ChemicalBook--->CAS DataBase List--->2587-00-0

2587-00-0

2587-00-0 Structure

2587-00-0 Structure
IdentificationBack Directory
[Name]

2,6-DICHLOROPYRIDINE N-OXIDE
[CAS]

2587-00-0
[Synonyms]

NSC 136569
AURORA KA-6496
AURORA KA-3003
2,6-DICHLOROPYRIDINE 1-OXIDE
2,6-DICHLOROPYRIDINE N-OXIDE
2,6-Dichloropyridine N-oxide 98%
2,6-Dichloropyridine-N-oxide,98%
2,6-dichloro-1-oxidopyridin-1-ium
2,6-dichloro-2,3-dihydropyridin-3-one
[Molecular Formula]

C5H3Cl2NO
[MDL Number]

MFCD00130246
[MOL File]

2587-00-0.mol
[Molecular Weight]

163.99
Chemical PropertiesBack Directory
[Appearance]

Orange-Yellow Crystals
[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
[form ]

Powder or Crystals
[pka]

-2.26±0.10(Predicted)
[color ]

White to creamish or light yellow
[CAS DataBase Reference]

2587-00-0
Hazard InformationBack Directory
[Chemical Properties]

Orange-Yellow Crystals
[Uses]

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

2,6-Dichloropyridine

2402-78-0

2,6-DICHLOROPYRIDINE N-OXIDE

2587-00-0

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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Skull and Crossbones (GHS06)
GHS07,GHS06
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H302-H311-H332-H335
[Precautionary statements ]

P280h-P305+P351+P338-P309-P310-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[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
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-DICHLOROPYRIDINE N-OXIDE(2587-00-0)1HNMR
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