3-Hydroxy-2-nitropyridine

Base Information

• Chemical Name: 3-Hydroxy-2-nitropyridine
• CAS No.: 15128-82-2
• Molecular Formula: C5H4N2O3
• Molecular Weight: 140.098
• Hs Code.: 29333990
• European Community (EC) Number: 239-191-2,604-788-2
• NSC Number: 97501
• UNII: UU357X85YB
• DSSTox Substance ID: DTXSID6022264
• Nikkaji Number: J3.776A
• Wikidata: Q27291274
• Mol file: 15128-82-2.mol

Synonyms:3-hydroxy-2-nitropyridine

Chemical Property of 3-Hydroxy-2-nitropyridine

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 2.02E-06mmHg at 25°C
• Melting Point: 69-71 °C(lit.)
• Refractive Index: 1.623
• Boiling Point: 383.2 °C at 760 mmHg
• PKA: 0.31±0.22(Predicted)
• Flash Point: 185.6 °C
• PSA: 78.94000
• Density: 1.507 g/cm³
• LogP: 1.21860
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 140.02219199
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98%, ^*data from raw suppliers

2-Nitro-3-pyridinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)[N+](=O)[O-])O
• Uses: 3-Hydroxy-2-nitropyridine may be used in the synthesis of novel sulfonates that are potent inhibitors of cell proliferation and tubulin polymerization.

Technology Process of 3-Hydroxy-2-nitropyridine

There total 5 articles about 3-Hydroxy-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: 69.0%

3-ethoxy-2-nitropyridine (74037-50-6) → 3-hydroxy-2-nitropyridine (15128-82-2)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In tetrahydrofuran; water; at 90 ℃; for 12h;

DOI:10.1021/ol047688v

Reference yield: 60.0%

3-HYDROXYPYRIDINE (109-00-2) → 3-hydroxy-2-nitropyridine (15128-82-2)

Guidance literature:

With aluminium trinitrate; In acetonitrile; at 50 ℃; regioselective reaction;

DOI:10.1021/acs.orglett.8b04141

Reference yield:

3-hydroxypyridine nitrate → 3-hydroxy-2-nitropyridine (15128-82-2)

Guidance literature:

With sulfuric acid; at 50 ℃;

upstream raw materials:

3-HYDROXYPYRIDINE

3-ethoxy-2-nitropyridine

Downstream raw materials:

benzoic acid-(2-nitro-[3]pyridyl ester)

3-methoxy-2-nitropyridine

2-bromo-pyridin-3-ol

2-amino-3-hydroxypyridine

Refernces

• 1、 Kuduk, Scott D.,DiPardo, Robert M.,Bock, Mark G.. "Tetrabutylammonium salt induced denitration of nitropyridines: Synthesis of fluoro-, hydroxy-, and methoxypyridines". . p. 577 - 579. Retrieved 2007/10/03.