3,5-Dinitro-4-hydroxypyridine

Base Information

• Chemical Name: 3,5-Dinitro-4-hydroxypyridine
• CAS No.: 10425-71-5
• Molecular Formula: C5H3 N3 O5
• Molecular Weight: 185.096
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20908877
• Nikkaji Number: J1.067.339I,J1.708.296E
• Mol file: 10425-71-5.mol

Synonyms:10425-71-5;3,5-dinitropyridin-4-ol;3,5-Dinitro-4-hydroxypyridine;3,5-dinitro-1H-pyridin-4-one;3,5-Dinitro-pyridin-4-ol;3,5-dinitro-1,4-dihydropyridin-4-one;4-Pyridinol,3,5-dinitro-;3,5-Dinitro-4-pyridinol;4-Hydroxy-3,5-dinitropyridine;3,5-Dinitropyridine-4-ol;3,5-Dinitro-4-pyridinol #;SCHEMBL2766413;3,5-dinitro-4(1h)-pyridinone;3,5-Dinitropyridin-4(1H)-one;DTXSID20908877;3,5-Dinitropyridine-4(1H)-one;MFCD00222297;STK689334;AKOS000269660;AKOS006274685;AS-5914;3,5-DINITRO-4-HYDROXY PYRIDINE;CS-0230813;FT-0614712;EN300-105697;A800943

Chemical Property of 3,5-Dinitro-4-hydroxypyridine

Chemical Property:

• Vapor Pressure: 0.000372mmHg at 25°C
• Boiling Point: 318°Cat760mmHg
• Flash Point: 146.1°C
• PSA: 124.50000
• Density: 1.69g/cm³
• LogP: 1.23770
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 185.00727020
• Heavy Atom Count: 13
• Complexity: 312

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Dinitro-4-pyridinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)C(=CN1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 3,5-Dinitro-4-hydroxypyridine

There total 1 articles about 3,5-Dinitro-4-hydroxypyridine 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: 90.0%

4-hydroxy-3-nitropyridine (5435-54-1) → 3,5-Dinitro-4-hydroxypyridine (10425-71-5)

Guidance literature:

With sulfuric acid; sulfur trioxide; nitric acid; 1)100 deg C,24h,2)140 deg C,124h.;

Reference yield: 82.0%

3,5-Dinitro-4-hydroxypyridine (10425-71-5) → 4-chloro-3,5-dinitropyridine (10425-70-4)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; for 16h; Reflux;

DOI:10.1002/chem.201204452

Reference yield:

3,5-Dinitro-4-hydroxypyridine (10425-71-5) → 4,4'-((2,3,4,5-tetrahydro-1,3a,6,8-tetraazaphenalene-1,6-diyl)bis(methylene))bis(N,Ndimethylaniline)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / N,N-dimethyl-formamide / 16 h / Reflux

2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 24 h / 20 °C

3: hydrogen; palladium on activated charcoal; potassium carbonate / 48 h / 20 °C

4: pyridine / 1 h / 170 °C / Microwave irradiation; Inert atmosphere

5: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 20 °C

With pyridine; aluminum (III) chloride; lithium aluminium tetrahydride; thionyl chloride; palladium on activated charcoal; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201204452

upstream raw materials:

4-hydroxy-3-nitropyridine

Downstream raw materials:

4-chloro-3,5-dinitropyridine

3,5-bis-[(N-acetyl-sulfanilyl)-amino]-pyridin-4-ol

3,5-bis-sulfanilylamino-pyridin-4-ol

2-(3,5-dinitro-[4]pyridylamino)-phenol

Refernces