3-Chloro-2-fluoro-pyridine Chemical Properties

Boiling point:

162℃

Density 

1.33

Flash point:

52°(126°F)

refractive index 

1.5030

storage temp. 

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

form 

clear liquid

pka

-2.71±0.10(Predicted)

color 

Colorless to Almost colorless

InChI

InChI=1S/C5H3ClFN/c6-4-2-1-3-8-5(4)7/h1-3H

InChIKey

IHGMHTQDGNVKTA-UHFFFAOYSA-N

SMILES

C1(F)=NC=CC=C1Cl

CAS DataBase Reference

1480-64-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

22-37/38-41-34-20/21/22-10

Safety Statements 

26-39-45-36/37/39

RIDADR 

2924

HazardClass 

3

PackingGroup 

III

HS Code 

29333990

3-Chloro-2-fluoro-pyridine Usage And Synthesis

Uses

3-Chloro-2-fluoropyridine is used as a reactant in the synthesis of several compounds with therapeutic potential.

Synthesis

GENERAL METHOD: To a solution of 2,3-dichloropyridine (1.00 g, 6.76 mmol) in dimethyl sulfoxide (DMSO, 33.8 mL) was added cesium fluoride (CsF, 2.053 g, 13.51 mmol) at room temperature. The reaction mixture was stirred in air at 110 °C for 20 hours. After completion of the reaction, the reaction mixture was quenched with ice water and extracted with ethyl acetate (EtOAc). The organic layer was separated, washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate (EtOAc) in hexane as eluent to afford 3-chloro-2-fluoropyridine (0.639 g, 4.86 mmol, 71.9% yield) as a colorless oil. Compounds 3B'-8B' were prepared by a method similar to the synthetic procedure for compound 2B'.

References

[1] Tetrahedron Letters, 2015, vol. 56, # 44, p. 6043 - 6046
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 17, p. 2720 - 2725
[3] Patent: EP1595867, 2005, A1. Location in patent: Page/Page column 33-34
[4] Organic Letters, 2015, vol. 17, # 8, p. 1866 - 1869
[5] Patent: EP1726590, 2006, A1. Location in patent: Page/Page column 56

3-Chloro-2-fluoro-pyridine(1480-64-4)Related Product Information

• 3-Chloropyridine
• 2-Chloro-5-chloromethylpyridine
• 2-Fluoro-3-iodopyridine
• Cetylpyridinium chloride monohydrate
• Pentachloropyridine
• Clopidol
• Pyridine
• 2,3,5,6-Tetrachloropyridine
• 2-Fluoropyridine
• 2-Chloropyridine-N-oxide
• λ-Cyhalothrin
• 4-CHLORO-2-FLUOROPYRIDINE
• 5-Chloro-2-fluoropyridine
• 2-CHLORO-6-FLUOROPYRIDINE
• 3-BROMO-5-CHLORO-2-FLUOROPYRIDINE
• 2-Fluoro-6-methylpyridine
• 5-Bromo-2-fluoropyridine
• 2-Fluoropyridine-6-carboxylic acid