4,4'-Diphenylstilbene

Base Information

• Chemical Name: 4,4'-Diphenylstilbene
• CAS No.: 1657-71-2
• Molecular Formula: C₂₆H₂₀
• Molecular Weight: 332.445
• European Community (EC) Number: 218-018-4,216-757-7
• NSC Number: 88640
• DSSTox Substance ID: DTXSID501309999
• Nikkaji Number: J195.299D,J298.657D
• Mol file: 1657-71-2.mol

Synonyms:4,4'-Diphenylstilbene;trans-4,4'-Diphenylstilbene;2039-68-1;1657-71-2;(E)-4,4'-Ethylenebis(1,1'-biphenyl);1-phenyl-4-[(E)-2-(4-phenylphenyl)ethenyl]benzene;EINECS 216-757-7;EINECS 218-018-4;(E)-4,4/'-ethylenebis(1,1/'-biphenyl);(E)-1,2-di([1,1'-biphenyl]-4-yl)ethene;1,1'-Biphenyl, 4-(2-[1,1'-biphenyl]-4-ylethenyl)-;MFCD00003063;4,4'-Diphenylstilben;4,4/'-Diphenylstilbene;(E)-4,4'-Diphenylstilbene;HXWQJYVUJPBQEW-VAWYXSNFSA-;trans-para,para'-diphenylstilbene;HXWQJYVUJPBQEW-VAWYXSNFSA-N;DTXSID501309999;BCP11404;NSC88640;BBL100117;NSC 24862;NSC 88640;NSC-88640;STL511348;4,4''-Vinylenebis(1,1'-biphenyl);AKOS005257973;4,4'-(E)-ethene-1,2-diyldibiphenyl;1,1'-Biphenyl, 4,4''-(1,2-ethenediyl)bis-;A853134;1,1'-Biphenyl,4-(2-[1,1'-biphenyl]-4-ylethenyl)-;4-[(E)-2-[1,1'-Biphenyl]-4-ylethenyl]-1,1'-biphenyl #;trans-p,p'-Diphenylstilbene, suitable for liquid scintillation spectrometry;InChI=1/C26H20/c1-3-7-23(8-4-1)25-17-13-21(14-18-25)11-12-22-15-19-26(20-16-22)24-9-5-2-6-10-24/h1-20H/b12-11+

Chemical Property of 4,4'-Diphenylstilbene

Chemical Property:

• Melting Point: 310 °C
• Boiling Point: 517.3°Cat760mmHg
• Flash Point: 264.2°C
• PSA: 0.00000
• Density: 1.096g/cm³
• LogP: 6.80580
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 332.156500638
• Heavy Atom Count: 26
• Complexity: 367

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C=CC3=CC=C(C=C3)C4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)/C=C/C3=CC=C(C=C3)C4=CC=CC=C4

Technology Process of 4,4'-Diphenylstilbene

There total 28 articles about 4,4'-Diphenylstilbene 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: 96.0%

diethyl (4-biphenylmethyl)phosphonate (30818-70-3) → trans-4,4'-diphenylstilbene (1657-73-4,2039-68-1,85107-02-4,1657-71-2)

Guidance literature:

diethyl (4-biphenylmethyl)phosphonate; With sodium t-butanolate; In N,N-dimethyl-formamide; at 25 ℃; for 0.0833333h; Inert atmosphere;

With oxygen; In N,N-dimethyl-formamide; at 25 ℃; for 8h; stereoselective reaction;

DOI:10.1021/acs.joc.7b03148

Reference yield: 78.0%

ethene (74-85-1) + 4-bromo-1,1'-biphenyl (92-66-0) → p-vinylbiphenyl (2350-89-2) + trans-4,4'-diphenylstilbene (1657-73-4,2039-68-1,85107-02-4,1657-71-2)

Guidance literature:

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In acetonitrile; under 7500.6 Torr; Yields of byproduct given; Heating;

DOI:10.1002/cber.19971300905

Reference yield:

biphenyl-4-yl methanol (3597-91-9) → trans-4,4'-diphenylstilbene (1657-73-4,2039-68-1,85107-02-4,1657-71-2)

Guidance literature:

With C₂₃H₄₀MnNO₂P₂; hydrazine; In tetrahydrofuran; at 120 ℃; for 24h; Glovebox; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201807881

upstream raw materials:

1-([1,1'-biphenyl]-4-yl)-N-phenylmethanimine

4-Methylbiphenyl

biphenyl-4-carboxaldehyde azine

cis-1,2-Bis--ethylen-carbonsaeure-(1)

Downstream raw materials:

cis-4,4'-diphenylstilbene

C₂₆H₂₀^(2-)*2Na⁽¹⁺⁾

trans-4,4'-diphenylstilbene

Refernces

• 1、 Huang, Tianzeng,Chen, Tieqiao,Han, Li-Biao. "Oxidative Dephosphorylation of Benzylic Phosphonates with Dioxygen Generating Symmetrical trans-Stilbenes". . p. 2959 - 2965. Retrieved 2018/03/09.
• 2、 Majchrzak, Mariusz,Wilkowski, Grzegorz,Kubicki, Maciej. "A highly stereoselective and efficient catalytic approach for the synthesis of trans-stilbene–arenes as π-conjugated materials". supporting information. p. 4291 - 4299. Retrieved 2018/10/05.