2,6-DICHLOROPYRIDINE N-OXIDE Chemical Properties

Melting point:

138-142 °C(lit.)

Boiling point:

344.2±22.0 °C(Predicted)

Density 

1.47±0.1 g/cm3(Predicted)

storage temp. 

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

solubility 

Chloroform

pka

-2.26±0.10(Predicted)

form 

Powder or Crystals

color 

White to creamish or light yellow

CAS DataBase Reference

2587-00-0

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

36/37/39-26-22

RIDADR 

UN2811

WGK Germany 

3

HazardClass 

6.1

HS Code 

29333999

MSDS

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

2,6-DICHLOROPYRIDINE N-OXIDE Usage And Synthesis

Chemical Properties

Orange-Yellow Crystals

Uses

2,6-Dichloropyridine-1-oxide (cas# 2587-00-0) is a compound useful in organic synthesis.

Synthesis

The general procedure for the synthesis of 2,6-dichloropyridine-N-oxide from 2,6-dichloropyridine was as follows: 2.0 g of silica tungstate heteropolyacid catalyst was weighed, and 150 g of pulverized 2,6-dichloropyridine was added to 95 g of trifluoroacetic acid (TFA), which was stirred and heated up to 80°C to dissolve it slowly. Subsequently, 115 g of a 50% concentration hydrogen peroxide (H2O2) solution was slowly added dropwise for about 1 hour. After the dropwise addition, the reaction mixture was heated to reflux with continuous stirring and kept for 2 hours. Upon completion of the reaction, the catalyst was first filtered to remove the catalyst, then the reaction solution was cooled to room temperature and slowly poured into 300 mL of ice water and filtered to remove unreacted 2,6-dichloropyridine residue. The filtrate was dehydrated and extracted by adding an appropriate amount of trichloromethane (CHCl3) to dissolve the yellowish loose 2,6-dichloropyridine-N-oxide. The final product was analyzed by high performance liquid chromatography (HPLC) with 98.9% purity and 90.15% yield.

References

[1] Patent: CN103787964, 2016, B. Location in patent: Paragraph 0019-0020
[2] Patent: US2012/289497, 2012, A1. Location in patent: Page/Page column 51-52
[3] Patent: EP2524917, 2012, A1. Location in patent: Page/Page column 58
[4] Angewandte Chemie - International Edition, 2013, vol. 52, # 24, p. 6277 - 6282
[5] Angew. Chem., 2013, vol. 125, # 24, p. 6397 - 6402,6

2,6-DICHLOROPYRIDINE N-OXIDE(2587-00-0)Related Product Information

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• 2,6-Dichloropyridine
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• 3 5-DICHLOROPYRIDINE 1-OXIDE 98,3,5-Dichloropyridine N-oxide
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• 3,5-DICHLOROPYRIDINE 1-OXIDE
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• 2-CHLOROPYRIDINE N-OXIDE HYDROCHLORIDE
• PYRIDINE, 2,3,5,6-TETRACHLORO-, 1-OXIDE
• 2,6-DICHLOROPYRIDINE N-OXIDE
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