3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine supplier

Name
3-CHLORO-2-FLUORO-5-(TRIFLUOROMETHYL)PYRIDINE
EINECS 625-955-6
CAS No. 72537-17-8
Article Data9
CAS DataBase
Density 1.508 g/cm³
Solubility
Melting Point 16-20 °C(lit.)
Formula C₆H₂ClF₄N
Boiling Point 155.197 °C at 760 mmHg
Molecular Weight 199.535
Flash Point 47.662 °C
Transport Information UN 1993 3/PG 3
Appearance
Safety 26-36
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Fluoro-3-chloro-5-(trifluoromethyl)pyridine;3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine;
PSA 12.89000
LogP 2.89290

Synthetic route

: 69045-84-7
2,3-dichloro-5-trifluoromethylpyridine

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With potassium carbonate; cesium fluoride In dimethyl sulfoxide at 120℃; under 18.7519 - 22.5023 Torr; for 4h; Product distribution / selectivity;	100%
With potassium carbonate; cesium fluoride In 1-methyl-pyrrolidin-2-one at 70℃; for 1 - 3h; Product distribution / selectivity;	98%
With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl acetamide at 170℃; for 5h; Temperature;	97%

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;	99%
With pyridine; hydrogen fluoride; sodium nitrite 1.) 0 deg C, 30 min; 2.) 20 deg C, 1 h; Yield given. Multistep reaction;

: 69045-83-6
2,3-dichloro-5-(trichloromethyl)pyridine

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloro-5-(trichloromethyl)pyridine under 75007.5 Torr; for 6h; Autoclave; Inert atmosphere; Stage #2: With hydrogen fluoride at -5 - 185℃; for 12h; Temperature; Autoclave;	97.56%
With hydrogen fluoride; antimony pentafluoride at 180℃; under 45004.5 Torr; for 24h; Temperature; Pressure; Large scale;

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran at 35℃; under 1950.2 Torr; for 28h; Product distribution / selectivity; Autoclave; Inert atmosphere;	99.5%
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;	94%
With ammonia In tetrahydrofuran at 30℃; under 3750.38 - 6750.68 Torr; for 30h; Temperature; Pressure; Autoclave; Inert atmosphere;

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 121219-16-7
(2,3-difluorophenyl)boronic acid

: 3-(2,3-difluorophenyl)-2-fluoro-5-trifluoromethylpyridine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In toluene at 90℃; for 16h; Suzuki-Miyaura coupling;	96%

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: (2,3-dimethylphenyl)zinc chloride

: 3-(2,3-dimethylphenyl)-2-fluoro-5-trifluoromethylpyridine

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); ruphos In tetrahydrofuran at 70℃; for 15h; Negishi coupling;	92%

: 124-42-5
acetamidine hydrochloride

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)acetamide

Conditions

Conditions	Yield
With water; caesium carbonate In dimethyl sulfoxide at 90℃; for 18h; Schlenk technique; chemoselective reaction;	92%

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 80194-70-3
3-chloro-2-cyano-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With potassium cyanide; Aliquat 336 In water at 30℃; for 5h;	90%
With sodium cyanide; tetrabutylammomium bromide at 20 - 25℃; for 23h;	82%

: 773837-37-9
sodium cyanide

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 80194-70-3
3-chloro-2-cyano-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine With dmap In acetone for 5h; Reflux; Large scale; Stage #2: sodium cyanide In chloroform; water at 20℃; for 2.5h; Large scale;	89%
dmap In water; propiononitrile at 20℃; for 5h;	83%
With tetrabutylammomium bromide In water; dimethyl sulfoxide at 45 - 50℃; Concentration;	74.3%
With N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 10h; Temperature;	46.7 g

: 22300-52-3
4,5-dibromo-2H-1,2,3-triazole

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 1192847-40-7
C8H2Br2ClF3N4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; regioselective reaction;	89%

: potassium cyanide

: 107-06-2
1,2-dichloro-ethane

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

A: 110-61-2
butanedinitrile

B: 80194-70-3
3-chloro-2-cyano-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With dmap In water at 75 - 78℃; for 12h; Reagent/catalyst; Temperature;	A 81.8% B 86.7%

...Expand

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 94050-90-5
(R)-2-(4-hydroxyphenoxy)propionic acid

: 71-36-3
butan-1-ol

: 99320-80-6
haloxyf-ethoxyethyl

Conditions

Conditions	Yield
Stage #1: 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine; (R)-2-(4-hydroxyphenoxy)propionic acid With potassium phosphate; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 50 - 60℃; for 2h; Stage #2: With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 5 - 25℃; for 1.16667h; Stage #3: butan-1-ol In N,N-dimethyl-formamide	86%

...Expand

: 151-50-8
potassium cyanide

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 80194-70-3
3-chloro-2-cyano-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 30℃; for 0.833333h;	84%

: 121883-35-0
cyclohexyl zinc iodide

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 1160556-51-3
3-cyclohexyl-2-fluoro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With 2′-(dicyclohexylphophanyl)-N2,N2,N6,N6-tetramethyl[1,1′-biphenyl]-2,6-diamine; palladium diacetate In tetrahydrofuran; toluene at 60℃; for 1h; Negishi coupling reaction; Inert atmosphere;	84%

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 96741-18-3
[1(2H)-3-chloro-5-(trifluoromethyl)-3'-chloro-5'-(trifluoromethyl)-2'-bipyridin]-2-one

Conditions

Conditions	Yield
With water; sodium hydroxide In dimethyl sulfoxide at 110℃; for 12h;	83%

: 67-56-1
methanol

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 94050-90-5
(R)-2-(4-hydroxyphenoxy)propionic acid

: 72619-32-0
(R)-2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine; (R)-2-(4-hydroxyphenoxy)propionic acid With potassium phosphate; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 50 - 60℃; for 2h; Stage #2: With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 5 - 25℃; for 1.16667h; Stage #3: methanol In N,N-dimethyl-formamide	80%

...Expand

: 55552-70-0
furan-3-boronic acid

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 1251914-15-4
2-fluoro-3-(furan-3-yl)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II) In tetrahydrofuran; water at 40℃; for 0.5h; Suzuki-Miyaura cross-coupling; Inert atmosphere;	78%

: 110-80-5
2-ethoxy-ethanol

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 94050-90-5
(R)-2-(4-hydroxyphenoxy)propionic acid

: haloxyfop-etotyl

Conditions

Conditions	Yield
Stage #1: 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine; (R)-2-(4-hydroxyphenoxy)propionic acid With potassium phosphate; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 50 - 60℃; for 2h; Stage #2: With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 5 - 25℃; for 1.16667h; Stage #3: 2-ethoxy-ethanol In N,N-dimethyl-formamide	78%

...Expand

: 500556-90-1
(+)-(1S,2R,4R)-tert-butyl 2-amino-7-azabicyclo[2.2.1]heptane-7-carboxylate

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: (1S,2R,4R)-tert-butyl 2-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)amino)-7-azabicyclo[2.2.1]heptane-7-carboxylate

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 16h; Microwave irradiation; Inert atmosphere; Reflux;	78%

: 533-31-3
Sesamol

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 2-[5-(1,3-benzodioxolyl)oxy]-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 4h;	77%

: 1125-99-1
1-(1-Cyclohexen-1-yl)pyrrolidine

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 868234-81-5
2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]cyclohexanone

Conditions

Conditions	Yield
at 20 - 100℃; for 84h; Neat (no solvent);	72%
Stage #1: 1-(1-Cyclohexen-1-yl)pyrrolidine; 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine at 20 - 100℃; for 84h; Stage #2: With sulfuric acid In water	72%

: 123-31-9
hydroquinone

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 69045-89-2
2-(4'-hydroxyphenoxy)-3-chloro-5-trifluoromethylpyridine

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide	70%

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 451456-58-9
1-[4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)-2-hydroxyphenyl]ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 2h; Heating;	65%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

A: methyl 2-methoxy-5-(trifluoromethyl)nicotinate

B: dimethyl 5-(trifluoromethyl)pyridine-2,3-dicarboxylate

Conditions

Conditions	Yield
With dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II); triethylamine at 100℃; under 2585.74 Torr; for 14h;	A 60% B 10%

...Expand

: 1262397-26-1
(S)-tert-butyl 6-(aminomethyl)-5-azaspiro[2.4]heptane-5-carboxylate

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 1445595-86-7
C18H23ClF3N3O2

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100 - 150℃; Microwave irradiation;	60%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100 - 150℃; Microwave irradiation;	60%

: 7182-08-3
4-(1-cyclohepten-1-yl)morpholine

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 868234-82-6
2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]cycloheptanone

Conditions

Conditions	Yield
at 120℃; for 3h; Neat (no solvent);	58%
Stage #1: 4-(1-cyclohepten-1-yl)morpholine; 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine at 120℃; for 3h; Stage #2: With sulfuric acid In water	58%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 157071-79-9
3-chloro-N,N-dimethyl-5-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With potassium hydroxide In neat (no solvent) at 100℃; for 24h; Sealed tube; regioselective reaction;	57%

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 451456-48-7
3-chloro-2-[4-(prop-2-enyloxy)phenoxy]-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / aq. NaOH / dimethylsulfoxide 2: 86 percent / K2CO3 / dimethylformamide / 0.5 h / 70 °C View Scheme

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 451456-45-4
4-[(3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy]-2-(hydroxymethyl)phenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / aq. NaOH / dimethylsulfoxide 2: 57 percent / propanoic acid / benzene / 3 h / Heating 3: 82 percent / 30 percent H2O2 / tetrahydrofuran / 2 h / 20 °C View Scheme

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 451456-50-1
4-[(3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy]-2-(prop-2-enyl)phenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / aq. NaOH / dimethylsulfoxide 2: 86 percent / K2CO3 / dimethylformamide / 0.5 h / 70 °C 3: 84 percent / 2 h / 210 - 215 °C View Scheme

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Chemical Properties

Molecular Structure of 3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine (CAS No.72537-17-8):

Molecular Formula: C₆H₂ClF₄N
Molecular Weight: 199.533393
CAS No: 72537-17-8
IUPAC Name: 3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 12.89 Å²
Index of Refraction: 1.43
Molar Refractivity: 34.213 cm³
Molar Volume: 132.328 cm³
Surface Tension: 26.993 dyne/cm
Density: 1.508 g/cm³
Flash Point: 47.662 °C
Enthalpy of Vaporization: 37.58 kJ/mol
Boiling Point: 155.197 °C at 760 mmHg
Vapour Pressure: 3.944 mmHg at 25°C
InChI: InChI=1/C₆H₂ClF₄N/c7-4-1-3(6(9,10)11)2-12-5(4)8/h1-2H
InChIKey: GDSROTVTTLUHCO-UHFFFAOYAN
Std. InChI: InChI=1S/C₆H₂ClF₄N/c7-4-1-3(6(9,10)11)2-12-5(4)8/h1-2H
Std. InChIKey: GDSROTVTTLUHCO-UHFFFAOYSA-N
Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 10-36/37/38
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
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: Irritant
HazardClass: 3.2
PackingGroup: III

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Specification

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine (CAS No.72537-17-8), its synonyms are Pyridine, 3-chloro-2-fluoro-5-(trifluoromethyl)- ; 2-Fluoro-3-chloro-5-(trifluoromethyl)pyridine

Product Name

3-CHLORO-2-FLUORO-5-(TRIFLUOROMETHYL)PYRIDINE

Synthetic route

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Chemical Properties

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Safety Profile

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Specification

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