2765-14-2

Basic information

• Product Name: 4,4'-DIBROMO-STILBENE
• Synonyms: 1-broMo-4-[2-(4-broMophenyl)ethenyl]benzene
• CAS NO: 2765-14-2
• Molecular Formula: C₁₄H₁₀Br₂
• Molecular Weight: 338.05
• Mol File: 2765-14-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 208-210 °C
• Boiling Point: 392.9 °C at 760 mmHg
• Flash Point: 224 °C
• Appearance: /
• Density: 1.648 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4,4'-DIBROMO-STILBENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIBROMO-STILBENE(2765-14-2)
• EPA Substance Registry System: 4,4'-DIBROMO-STILBENE(2765-14-2)

Safety Data

• Hazardous Substances Data: 2765-14-2(Hazardous Substances Data)

Usage

General Description

4,4'-Dibromo-stilbene is a chemical compound with the molecular formula C14H10Br2. It belongs to the class of stilbenes, which are organic compounds that feature a stilbene backbone structure consisting of a trans-ethene double bond substituted with a phenyl group on both carbon atoms of the double bond. The compound 4,4'-dibromostilbene itself is characterized by the presence of bromine atoms on the 4 and 4' positions of the two phenyl rings. It is used in organic synthesis as a building block and can also be utilized in the production of dyes and optoelectronic materials, due to its potential to exhibit interesting photophysical properties.

Upstream product

• 131240-32-9 fumaric acid bis-(4-bromo-phenyl ester) 
• 19350-68-6 p-bromobenzaldehyde tosylhydrazone 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 2765-14-2 cis-4,4'-dibromostilbene radical cation 
• 201230-82-2 carbon monoxide 
• 2789-89-1 1,2-bis(4-bromophenyl)acetylene 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 1119-51-3 bromopentene 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 64-19-7 acetic acid 
• 138534-92-6 Toluene-4-sulfonic acid 2,2-bis-(4-bromo-phenyl)-ethyl ester 
• 24523-45-3 bis-(4-bromo-benzylidene)-hydrazine 

Downstream Products

• 2765-14-2 trans-4,4'-dibromostilbene radical cation 
• 955107-51-4 1,2-bis(4-(4'-chlorophenyl)phenyl)ethene 
• 586-76-5 4-Bromobenzoic acid 
• 497140-53-1 1,2-(E)-bis(4'-(ethynyl)phenyl)ethene 
• 36176-90-6 N-(4-bromobenzylidene)-4-methylbenzenesulfonamide 
• 1122-91-4 4-bromo-benzaldehyde 
• 37904-55-5 4-bromo-N-(4-methylbenzenesulfonyl)benzenecarboxamide 
• 7150-10-9 4,4'-dibromo-1,2-diphenylethanone 
• 1365531-37-8 4,4'-bis(3,5-di-tert-butylphenylamino)stilbene 
• 1365531-41-4 4,4'-bis[(3,5-di-tert-butylphenyl)(4-biphenyl)amino]stilbene 
• 1365531-36-7 4,4'-bis((9,9-diethylfluoren-2-yl)(3,5-di-tert-butylphenylamino))stilbene 
• 1365531-40-3 4,4'-bis((2-naphthyl)(3,5-di-tert-butylphenyl)amino)stilbene 
• 1365531-39-0 4,4'-bis((4-methoxylphenyl)(3,5-di-tert-butylphenyl)amino)stilbene 
• 1365531-38-9 4,4'-bis((4-trimethylsilylphenyl)(3,5-di-tert-butylphenyl)amino)stilbene 

Relevant articles and documents

The role of electron-transporting Benzo[f]quinoline unit as an electron acceptor of new bipolar hosts for green PHOLEDs

We prepared three new compounds [3,6-di(9H-carbazol-9-yl)phenanthrene (3,6-DCP), 2,9-di(9H-carbazol-9-yl)benzo[f]quinoline (2,9-DCBQ), and 3,9-di(9H-carbazol-9-yl)benzo[f]-quinoline (3,9-DCBQ)] containing phenanthrene or benzo[f]quinoline as an electron-withdrawing moiety and a carbazole as electron-donating moiety, respectively, as bipolar hosts for green phosphorescent organic light emitting diodes (PHOLEDs). We intentionally substituted nitrogen atom to the C-3 position of phenanthrene moiety to prepare benzo[f]quinolinegroup. And, we found that it allowed better electron transporting behavior than the phenanthrene moiety. Meanwhile, the benzo[f]quinoline/phenanthrene core moieties significantly improved the thermal stability of those host materials, which exhibited glass transition and decomposition temperatures of 132–139 and 395–427 °C, respectively. The green PHOLEDs which were fabricated with those host materials showed the lowest operating voltage of 4.7 V at 1000 cd/m2 when we used 3,9-DCBQ. Very interestingly, it has an asymmetric structure with completely separated HOMO and LUMO in space. In contrast, 3,6-DCP having phenanthrene and carbazole moieties showed much higher operating voltage of 6.1 V which imply that replacing nitrogen at the C-3 position of phenanthrene improves carrier transport, that is, electron transporting behavior. As a result, the 3,9-DCBQ-based PHOLED showed the best overall performance, exhibiting current and power efficiencies of 48.5 cd/A and 20.6 lm/W, respectively.

Encapsulation of Hoveyda-Grubbs2nd Catalyst within Yolk-Shell Structured Silica for Olefin Metathesis

Through postreducing the pore size of a mesoporous shell, Hoveyda-Grubbs2nd catalyst was successfully encapsulated within yolk-shell structured silica, leading to a heterogeneous catalyst for olefin metathesis. Such a catalyst exhibits much higher activity than the reported encapsulated catalysts in olefin ring-closing metathesis and cross metathesis. This excellent activity can be attributed to the combination of a hollow structure in the interior and permeable mesopores in the shells. This catalyst shows good recyclability, highlighted by eight cycles of reaction. This work not only supplies an excellent heterogeneous olefin metathesis catalyst but also demonstrates that yolk-shell structured silica materials can be used as an innovative scaffold to encapsulate homogeneous catalysts.

Synthesis of combretastatin A-4 O-alkyl derivatives and evaluation of their cytotoxic, antiangiogenic and antitelomerase activity Dedicated to Professor G. Asensio, University of Valencia, on the occasion of his 65th birthday

We here report the synthesis and biological evaluation of several combretastatin A-4 derivatives alkylated at the phenol hydroxyl group. Some of these derivatives contain an (E)-arylalkene fragment reminiscent of that present in some natural stilbenes like resveratrol. The cytotoxicities towards one human healthy kidney embryonic and two tumoral cell lines were determined. In addition, the ability of these compounds to inhibit the production of the vascular endothelial growth factor (VEGF) was measured. Finally, the expression of genes controlling the production of telomerase was measured. Some of the compounds were found to have an activity comparable or higher than that of combretastatin A-4 in at least one of the aforementioned biological properties. The compounds with the (E)-arylalkene fragment were in general terms more active than the simple O-alkyl derivatives. However, no clear structure/activity correlations were perceived when comparing the observed compound activities across the three biological properties. This points out the existence of marked differences between the mechanisms responsible for their cytotoxicity.