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2-Methyl-5-nitropyridine

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2-Methyl-5-nitropyridine Basic information

Product Name:
2-Methyl-5-nitropyridine
Synonyms:
  • Pyridine, 2-methyl-5-nitro- (9CI)
  • 2-METHYL-5-NITROPYRIDINE
  • 5-NITRO-2-PICOLINE
  • AURORA KA-6797
  • 2-METHYL-5-NITROPYRIDINE, 95+%
  • 2-METHYL-5-NITROPYRIDINE/5-NITRO-2-PICOLINE
  • 2-Methyl-5-nitropyridine Hydrochloride
  • 21203-68-9 2-Methyl-5-nitropyridine
CAS:
21203-68-9
MF:
C6H6N2O2
MW:
138.12
EINECS:
677-568-7
Product Categories:
  • blocks
  • Pyridine
  • NITRO
  • pyridines
  • Pyridines, Pyrimidines, Purines and Pteredines
Mol File:
21203-68-9.mol
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2-Methyl-5-nitropyridine Chemical Properties

Melting point:
112 C
Boiling point:
237.1±20.0 °C(Predicted)
Density 
1.246±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
1.92±0.10(Predicted)
form 
Solid
color 
Light yellow to Brown
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C6H6N2O2/c1-5-2-3-6(4-7-5)8(9)10/h2-4H,1H3
InChIKey
USZINSZJSVMICC-UHFFFAOYSA-N
SMILES
C1(C)=NC=C([N+]([O-])=O)C=C1
CAS DataBase Reference
21203-68-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
HS Code 
2933399990
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2-Methyl-5-nitropyridine Usage And Synthesis

Uses

2-Methyl-5-nitropyridine is used as pharmaceutical intermediate.

Synthesis

2-(5-nitro-pyridin-2-yl)-malonic acid diethyl ester could be used as a starting material to synthesize 2-methyl-5-nitropyridine. The specific operations are as follows: To 2-(5-nitro-pyridin-2-yl)-malonic acid diethyl ester (12.0 g, 42.5 mmol) was added cold aq. 20% sulfuric acid (120 mL) and the mixture was heated to 100 ℃ for 2h. The cooled reaction was added to a cold dilute sodium hydroxide solution and the pH adjusted to 10. The organics were extracted with dichloromethane (x 4), and then the combined organic phases were dried over sodium sulfate. The filtrate was concentrated to afford 2-methyl-5-nitropyridine (5.0 g, 83 %) as a brown solid.

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