4,4'-Dinitrostilbene

Base Information

• Chemical Name: 4,4'-Dinitrostilbene
• CAS No.: 736-31-2
• Molecular Formula: C14H10N2O4
• Molecular Weight: 270.244
• European Community (EC) Number: 212-002-0,210-620-5,667-467-6
• NSC Number: 128001
• UNII: WZ9U9ML42K
• DSSTox Substance ID: DTXSID201032626
• Nikkaji Number: J132.649J,J139.245J
• Wikidata: Q27148934
• Metabolomics Workbench ID: 27969
• Mol file: 736-31-2.mol

Synonyms:4,4'-Dinitrostilbene;2501-02-2;trans-4,4'-Dinitrostilbene;736-31-2;(E)-4,4'-Dinitrostilbene;1,2-Bis(4-nitrophenyl)ethene;(E)-p,p'-Dinitrostilbene;619-93-2;Stilbene, 4,4'-dinitro-, (E)-;4,4'-Dinitrostilbene, (E)-;EINECS 212-002-0;UNII-WZ9U9ML42K;1-Nitro-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene;WZ9U9ML42K;4,4'-Dinitro-trans-stilbene;Benzene, 1,1'-(1,2-ethenediyl)bis(4-nitro-, (E)-;CCRIS 8546;Benzene, 1,1'-(1,2-ethenediyl)bis[4-nitro-;(E)-1,1'-(1,2-Ethenediyl)bis(4-nitrobenzene);EINECS 210-620-5;Benzene, 1,1'-(1E)-1,2-ethenediylbis[4-nitro-;Benzene, 1,1'-(1,2-ethenediyl)bis[4-nitro-, (E)-;p,p'-Dinitrostilbene;Benzene,1,1'-(1,2-ethenediyl)bis[4-nitro-;4,4'-Dinitro-cis-stilbene;BENZENE, 1,1'-(1E)-1,2-ETHENEDIYLBIS(4-NITRO-;1,1'-(E)-ethene-1,2-diylbis(4-nitrobenzene);Stilbene, 4,4'-dinitro-;Oprea1_423578;(E)-4,4'-dinitro-stilbene;SCHEMBL458177;Stilbene,4'-dinitro-, (Z)-;CHEBI:79798;HMS548C07;DTXSID201032626;1-nitro-4-(4-nitrostyryl)benzene;(e)-1,2-bis(4-nitrophenyl)ethene;LMPK13090028;MFCD00017043;NSC128001;P,P'-DINITROSTILBENE, (E)-;STK386214;AKOS000278358;4,4'-DINITROSTILBENE, TRANS-;DINITROSTILBENE, (E)-4,4'-;NSC 128001;NSC-128001;NCGC00341091-01;AS-37637;AS-65385;LS-30313;D2464;1-nitro-4-[2-(4-nitrophenyl)ethenyl]benzene;1,2-BIS(4-NITROPHENYL)ETHANE, (E)-;T70650;AB00626415-03;Benzene, 1,1'-(1,2-ethenediyl)bis*4-nitro-;4, (Z)-;Benzene,1'-(1,2-ethenediyl)bis[4-nitro-, (Z)-;1-Nitro-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene #;Q27148934;1-nitro-4-[(E)-2-(4-nitrophenyl)-1-ethenyl]benzene;4-(2,3-DICHLOROANILINO)-4-OXOBUT-2-ENOICACID;1,1'-(1,2-ETHENEDIYL)BIS(4-NITROBENZENE), (E)-

Chemical Property of 4,4'-Dinitrostilbene

Chemical Property:

• Melting Point: 288 °C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 394.6°Cat760mmHg
• Flash Point: 182.7°C
• PSA: 91.64000
• Density: 1.376g/cm³
• LogP: 4.71980
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 270.06405680
• Heavy Atom Count: 20
• Complexity: 334

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C2=CC=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 4,4'-Dinitrostilbene

There total 104 articles about 4,4'-Dinitrostilbene 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%

meso-p,p'-dinitrostilbene dibromide (27297-07-0) → 4,4'-dinitro stilbene (619-93-2,736-31-2,2501-02-2,101977-35-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; for 1h; Heating;

DOI:10.1246/bcsj.74.1089

Reference yield: 94.0%

1-methyl-4-nitrobenzene (99-99-0) → 1,2-bis(4-nitrophenyl)ethane (736-30-1) + 4,4'-dinitro stilbene (619-93-2,736-31-2,2501-02-2,101977-35-9) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; oxygen; In 1,2-dimethoxyethane; at 20 ℃; for 3.5h; under 760 Torr; other bases, other phase-transfer agents;

DOI:10.1007/BF00954087

Reference yield: 85.0%

1-methyl-4-nitrobenzene (99-99-0) + 4-nitrobenzaldehdye (555-16-8) → 4,4'-dinitro stilbene (619-93-2,736-31-2,2501-02-2,101977-35-9)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; for 4.5h; Ambient temperature;

upstream raw materials:

1,2-bis(4-nitrophenyl)ethane

stilbene

1-methyl-4-nitrobenzene

sodium 2-ethoxyethoxide

Downstream raw materials:

(Z)-4,4'-dinitrostilbene

α,α'-dichloro-4,4'-dinitro-bibenzyl

meso-1,2-dibromo-1,2-di(4-nitrophenyl)-2-ethane

4,4'-ethanediyl-bis-cyclohexylamine

Refernces

• 1、 Li, Jiahua,Wang, Zitong,Sun, Zelin,Xu, Linli,Wong, Wai-Yeung. "Effect of the Linking Group on the Thermoelectric Properties of Poly(Schiff Base)s and Their Metallopolymers". supporting information. p. 1911 - 1917. Retrieved 2021/06/21.
• 2、 Valentini, Federica,Ferlin, Francesco,Lilli, Simone,Marrocchi, Assunta,Ping, Liu,Gu, Yanlong,Vaccaro, Luigi. "Valorisation of urban waste to access low-cost heterogeneous palladium catalysts for cross-coupling reactions in biomass-derived γ-valerolactone". supporting information. p. 5887 - 5895. Retrieved 2021/08/23.