyl-4-(trifluoromethyl)pyridin-1-ium bromide

Conditions
ConditionsYield
In acetonitrile at 90℃; for 12h; Inert atmosphere;91%
In acetonitrile at 85℃; for 0.25h; Reflux;
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

methyl iodide
74-88-4

methyl iodide

1-methyl-4-trifluoromethylpyridinium hexafluorophosphate

1-methyl-4-trifluoromethylpyridinium hexafluorophosphate

Conditions
ConditionsYield
Stage #1: 4-trifluoromethylpyridine; methyl iodide at 80℃;
Stage #2: With ammonium hexafluorophosphate In water
90%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

[C2H5NC4H4B(O3SCF3)]
1258790-68-9

[C2H5NC4H4B(O3SCF3)]

C4H4N(C2H5)BNC5H4CF3(1+)*CF3SO3(1-)=(C4H4N(C2H5)BNC5H4CF3)(CF3SO3)

C4H4N(C2H5)BNC5H4CF3(1+)*CF3SO3(1-)=(C4H4N(C2H5)BNC5H4CF3)(CF3SO3)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 4h; Inert atmosphere;90%
In dichloromethane glovebox; soln. of substituted pyridine added to stirred soln. of azaborine, mixt. stirred for 1 h at room temp.; soln. cooled to -20 °C, left at this temp. for 24 h, after crystals pptd. supernatant decanted, solid washed with n-pentane, solvent removed (reduced pressure);90%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

α-bromoacetophenone
70-11-1

α-bromoacetophenone

ethyl acrylate
140-88-5

ethyl acrylate

C19H14F3NO3

C19H14F3NO3

Conditions
ConditionsYield
Stage #1: 4-trifluoromethylpyridine; α-bromoacetophenone In N,N-dimethyl-formamide at 100℃;
Stage #2: ethyl acrylate With sodium acetate; copper(II) acetate monohydrate In N,N-dimethyl-formamide at 100℃; for 16h;
88.9%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

1-dimethylphenylsilyl-4-(trifluoromethyl)-1,4-dihydropyridine

1-dimethylphenylsilyl-4-(trifluoromethyl)-1,4-dihydropyridine

Conditions
ConditionsYield
With C29H38PRuS(1+)*C32H12BF24(1-) In neat (no solvent) at 20℃; for 12h; Inert atmosphere; Glovebox;88%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

2CF3O3S(1-)*C12H8F6N2S(4+)

2CF3O3S(1-)*C12H8F6N2S(4+)

Conditions
ConditionsYield
With sulfur dichloride In dichloromethane at -78℃; Inert atmosphere;87%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

dichlorobis(dimethyl sulfoxide)platinum(II)

dichlorobis(dimethyl sulfoxide)platinum(II)

silver nitrate

silver nitrate

[PtII(4-trifluoromethylpyridine)4](NO3)2

[PtII(4-trifluoromethylpyridine)4](NO3)2

Conditions
ConditionsYield
In methanol for 24h; Reflux;87%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

1-(4-methoxybenzyl)-4-(trifluoromethyl)pyridin-1-ium chloride

1-(4-methoxybenzyl)-4-(trifluoromethyl)pyridin-1-ium chloride

Conditions
ConditionsYield
In acetonitrile at 80℃;87%
bis(1,5-cyclooctadiene)diiridium(I) dichloride
12112-67-3

bis(1,5-cyclooctadiene)diiridium(I) dichloride

4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

tricyclohexylphosphine
2622-14-2

tricyclohexylphosphine

(η4-1,5-cyclooctadiene)(tricyclohexylphosphane)[4-(trifluoromethyl)pyridine]iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

(η4-1,5-cyclooctadiene)(tricyclohexylphosphane)[4-(trifluoromethyl)pyridine]iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate

Conditions
ConditionsYield
In dichloromethane NC5H4CF3 (1 equiv.) added to soln. of Ir complex (0.5 equiv.) at 23°C, kept for 30 min, Cy3P (1 equiv.) added, after 30 min NaB(C6H3(CF3)2)4 (1.02 equiv.) added, kept for 1 h; concd., chromd. (SiO2, CH2CL2);86%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

carbon dioxide
124-38-9

carbon dioxide

4-(trifluoromethyl)nicotinic acid
158063-66-2

4-(trifluoromethyl)nicotinic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -75℃; for 2h;84%

4-(Trifluoromethyl)pyridine Chemical Properties

Molecular Structure:

Molecular Formula: C6H4F3N
Molecular Weight: 147.0979
IUPAC Name: 4-(Trifluoromethyl)pyridine
Synonyms of 4-(Trifluoromethyl)pyridine (CAS NO.3796-24-5): Pyridine, 4-trifluoromethyl-
CAS NO: 3796-24-5
Classification Code: Pyridine series ; Pyridine ; Pyridines ; C6 ; Heterocyclic Building Blocks 
Index of Refraction: 1.418
Molar Refractivity: 29.32 cm3
Molar Volume: 116.1 cm3
Surface Tension: 24.5 dyne/cm
Density: 1.266 g/cm3
Flash Point: 39.5 °C
Enthalpy of Vaporization: 36.32 kJ/mol
Boiling Point: 141.7 °C at 760 mmHg
Vapour Pressure: 7.24 mmHg at 25°C

4-(Trifluoromethyl)pyridine Uses

  4-(Trifluoromethyl)pyridine (CAS NO.3796-24-5) is commonly used as pharmaceutical intermediate.

4-(Trifluoromethyl)pyridine Safety Profile

Hazard Codes of 4-(Trifluoromethyl)pyridine (CAS NO.3796-24-5): FlammableF,IrritantXi
Risk Statements: 11-36/37/38 
R11: Highly flammable. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-36-37/60 
S16: Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S37: Wear suitable gloves. 
S60: This material and its container must be disposed of as hazardous waste.
RIDADR: UN 1993 3/PG 2
WGK Germany: 3
Hazard Note: Irritant/Flammable
HazardClass: 3
PackingGroup: II

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