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: 2024-11-19 15:53:33
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].
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) |
 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 |
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