2,3-Dichloro-5-(trifluoromethyl)pyridine Chemical Properties

Melting point:

8-9 °C

Boiling point:

80 °C20 mm Hg(lit.)

Density 

1.549 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.475(lit.)

Flash point:

175 °F

storage temp. 

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

solubility 

soluble in Chloroform, Methanol

pka

-3.34±0.10(Predicted)

form 

Liquid

Specific Gravity

1.549

color 

Clear colorless to yellow

InChI

InChI=1S/C6H2Cl2F3N/c7-4-1-3(6(9,10)11)2-12-5(4)8/h1-2H

InChIKey

ABNQGNFVSFKJGI-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

69045-84-7(CAS DataBase Reference)

EPA Substance Registry System

2,3-Dichloro-5-(trifluoromethyl)pyridine (69045-84-7)

Safety Information

Hazard Codes 

Xn,N,Xi

Risk Statements 

20/22-41-43-51/53-36/37/38

Safety Statements 

24-26-37/39-61-36

RIDADR 

UN 3082 9/PG 3

WGK Germany 

2

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

9

PackingGroup 

III

HS Code 

29333990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

2,3-Dichloro-5-(trifluoromethyl)pyridine Usage And Synthesis

Chemical Properties

Light yellow liquid

Uses

2,3-Dichloro-5-(trifluoromethyl)pyridine is a reactant that has been used in the synthesis of a 17b-HSD1 inhibitor.

General Description

2,3-Dichloro-5-(trifluoromethyl)pyridine is reported as an intermediate of herbicide. Synthesis of 2,3-dichloro-5-(trifluoromethyl)pyridine has been reported. Palladium-catalyzed monoalkoxycarbonylation of 2,3-dichloro-5-(trifluoromethyl)pyridine has been reported.

Synthesis

General procedure for the synthesis of 2,3-dichloro-5-trichloromethylpyridine from 2,3-dichloro-5-trichloromethylpyridine: 26.5 g (0.1 mol) of 2,3-dichloro-5-trichloromethylpyridine and 0.2 g of tungsten hexachloride were added to a reactor, which was heated to 170 °C under atmospheric pressure. Subsequently, about 20 g of hydrogen fluoride was slowly added. The reaction was terminated when the composition of the reaction product no longer changed. The unreacted hydrogen fluoride was recovered by condensation and the generated hydrogen chloride was removed by absorption. The reaction solution was cooled to room temperature and then transferred to an autoclave, heated to 180°C, maintained at a pressure of 0.2 MPa, and reacted for 5 hours. After completion of the reaction, the reaction mixture was cooled and sampled for analysis. The results showed that the product contained 94% of 2,3-dichloro-5-trifluoromethylpyridine and 92% purity.

References

[1] Patent: CN106397309, 2017, A. Location in patent: Paragraph 0023; 0024; 0025; 0025; 0026-0030
[2] Heterocycles, 1984, vol. 22, # 1, p. 117 - 124
[3] Patent: WO2014/198278, 2014, A1. Location in patent: Page/Page column 8; 9; 12
[4] Patent: CN104557683, 2016, B. Location in patent: Paragraph 0021; 0022
[5] Patent: US4590279, 1986, A

2,3-Dichloro-5-(trifluoromethyl)pyridine(69045-84-7)Related Product Information

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