4-Hydroxy-3-nitropyridine

Base Information

• Chemical Name: 4-Hydroxy-3-nitropyridine
• CAS No.: 5435-54-1
• Molecular Formula: C5H4N2O3
• Molecular Weight: 140.098
• Hs Code.: 29333990
• NSC Number: 155707,21465
• DSSTox Substance ID: DTXSID10935319
• Nikkaji Number: J2.057.348A
• Wikidata: Q72480737
• Mol file: 5435-54-1.mol

Synonyms:3-Nitro-4-hydroxypyridine;3-Nitro-4-pyridinol;NSC 21465;

Chemical Property of 4-Hydroxy-3-nitropyridine

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 2.1E-09mmHg at 25°C
• Melting Point: 285 °C (dec.)(lit.)
• Refractive Index: 1.596
• Boiling Point: 480.8 °C at 760 mmHg
• PKA: 0.13±0.14(Predicted)
• Flash Point: 244.6 °C
• PSA: 78.94000
• Density: 1.448 g/cm³
• LogP: 1.21860
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 140.02219199
• Heavy Atom Count: 10
• Complexity: 236

Purity/Quality:

99%Min ^*data from raw suppliers

4-Hydroxy-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CNC=C(C1=O)[N+](=O)[O-]
• Uses: 4-Hydroxy-3-nitropyridine may be used in the synthesis of 4-ethoxy-3-nitropyridine by treating with phosphorus pentachloride (PCl5) followed by ethanol. It may also be used to prepare 4-chloro-3-nitropyridine by treating with PCl5-POCl3 (phosphorus oxychloride).

Technology Process of 4-Hydroxy-3-nitropyridine

There total 15 articles about 4-Hydroxy-3-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: 98.0%

pyridin-4-ol (626-64-2,157061-69-3) → 4-hydroxy-3-nitropyridine (5435-54-1)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 100 ℃; for 1h; Inert atmosphere;

DOI:10.1021/op049899l

Reference yield: 89.0%

4-methoxy-3-nitro-pyridine (31872-62-5) → 4-hydroxy-3-nitropyridine (5435-54-1)

Guidance literature:

4-methoxy-3-nitro-pyridine; With water; hydrogen bromide; at 100 ℃; for 16h;

With sodium hydroxide; water; at 5 ℃; for 0.166667h;

Reference yield: 45.0%

nitrate 4-hydroxypyridine (3454-03-3) → 4-hydroxy-3-nitropyridine (5435-54-1)

Guidance literature:

With sulfuric acid; nitric acid; for 1h; Heating;

DOI:10.1021/jm00382a015

upstream raw materials:

4-pyridone

4-chloro-3-nitropyridine

4-amino-3-nitropyridine

pyridin-4-ol

Downstream raw materials:

3-nitro-4-oxo-4H-pyridine-1-carboxylic acid ethyl ester

1-methyl-3-nitropyridin-4-one

3-aminopyridin-4-ol

3-iodo-5-nitro-pyridin-4-ol

Refernces

• 1、 -. "Synthetic method of active intermediate 4-chloro-3-nitropyridine". Paragraph 0013; 0019; 0025. . Retrieved 2021/04/28.
• 2、 -. "4-chloro-3-nitropyridine and preparation method thereof". Paragraph 0020; 0021. . Retrieved 2016/11/17.