5-Chloro-2,3-difluoropyridine Chemical Properties

Melting point:

47-49 C

Boiling point:

135°C

Density 

1.442 g/mL at 25 °C

refractive index 

1.4738

Flash point:

135°C

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

-5.14±0.20(Predicted)

form 

Oil

color 

Clear Colourless

BRN 

4177319

InChI

InChI=1S/C5H2ClF2N/c6-3-1-4(7)5(8)9-2-3/h1-2H

InChIKey

PERMDYZFNQIKBL-UHFFFAOYSA-N

SMILES

C1(F)=NC=C(Cl)C=C1F

CAS DataBase Reference

89402-43-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-52/53-10-36/37/38-20/21/22

Safety Statements 

23-36-61-26

RIDADR 

2810

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

HazardClass 

3

PackingGroup 

III

HS Code 

2933399990

MSDS

• Language:English Provider:ALFA

5-Chloro-2,3-difluoropyridine Usage And Synthesis

Uses

5-Chloro-2,3-difluoropyridine is a 2,3,5-trihalopyridine used in the preparation of the herbicides and pesticides such as chodinafop-propargyl.

Synthesis

General procedure for the synthesis of 2,3-difluoro-5-chloropyridine from 2,3,5-trichloropyridine: First, 400 g of cyclobutanesulfone and 400 g of dimethylsulfoxide were added to a 1000 mL flask, and dehydrated to a moisture content of less than 0.05% at 200 °C under 0.05 MPa (negative pressure). Subsequently, 96 g (1.66 mol) of potassium fluoride, 120 g (0.67 mol) of 2,3,5-trichloropyridine, 2 g of 18-crown ether, and 3 g of potassium carbonate were added to the reaction flask at 120 °C and heated to 200 °C for about 3 hours. After completion of the reaction, the product was collected to give 95 g (0.51 mol) of 2,3-difluoro-5-chloropyridine in 90% yield. The purity of the product was 96.8% as determined by gas chromatography.

References

[1] Patent: CN106008329, 2016, A. Location in patent: Paragraph 0008; 0009
[2] Synthetic Communications, 2004, vol. 34, # 23, p. 4301 - 4311
[3] Patent: US33478, 1990, E1
[4] Patent: US4565568, 1986, A
[5] Patent: US4678509, 1987, A

5-Chloro-2,3-difluoropyridine(89402-43-7)Related Product Information

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