Basic information Safety Supplier Related

2-chloro-5-(difluoroMethoxy)pyridine

Basic information Safety Supplier Related

2-chloro-5-(difluoroMethoxy)pyridine Basic information

Product Name:
2-chloro-5-(difluoroMethoxy)pyridine
Synonyms:
  • 2-chloro-5-(difluoroMethoxy)pyridine
  • Pyridine, 2-chloro-5-(difluoromethoxy)-
CAS:
1206980-28-0
MF:
C6H4ClF2NO
MW:
179.55
Mol File:
1206980-28-0.mol
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2-chloro-5-(difluoroMethoxy)pyridine Chemical Properties

Boiling point:
208.8±35.0 °C(Predicted)
Density 
1.382±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
-3.29±0.10(Predicted)
form 
liquid
color 
Clear, colourless
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Safety Information

HS Code 
2933399990
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2-chloro-5-(difluoroMethoxy)pyridine Usage And Synthesis

Synthesis

41288-96-4

1885-46-7

1206980-28-0

GENERAL METHOD: To a vigorously stirred solution of 2-chloro-5-hydroxypyridine (0.13 g, 1.0 mmol) in acetonitrile (2 mL) was slowly added an aqueous solution of 6 M potassium hydroxide (2 mL) at room temperature. Subsequently, difluoromethyl trifluoromethanesulfonate (0.38 mL, 3.0 mmol, 3 eq.) was added dropwise to the reaction mixture while the reaction temperature was controlled by a water bath to maintain room temperature (note that the reaction is exothermic). Stirring of the reaction mixture was continued for 30 minutes. Upon completion of the reaction, the mixture was diluted with distilled water (20 mL) and extracted sequentially with ether (2 × 10 mL) and ethyl acetate (3 × 10 mL). All organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using a gradient elution of pentane/diethyl ether (100:0 to 70:30, v/v) to give pure 2-chloro-5-difluoromethoxypyridine.

References

[1] Journal of Fluorine Chemistry, 2017, vol. 203, p. 155 - 165

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