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2-Chloro-5-nitropyridine

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2-Chloro-5-nitropyridine Basic information

Product Name:
2-Chloro-5-nitropyridine
Synonyms:
  • 2-Chloro-5-nitropyridine
  • 3-Nitro-6-chloropyridine
  • 2-Chloro-5-nitropyridine, 99% 25GR
  • 5-Nitro-2-chloropyridine
  • 6-Chloro-3-nitropyridine
  • 2-Chloro-5-nitropyridine, 97+%
  • Chloro-5-nitropyrid
  • 2-chloro-5-nitro-pyridin
CAS:
4548-45-2
MF:
C5H3ClN2O2
MW:
158.54
EINECS:
224-908-3
Product Categories:
  • alkyl chloride |nitro-compound
  • Chlorinated heterocyclic series
  • Chloropyridines
  • Halopyridines
  • C5Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • blocks
  • Pyridines
  • Heterocycles
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Pyridine series
  • Halides
  • Pyridines derivates
  • Heterocyclic Building Blocks
  • compounds of pyridine
  • Pyridine
  • 1
  • bc0001
Mol File:
4548-45-2.mol
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2-Chloro-5-nitropyridine Chemical Properties

Melting point:
105-108 °C (lit.)
Boiling point:
256.6±20.0 °C(Predicted)
Density 
1.6616 (rough estimate)
refractive index 
1.5500 (estimate)
Flash point:
158°C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
-4.22±0.10(Predicted)
form 
Crystalline Powder
color 
Light yellow to beige
Water Solubility 
Solubility in hot methanol. Insoluble in water.
BRN 
120453
InChI
InChI=1S/C5H3ClN2O2/c6-5-2-1-4(3-7-5)8(9)10/h1-3H
InChIKey
BAZVFQBTJPBRTJ-UHFFFAOYSA-N
SMILES
C1(Cl)=NC=C([N+]([O-])=O)C=C1
CAS DataBase Reference
4548-45-2(CAS DataBase Reference)
NIST Chemistry Reference
2-Chloro-5-nitropyridine(4548-45-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
US7175000
HazardClass 
IRRITANT
HS Code 
29333990

MSDS

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2-Chloro-5-nitropyridine Usage And Synthesis

Chemical Properties

white to light yellow crystal

Uses

2-Chloro-5-nitropyridine is used as a pharmaceutical intermediate.

Uses

2-chloro-5-nitropyridine is an important pyridine derivative and is an intermediate for synthesizing bactericides, plant growth regulators, antibiotics and other medicaments.

Synthesis

Into a 500 ml four-necked flask equipped with a thermometer, stirring and reflux condenser, 50 g of phosphorus oxychloride, 14.0 g (0.1 mole) of 2-hydroxy-5-nitropyridine prepared in Example 1, 25.0 g (0.12 Mol) Phosphorus pentachloride,Stir and react at 100-105°C for 5 hours,Then the phosphorus oxychloride was recovered by distillation under reduced pressure, and the remainder was slowly poured into 120 grams of ice water, fully stirred, and then a 40wt% aqueous sodium hydroxide solution was neutralized to a pH of 8-9.Separate the layers, extract the aqueous layer with dichloromethane three times, 60 grams each time, combine the organic phases,Washed with 20 grams of saturated brine, then dried with 2.0 grams of anhydrous sodium sulfate, distilled to recover dichloromethane, and dried to obtain 15.1 grams of 2-chloro-5-nitropyridine (I), yield 95.3%, gas purity 99.8 %.

Purification Methods

It crystallises from *benzene or *benzene/pet ether. [Beilstein 20/5 V 452.]

2-Chloro-5-nitropyridineSupplier

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