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2-Chloro-3-nitro-6-methylpyridine

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2-Chloro-3-nitro-6-methylpyridine Basic information

Product Name:
2-Chloro-3-nitro-6-methylpyridine
Synonyms:
  • 2-CHLORO-3-NITRO-6-PICOLINE
  • 2-CHLORO-3-NITRO-6-METHYL PYRIDINE
  • 2-CHLORO-6-METHYL-3-NITROPYRIDINE
  • 6-CHLORO-5-NITRO-2-PICOLINE
  • TIMTEC-BB SBB003832
  • 6-chloro-nitro-2-methoxypridine
  • 2-CHLORO-3-NITRO-6-PICOLINE (2-CHLORO-6-METHYL-3-NITROPYRIDINE)
  • 6-chloro-2-methyl-5-nitropyridine
CAS:
56057-19-3
MF:
C6H5ClN2O2
MW:
172.57
Product Categories:
  • pyridine series
  • Pyridine
  • Pyridines
  • Boronic Acid
Mol File:
56057-19-3.mol
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2-Chloro-3-nitro-6-methylpyridine Chemical Properties

Melting point:
70-74 °C
Boiling point:
200°C (rough estimate)
Density 
1.5610 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
soluble in Methanol
pka
-1?+-.0.10(Predicted)
form 
Powder
color 
Brown
InChI
InChI=1S/C6H5ClN2O2/c1-4-2-3-5(9(10)11)6(7)8-4/h2-3H,1H3
InChIKey
UIEVSGOVFXWCIK-UHFFFAOYSA-N
SMILES
C1(Cl)=NC(C)=CC=C1[N+]([O-])=O
CAS DataBase Reference
56057-19-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,T,Xi
Risk Statements 
36/37/38-20/21/22
Safety Statements 
36/37/39-26-36
HS Code 
29349990

MSDS

  • Language:English Provider:ACROS
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2-Chloro-3-nitro-6-methylpyridine Usage And Synthesis

Chemical Properties

brown powder

Uses

Iridium complexes with 2-phenylpyridine and 2-(4-dibenzofuran)pyridine as ligands are widely used organic phosphorescent materials.

Synthesis

39745-39-6

56057-19-3

2-Hydroxy-3-nitro-6-methylpyridine (compound 25, 10 g, 0.065 mol) was added to 50 mL of phosphoryl chloride and heated to reflux for 4 hours. Upon completion of the reaction, most of the phosphorus trichloride was removed by distillation under reduced pressure. The residue was slowly poured into 200 g of ice water and stirred for 2 hours. A large amount of precipitate appeared in the reaction mixture and the precipitate was collected by filtration under reduced pressure and dried under vacuum to give 10 g of white solid product (compound 26) in 89% yield. The melting point of the product was 68.5-70.5 °C (water) [J.O.C., 1955, 20, 1729-1731].

References

[1] Patent: EP2366691, 2011, A1. Location in patent: Page/Page column 11-12
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 22, p. 4288 - 4312
[3] Journal of the American Chemical Society, 1952, vol. 74, p. 3828,3830

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