Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis-

Base Information

• Chemical Name: Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis-
• CAS No.: 133005-88-6
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• European Community (EC) Number: 681-108-0
• Nikkaji Number: J1.220.985A
• Mol file: 133005-88-6.mol

Synonyms:133005-88-6;Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis-;4,4'-cis-Stilbenedicarboxylic acid;4-[(Z)-2-(4-CARBOXYPHENYL)ETHENYL]BENZOIC ACID;CIS-STILBENE-4,4'-DICARBOXYLIC ACID;4-[(1Z)-2-(4-carboxyphenyl)ethenyl]benzoic acid;cis-4,4'-dicarboxystilbene;SCHEMBL8653418;SBBQDUFLZGOASY-UPHRSURJSA-N;Z-4,4'-stilbene dicarboxylic acid;MFCD09025816;AKOS037646005;4,4/'-STILBENEDICARBOXYLIC ACID;AS-65624;DB-241467

Chemical Property of Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis-

Chemical Property:

• Melting Point: >300°C
• Refractive Index: 1.713
• Boiling Point: 530.8°Cat760mmHg
• PKA: 3.95±0.10(Predicted)
• Flash Point: 288.9°C
• PSA: 74.60000
• Density: 1.356g/cm³
• LogP: 3.25340
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

CIS-STILBENE-4,4'-DICARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC2=CC=C(C=C2)C(=O)O)C(=O)O
• Isomeric SMILES: C1=CC(=CC=C1/C=C\C2=CC=C(C=C2)C(=O)O)C(=O)O

Technology Process of Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis-

There total 15 articles about Benzoic acid, 4,4'-(1Z)-1,2-ethenediylbis- 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: 92.0%

trans-4,4'-dimethyl 4,4'-dicarboxylate-1,2-diphenylethylene (34541-73-6,143130-82-9) → Stilbene-4,4'-dicarboxylic acid (100-31-2,133005-88-6,74299-91-5)

Guidance literature:

With potassium hydroxide; In ethanol; water; Reflux;

DOI:10.1021/la501999g

Reference yield: 80.0%

Triethoxyvinylsilane (78-08-0) + 4-Bromobenzoic acid (586-76-5) → Stilbene-4,4'-dicarboxylic acid (100-31-2,133005-88-6,74299-91-5) + 1,1-bis[4-carboxyphenyl]ethene (83210-85-9)

Guidance literature:

With sodium hydroxide; poly(ethylene glycol) 2000; palladium diacetate; In water; at 140 ℃; for 5h;

DOI:10.1039/b707583a

Reference yield: 80.0%

Triethoxyvinylsilane (78-08-0) + 4-Bromobenzoic acid (586-76-5) → Stilbene-4,4'-dicarboxylic acid (100-31-2,133005-88-6,74299-91-5)

Guidance literature:

Triethoxyvinylsilane; With sodium hydroxide; In water; at 20 ℃; for 0.0833333h; Sealed tube;

4-Bromobenzoic acid; With palladium diacetate; In water; at 120 - 140 ℃; Sealed tube;

DOI:10.1021/ja404255u

upstream raw materials:

(E)-4,4'-dicyanostilbene

trans-stilbene-4,4'-dicarboxylic acid diethyl ester

trans-4,4'-dimethyl 4,4'-dicarboxylate-1,2-diphenylethylene

cis-stilbene-dicarboxamidine-(4.4')

Downstream raw materials:

trans-4,4'-dimethyl 4,4'-dicarboxylate-1,2-diphenylethylene

4,4'-stilbenedicarbonyl dichloride

Stilbene-4,4'-dicarboxylic acid

trans-4,4'-N,N-dimethylstilbenedicarboxamide

Refernces

• 1、 Wall, Brian D.,Zhou, Yuecheng,Mei, Shao,Ardoa, Herdeline Ann M.,Ferguson, Andrew L.,Tovar, John D.. "Variation of formal hydrogen-bonding networks within electronically delocalized π-conjugated oligopeptide nanostructures". . p. 11375 - 11385. Retrieved 2015/01/08.
• 2、 Kuad, Paul,Miyawaki, Atsuhisa,Takashima, Yoshinori,Yamaguchi, Hiroyasu,Harada, Akira. "External stimulus-responsive supramolecular structures formed by a stilbene cyclodextrin dimer". . p. 12630 - 12631. Retrieved 2008/03/13.