3,5-Dinitrophenol

Base Information

• Chemical Name: 3,5-Dinitrophenol
• CAS No.: 586-11-8
• Molecular Formula: C6H4 N2 O5
• Molecular Weight: 184.108
• DSSTox Substance ID: DTXSID80207318
• Nikkaji Number: J53.757H
• Wikidata: Q20856200
• Metabolomics Workbench ID: 56263
• Mol file: 586-11-8.mol

Synonyms:3,5-DINITROPHENOL;586-11-8;Phenol, 3,5-dinitro-;3,5-Dinitrofenol;3,5-Dinitrofenol [Czech];BRN 1879348;AI3-28910;4-06-00-01385 (Beilstein Handbook Reference);SCHEMBL593064;CHEBI:39360;DTXSID80207318;STK096911;AKOS000493022;LS-104569;CS-0262672;EN300-83428;AE-848/01525002;Q20856200

Chemical Property of 3,5-Dinitrophenol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 125.1°C
• Refractive Index: 1.4738 (estimate)
• Boiling Point: 341.1°Cat760mmHg
• PKA: pK1:6.732 (25°C)
• Flash Point: 157.2°C
• PSA: 111.87000
• Density: 1.65g/cm³
• LogP: 2.25500
• Water Solubility.: 13.42g/L(51.6 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 184.01202123
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99%, ^*data from raw suppliers

3,5-dinitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,5-Dinitrophenol

There total 25 articles about 3,5-Dinitrophenol 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: 95.0%

Acetaldehyde oxime (107-29-9) + 1,3,5-trinitrobenzene (99-35-4) → 3,5-dinitrophenol (586-11-8)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; potassium carbonate; at 90 ℃; for 3.5h;

Reference yield: 74.0%

4-amino-3,5-dinitrophenol (32654-60-7) → 3,5-dinitrophenol (586-11-8)

Guidance literature:

With ethanol; sulfuric acid; sodium nitrite; In water; for 1h; Heating;

DOI:10.1246/bcsj.77.1027

Reference yield: 65.0%

3, 5-dinitroaniline (618-87-1) → 3,5-dinitrophenol (586-11-8)

Guidance literature:

3, 5-dinitroaniline; With tetrafluoroboric acid; In water; at 20 ℃; for 0.0333333h;

With sodium nitrite; In water; at 0 ℃; for 0.5h;

With copper(I) oxide; copper(II) sulfate; In water; at 0 - 20 ℃; for 0.5h;

DOI:10.1080/00397911.2018.1496263

upstream raw materials:

1,3,5-trinitrobenzene

3,5-dinitroanisole

4-amino-3,5-dinitrophenol

2,4-Dinitrophenylacetat

Downstream raw materials:

trinitrophloroglucinol

2,4,6-tribromo-3,5-dinitro-phenol

3,5-Diacetylaminophenol

(3,5-dinitrophenoxy)-acetonitrile

Refernces

• 1、 Dutov, Mikhail D.,Serushkina, Olga V.. "Interaction of hexamethylphosphoric triamide with m-dinitrobenzenes". . p. 174 - 175. Retrieved 2013/07/26.
• 2、 Beier, Petr,Mindl, Jaromir,Sterba, Vojeslav,Hanusek, Jiri. "Kinetics and mechanism of base-catalysed degradations of substituted aryl-N-hydroxycarbamates, their N-methyl and N-phenyl analogues". . p. 562 - 569. Retrieved 2007/10/03.