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HomeProduct name list2-Chloro-5-nitropyridine

2-Chloro-5-nitropyridine

  • CAS NO.:4548-45-2
  • Empirical Formula: C5H3ClN2O2
  • Molecular Weight: 158.54
  • MDL number: MFCD00006240
  • EINECS: 224-908-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-08 10:59:09
2-Chloro-5-nitropyridine Structural

What is 2-Chloro-5-nitropyridine?

Chemical properties

white to light yellow crystal

The Uses of 2-Chloro-5-nitropyridine

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

The Uses of 2-Chloro-5-nitropyridine

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.]

Properties of 2-Chloro-5-nitropyridine

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
form  Crystalline Powder
pka -4.22±0.10(Predicted)
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
CAS DataBase Reference 4548-45-2(CAS DataBase Reference)
NIST Chemistry Reference 2-Chloro-5-nitropyridine(4548-45-2)

Safety information for 2-Chloro-5-nitropyridine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2-Chloro-5-nitropyridine

InChIKey BAZVFQBTJPBRTJ-UHFFFAOYSA-N
SMILES C1(Cl)=NC=C([N+]([O-])=O)C=C1

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