4,4'-DIBROMO-TRANS-STILBENE

Base Information

• Chemical Name: 4,4'-DIBROMO-TRANS-STILBENE
• CAS No.: 18869-30-2
• Molecular Formula: C14H10 Br2
• Molecular Weight: 338.041
• Hs Code.: 2903999090
• Mol file: 18869-30-2.mol

Synonyms:Benzene,1,1'-(1,2-ethenediyl)bis[4-bromo-, (E)-; Stilbene, 4,4'-dibromo-, (E)- (8CI);(E)-4,4'-Dibromostilbene; 4,4'-Dibromo-trans-stilbene;trans-4,4'-Dibromostilbene

Chemical Property of 4,4'-DIBROMO-TRANS-STILBENE

Chemical Property:

• Melting Point: 212 °C
• Boiling Point: 392.9±11.0 °C(Predicted)
• Flash Point: 224oC
• PSA: 0.00000
• Density: 1.648±0.06 g/cm3(Predicted)
• LogP: 5.38200
• Storage Temp.: Refrigerator

Purity/Quality:

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

1,2-bis(4-Bromophenyl)ethene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-38-41-51
• Safety Statements: 53-26-39-61

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4'-DIBROMO-TRANS-STILBENE

There total 71 articles about 4,4'-DIBROMO-TRANS-STILBENE 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: 99.0%

diethyl (4-bromobenzyl)phosphonate (38186-51-5) + 4-bromo-benzaldehyde (1122-91-4) → (E)-4,4'-dibromostilbene (18869-30-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 0.5h; Inert atmosphere; Cooling with ice;

Reference yield: 97.0%

4-bromo-benzaldehyde (1122-91-4) → (E)-4,4'-dibromostilbene (18869-30-2)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; for 5h; Heating;

DOI:10.1021/ja053781i

Reference yield: 96.0%

1,2-bis(4-bromophenyl)acetylene (2789-89-1) → (E)-4,4'-dibromostilbene (18869-30-2)

Guidance literature:

With ethanol; Ru(η(2)-2-(2'-pyridyl)phenyl)Cl(CO)(PPh3)2; sodium t-butanolate; at 110 ℃; for 4h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00074

upstream raw materials:

2,4,6-tris-(4-bromo-phenyl)-[1,3,5]trithiane

1,1'-(1,2-ethanediyl)bisbenzene

1,1-dichloro-2,2-bis(p-bromophenyl)ethane

(Z)-4,4'-dibromostilbene

Downstream raw materials:

1,2-di(4-bromophenyl)-1,2-dibromoethane

trans-4,4'-dibromostilbene radical cation

3,6-dibromophenanthrene

meso-4,α,4',α'-tetrabromo-bibenzyl

Refernces

• 1、 Wang, Chun-Xiang,Gao, Yang,Deng, Yu-Xin,Lin, Yue-Jian,Han, Ying-Feng,Jin, Guo-Xin. "Photochemical Modification of Carbene-Based Metallacycles: A Facile Route to Polycarbene Complexes and Their Derivatives". . p. 5801 - 5806. Retrieved 2015.
• 2、 Barlow, Stephen,Risko, Chad,Coropceanu, Veaceslav,Tucker, Neil M.,Jones, Simon C.,Levi, Zerubba,Khrustalev, Viktor N.,Antipin, Mikhail Yu.,Kinnibrugh, Tiffany L.,Timofeeva, Tatiana,Marder, Seth R.,Bredas, Jean-Luc. "A mixed-valence bis(diarylamino)stilbene: Crystal structure and comparison of electronic coupling with biphenyl and tolane analogues". . p. 764 - 766. Retrieved 2005.
• 3、 Baciu, Bianca C.,Vergés, José Antonio,Guijarro, Albert. "Exploring the Photocyclization Pathways of Styrylthiophenes in the Synthesis of Thiahelicenes: When the Theory and Experiment Meet". . p. 5668 - 5679. Retrieved 2021/05/05.
• 4、 Maeda, Hajime,Horikoshi, Ryo,Yamaji, Minoru,Furuyama, Taniyuki,Segi, Masahito. "Photophysical Properties of Silyl-Substituted Stilbene Derivatives". supporting information. p. 3410 - 3422. Retrieved 2020/06/17.