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

Melting point:

16-20 °C (lit.)

Boiling point:

50-55 °C/11 mmHg (lit.)

Density 

1.524 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.433(lit.)

Flash point:

125 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Liquid

color 

Colorless

InChI

InChI=1S/C6H2ClF4N/c7-4-1-3(6(9,10)11)2-12-5(4)8/h1-2H

InChIKey

GDSROTVTTLUHCO-UHFFFAOYSA-N

SMILES

C1(F)=NC=C(C(F)(F)F)C=C1Cl

CAS DataBase Reference

72537-17-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

26-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

3.2

PackingGroup 

III

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

3-CHLORO-2-FLUORO-5-(TRIFLUOROMETHYL)PYRIDINE Usage And Synthesis

General Description

3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine, a halogenated pyridine derivative, is a fluorinated building block. It participates in the synthesis of 2,3-difluoro-5-(trifluoromethyl)pyridine.

Synthesis

The general procedure for the synthesis of 3-chloro-2-fluoro-5-(trifluoromethyl)pyridine from 2,3-dichloro-5-trifluoromethylpyridine is as follows: Example 3b. Equipment: 250 mL four-necked round-bottomed flask equipped with a thermometer, mechanical stirrer, dropping funnel and inert gas inlet. Operating steps: 1. 25 mL of DMSO was added to a 250 mL four-necked round-bottomed flask, and the solvent was evaporated from a suspension of 150 mL of DMSO, 2.5 g of potassium carbonate (17.9 mmol), and 25.0 g of cesium fluoride (162.9 mmol) at 120 °C and 25-30 mbar pressure. 2. 25.0 g of 2,3-dichloro-5-trifluoromethylpyridine (112.3 mmol) was added to the reaction mixture and the reaction was stirred at 120 °C for 4 hours. 3. After completion of the reaction, the suspension was filtered and the product 3-chloro-2-fluoro-5-(trifluoromethyl)pyridine was distilled directly from the distillate at 95 to 115 °C and 40-60 mbar pressure to obtain the product in quantitative yield. PRODUCT ANALYSIS: GC analysis showed a product purity of 96.9 area percent.

References

[1] Patent: US2008/221327, 2008, A1. Location in patent: Page/Page column 9-10
[2] Patent: US2008/221327, 2008, A1. Location in patent: Page/Page column 6
[3] Patent: CN107286087, 2017, A. Location in patent: Paragraph 0032; 0033
[4] Patent: CN106905231, 2017, A. Location in patent: Paragraph 0077; 0078; 0079; 0080; 0081; 0082; 0083-0085
[5] Patent: EP1199305, 2002, A1. Location in patent: Page 6

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