5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid

Base Information

• Chemical Name: 5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid
• CAS No.: 128-42-7
• Molecular Formula: C₁₄H₁₀N₂O₁₀S₂
• Molecular Weight: 430.373
• DSSTox Substance ID: DTXSID7047019
• Wikidata: Q27116207
• ChEMBL ID: CHEMBL3306254
• Mol file: 128-42-7.mol

Synonyms:5-nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid;4,4/'-Dinitrostilbene-2,2/'-disulfonic acid;CHEBI:34663;4,4'-Dinitro-2,2'-stilbenesulfonic acid;CBDivE_011453;CHEMBL3306254;DTXSID7047019;FT-0617095;FT-0649002;4,4'-dinitro-stilbene-2,2'-disulphonic acid;Q27116207;5-nitro-2-[(E)-2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid

Chemical Property of 5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Melting Point: 266oC
• Refractive Index: 1.7000 (estimate)
• PKA: -1.61±0.45(Predicted)
• PSA: 217.14000
• Density: 1.779 g/cm³
• LogP: 5.37480
• Storage Temp.: 2-8°C
• Solubility.: 2.629g/L in organic solvents at 20 ℃
• Water Solubility.: 105.4g/L at 37℃
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 429.97768687
• Heavy Atom Count: 28
• Complexity: 761

Purity/Quality:

99.9% ^*data from raw suppliers

6,6'-(Ethene-1,2-diyl)bis-(3-nitrobenzenesulfonic acid) 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])S(=O)(=O)O)C=CC2=C(C=C(C=C2)[N+](=O)[O-])S(=O)(=O)O

Technology Process of 5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid

There total 17 articles about 5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethenyl]benzenesulfonic acid 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: 93.0%

4-nitrotoluene-2-sulfonic acid (121-03-9) → 4,4'-dinitrostilbene 2,2'-disulfonic acid (1211962-72-9,128-42-7)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; In water; diethylene glycol; at 85 ℃; for 0.166667h;

DOI:10.3390/80300318

Reference yield: 75.8%

4,4'-dinitrobibenzyl-2,2'-disulfonic acid (6404-60-0) → 4,4'-dinitrostilbene 2,2'-disulfonic acid (1211962-72-9,128-42-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; manganese (II) acetate tetrahydrate; In dimethyl sulfoxide; at 70 ℃; for 7h; under 760.051 Torr;

DOI:10.1007/s13738-012-0114-3

Reference yield: 65.0%

4-nitrotoluene-2-sulfonic acid (121-03-9) → 4,4'-dinitrostilbene 2,2'-disulfonic acid (1211962-72-9,128-42-7) + disodium 4,4'-dinitrobibenzyl-2,2'-disulfonate (6268-17-3)

Guidance literature:

With sodium hypochlorite; In sodium hydroxide; at 65 ℃; for 0.416667h;

upstream raw materials:

1-methyl-4-nitrobenzene

4-nitrotoluene-2-sulfonic acid

diethylene glycol

4,4'-dinitrobibenzyl-2,2'-disulfonic acid

Downstream raw materials:

cis-4,4'-Dinitro-2,2'-disulfonylstilbene

4,4'-dinitro-2,2'-stilbenedithiol

4,4’-dinitrostilbene 2,2’-disulfonic acid disodium salt

4,4'-bis-acetylamino-stilbene-2,2'-disulfonic acid

Refernces

• 1、 -. "DSD acid preparation method". Paragraph 0074; 0075. . Retrieved 2017/11/03.
• 2、 -. "[1]BENZOTHIENO[3,2-B][1]BENZOTHIOPHENE COMPOUND AND METHOD FOR PRODUCING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME". Page/Page column 36. . Retrieved 2009/12/02.