2-chloro-5-(difluoroMethoxy)pyridine

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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
EINECS:
Product Categories:
Mol File:1206980-28-0.mol
2-chloro-5-(difluoroMethoxy)pyridine Structure
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
Safety Information
HS Code 2933399990
MSDS Information
2-chloro-5-(difluoroMethoxy)pyridine Usage And Synthesis
Synthesis
2-Chloro-5-hydroxypyridine

41288-96-4

Trifluoromethanesulfonic acid difluoromethyl ester

1885-46-7

2-chloro-5-(difluoroMethoxy)pyridine

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
2-chloro-5-(difluoroMethoxy)pyridine Preparation Products And Raw materials
Raw materials2-Chloro-5-hydroxypyridine-->Trifluoromethanesulfonic acid difluoromethyl ester-->Trifluoromethane-->Water-->Potassium hydroxide-->Acetonitrile
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