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HomeProduct name list5-Bromo-2-nitropyridine

5-Bromo-2-nitropyridine

  • CAS NO.:39856-50-3
  • Empirical Formula: C5H3BrN2O2
  • Molecular Weight: 202.99
  • MDL number: MFCD00160411
  • EINECS: 609-748-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2025-09-09 10:27:52
5-Bromo-2-nitropyridine Structural

What is 5-Bromo-2-nitropyridine?

Chemical properties

Colorless solid

The Uses of 5-Bromo-2-nitropyridine

5-Bromo-2-nitropyridine is employed as a reagent in the synthesis of novel benzinidazoles, potent inhibitors of TIE-2 and VEGFR-2 Tyrosine (T899975) kinase receptors.

Preparation

5-Bromo-2-nitropyridine was prepared from the corresponding amine via hydrogen peroxide oxidation in large scale production. N-Bromosuccinimide (NBS) bromination of 2-aminopyridine in acetonitrile at 0-5 °C delivered 5-bromo-2- aminopyridine with good regioselectivity (>20:1). The brominated amino-pyridine was then reacted with the oxidant mixture, yielding 5-Bromo-2-nitropyridine after dilution with water and isopropanol[1].
5-Bromo-2-nitropyridine

Synthesis Reference(s)

[1] Agosti, Alessandro, et al. "Handling Hydrogen Peroxide Oxidations on a Large Scale: Synthesis of 5-Bromo-2-nitropyridine." Organic Process Research & Development 21.3(2017):451-459.

What are the applications of Application

5-Bromo-2-nitropyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Properties of 5-Bromo-2-nitropyridine

Melting point: 148-150 °C (lit.)
Boiling point: 292.3±20.0 °C(Predicted)
Density  1.833±0.06 g/cm3(Predicted)
storage temp.  Inert atmosphere,Room Temperature
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Solid
pka -4.95±0.22(Predicted)
color  White to yellow to beige powder or crystal or chunks
BRN  120878
InChI InChI=1S/C5H3BrN2O2/c6-4-1-2-5(7-3-4)8(9)10/h1-3H
CAS DataBase Reference 39856-50-3(CAS DataBase Reference)

Safety information for 5-Bromo-2-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 5-Bromo-2-nitropyridine

InChIKey ATXXLNCPVSUCNK-UHFFFAOYSA-N
SMILES C1([N+]([O-])=O)=NC=C(Br)C=C1

5-Bromo-2-nitropyridine manufacturer

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