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

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

 EINECS 625-955-6
CAS No. 72537-17-8 Density 1.508 g/cm3
PSA 12.89000 LogP 2.89290
Solubility N/A 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 N/A
Safety 26-36 Risk Codes 10-36/37/38
Molecular Structure Molecular Structure of 72537-17-8 (3-CHLORO-2-FLUORO-5-(TRIFLUOROMETHYL)PYRIDINE) Hazard Symbols IrritantXi
Synonyms

2-Fluoro-3-chloro-5-(trifluoromethyl)pyridine;3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine;

Article Data 9

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine Synthetic route

69045-84-7

2,3-dichloro-5-trifluoromethylpyridine

72537-17-8

2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

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

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: IrritantXi
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  

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