5-Bromo-2-nitropyridine

Base Information

• Chemical Name: 5-Bromo-2-nitropyridine
• CAS No.: 39856-50-3
• Molecular Formula: C5H3BrN2O2
• Molecular Weight: 202.995
• Hs Code.: 29339900
• European Community (EC) Number: 609-748-8
• DSSTox Substance ID: DTXSID20355827
• Nikkaji Number: J1.215.692H
• Wikidata: Q72448708
• Mol file: 39856-50-3.mol

Synonyms:5-bromo-2-nitropyridine

Chemical Property of 5-Bromo-2-nitropyridine

Chemical Property:

• Vapor Pressure: 0.00323mmHg at 25°C
• Melting Point: 148-150 °C(lit.)
• Refractive Index: 1.614
• Boiling Point: 292.3 °C at 760 mmHg
• PKA: -4.95±0.22(Predicted)
• Flash Point: 130.6 °C
• PSA: 58.71000
• Density: 1.833 g/cm³
• LogP: 2.27550
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 201.93779
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)[N+](=O)[O-]
• Uses: 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.

Technology Process of 5-Bromo-2-nitropyridine

There total 11 articles about 5-Bromo-2-nitropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.8%

5-bromo-2-pyridylamine (1072-97-5) → 5-bromo2-nitropyridine (39856-50-3)

Guidance literature:

With dihydrogen peroxide; In water; acetone; at 10 - 40 ℃; for 6h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 49.1%

3-bromopyridine N-oxide (2402-97-3) → 5-bromo2-nitropyridine (39856-50-3) + 3-Bromo-4-nitropyridine N-oxide (1678-49-5)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 90 ℃; for 5h;

DOI:10.14233/ajchem.2013.14356

Reference yield: 32.0%

5-bromoisonicotinic acid (30766-11-1) → 5-bromo2-nitropyridine (39856-50-3)

Guidance literature:

With dipotassium peroxodisulfate; bismuth (III) nitrate pentahydrate; In acetonitrile; at 130 ℃; for 24h; Sealed tube;

DOI:10.1016/j.poly.2019.04.005

upstream raw materials:

5-bromo-2-pyridylamine

2-aminopyridine

3-bromopyridine N-oxide

3-Bromopyridine

Downstream raw materials:

2-methoxy-5-bromopyridine

5-bromo-2-ethoxypyridine

5-bromo-2-isopropoxy-pyridine

2-nitro-5-(4-nitro-phenylsulfanyl)-pyridine

Refernces

• 1、 Agasti, Soumitra,Maiti, Siddhartha,Maity, Soham,Anniyappan,Talawar,Maiti, Debabrata. "Bismuth nitrate as a source of nitro radical in ipso-nitration of carboxylic acids". . p. 120 - 124. Retrieved 2019/05/22.
• 2、 Agosti, Alessandro,Bertolini, Giorgio,Bruno, Giacomo,Lautz, Christian,Glarner, Thomas,Deichtmann, Walter. "Handling Hydrogen Peroxide Oxidations on a Large Scale: Synthesis of 5-Bromo-2-nitropyridine". . p. 451 - 459. Retrieved 2017/03/24.