4,6-Dinitroresorcinol

Base Information

• Chemical Name: 4,6-Dinitroresorcinol
• CAS No.: 616-74-0
• Molecular Formula: C6H4N2O6
• Molecular Weight: 200.108
• Hs Code.: 2908999090
• European Community (EC) Number: 210-489-4
• DSSTox Substance ID: DTXSID40210606
• Nikkaji Number: J134.596F
• Wikidata: Q229859
• Mol file: 616-74-0.mol

Synonyms:4,6-Dinitroresorcinol;616-74-0;4,6-dinitrobenzene-1,3-diol;4,6-Dinitro-1,3-benzenediol;1,3-BENZENEDIOL, 4,6-DINITRO-;4,6-Dinitroresocinol;4,6-Dinitroresorcinol, with 20% of water;EINECS 210-489-4;Dinitroresorcin;4,6-dinitroresorcin;Resorcinol, 4,6-dinitro-;SCHEMBL70180;4,6-dinitro-benzene-1,3-diol;DTXSID40210606;1,3-Dihydroxy-4,6-dinitrobenzene;MFCD00191415;AKOS003235566;CS-W015628;AC-10929;D2247;FT-0632579;E78889;A833356;Q229859;4,6-Dinitroresorcinol (wetted with ca. 20% water);W-105119;4,6-Dinitroresorcinol (wetted with ca. 20% Water) (unit weight on dry weight basis);4,6-Dinitroresorcinol, (wetted with ca. 20 Percent Water, containing 5g on a dry weight basis)

Chemical Property of 4,6-Dinitroresorcinol

Chemical Property:

• Vapor Pressure: 3.99E-07mmHg at 25°C
• Melting Point: 215ºC
• Refractive Index: 1.712
• Boiling Point: 404.6ºC at 760 mmHg
• PKA: 3.95±0.24(Predicted)
• Flash Point: 186 ºC
• PSA: 132.10000
• Density: 1.819 g/cm³
• LogP: 1.96060
• Solubility.: soluble in Dimethylformamide
• Water Solubility.: 399.8mg/L(77 oC)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 200.00693585
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

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

4,6-Dinitroresorcinol (wetted with ca. 20% Water) (unit weight on dry weight basis) ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,6-Dinitroresorcinol

There total 58 articles about 4,6-Dinitroresorcinol 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: 86.0%

→ 4,6-dinitro-m-xylene (616-72-8)

Guidance literature:

With nitric acid; at 0 - 20 ℃;

DOI:10.1139/V06-094

Reference yield: 75.0%

2,4-dimethylnitrobenzene (89-87-2,156617-89-9,37551-97-6) → 4,6-dinitro-m-xylene (616-72-8)

Guidance literature:

With sulfuric acid; nitric acid; In water; for 1h;

DOI:10.1021/ol0526322

Reference yield: 57.0%

m-xylene (108-38-3,104809-90-7) → 4,6-dinitro-m-xylene (616-72-8) + 2,4-dinitro-m-xylene (603-02-1)

Guidance literature:

With Iron(III) nitrate nonahydrate; phosphorus pentoxide; In neat (no solvent); at 20 ℃; for 6h; Milling; Green chemistry;

DOI:10.1016/j.tetlet.2021.153087

upstream raw materials:

2,4-dichloro-1,5-dinitrobenzene

Resorcinol diacetate

1,3-dimethoxy-4,6-dinitrobenzene

1,5-diethoxy-2,4-dinitro-benzene

Downstream raw materials:

styphnic acid

4,6-diamino-1,3-benzenediol

N,N'-(4,6-dihydroxy-m-phenylene)-bis-acetamide

2-bromo-4,6-dinitro-resorcinol

Refernces

• 1、 Lunchev, Andrey V.,Morris, Samuel A.,Ganguly, Rakesh,Grimsdale, Andrew C.. "Synthesis and Electronic Properties of Novel 5,7-Diazapentacene Derivatives". . p. 1819 - 1823. Retrieved 2019/01/14.
• 2、 Zhang, Xingcheng,Xiong, Hualin,Yang, Hongwei,Cheng, Guangbin. "Synthesis and Detonation Properties of 5-Amino-2,4,6-trinitro-1,3-dihydroxy-benzene". . p. 447 - 451. Retrieved 2017/06/23.