13041-70-8

Basic information

• Product Name: (E)-1-Phenyl-2-(4-bromophenyl)ethene
• Synonyms: (E)-1-(4-Bromophenyl)-2-phenylethene;(E)-1-Phenyl-2-(4-bromophenyl)ethene;(E)-4-Bromostilbene;Benzene, 1-broMo-4-[(1E)-2-phenylethenyl]-;trans-4-Bromostilbene
• CAS NO: 13041-70-8
• Molecular Formula: C₁₄H₁₁Br
• Molecular Weight: 259.14
• Mol File: 13041-70-8.mol
• Article Data: 173

Chemical Properties

• Melting Point: 138-140℃
• Appearance: /
• CAS DataBase Reference: (E)-1-Phenyl-2-(4-bromophenyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-Phenyl-2-(4-bromophenyl)ethene(13041-70-8)
• EPA Substance Registry System: (E)-1-Phenyl-2-(4-bromophenyl)ethene(13041-70-8)

Safety Data

• Hazardous Substances Data: 13041-70-8(Hazardous Substances Data)

Usage

General Description

(E)-1-Phenyl-2-(4-bromophenyl)ethene is a chemical compound with the molecular formula C14H11Br. It is a type of organic compound known as a stilbene, which is a group of molecules that contain a central ethylene moiety flanked by two phenyl groups. (E)-1-Phenyl-2-(4-bromophenyl)ethene has a trans configuration, meaning that the bromine and phenyl groups are located on opposite sides of the double bond. (E)-1-Phenyl-2-(4-bromophenyl)ethene has a wide range of potential applications, including as a building block in the synthesis of various pharmaceuticals, agrochemicals, and organic materials. Additionally, it also has potential uses in materials science and as a molecular probe in biological research.

Upstream product

• 79796-54-6 4-bromophenyl cinnamate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 106-40-1 4-bromo-aniline 
• 100-42-5 styrene 
• 35920-23-1 acetic acid-(4-bromo-N-nitroso-anilide) 
• 19372-00-0 1-(trimethylsilyl)-2-phenylethene 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 20566-57-8 4-bromobenzenediazonium hexafluorophosphate 
• 1923-01-9 trimethyl(1-phenylvinyl)silane 
• 19319-11-0 (Z)-1-phenyl-2-(trimethylsilyl)ethylene 
• 42478-41-1 1-(triethylsilyl)styrene 
• 102635-73-4 benzyl (4-bromobenzyl)sulfoxide 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 

Downstream Products

• 52881-68-2 2-(4-Bromophenyl)-3-phenyloxirane 
• 39229-12-4 4-bromobenzil 
• 122212-81-1 4-Styryltriphenylmethanol 
• 122212-99-1 1,2-Dibrom-1-(4-bromphenyl)-2-phenylethan 
• 122212-83-3 4,4',4''-Tristyryltriphenylmethanol 
• 122212-82-2 4,4'-Distyryltriphenylmethanol 
• 645-49-8 cis-stilben 
• 715-50-4 3-bromophenanthrene 
• 4714-24-3 (Z)-1-(4-bromophenyl)-2-phenylethylene 
• 1520-42-9 1,1,2-triphenylethane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 406729-10-0 N,N-diphenyl-4-(2-phenylethenyl)benzenamine 
• 410097-25-5 trans-4-(N-phenylamino)stilbene 
• 410097-28-8 trans-4-(N-methyl-N-phenylamino)stilbene 

Relevant articles and documents

Efficient synthesis of trisubstituted alkenes in an aqueous-organic system using a versatile and recyclable Rh/m-TPPTC catalyst

We have found that the use of [Rh(cod)OH]2 associated with the water-soluble ligand m-TPPTC was highly efficient for the Rh-catalyzed arylation of alkynes. Aryl and alkyl alkynes were transformed to alkenes using 3mol% rhodium catalyst and 2.5equiv of boronic acid at 100°C in a biphasic water/toluene system in 80-99% yield. The reaction was found to be totally regioselective for alkyl arylalkynes and alkyl silylated alkynes. The Rh/m-TPPTC system was for the first time recycled with no loss of the activity and with excellent purity of the desired alkene.

On the Formation of Palladium (II) Iodide Nanoparticles: An In Situ SAXS/XAS Study and Catalytic Evaluation on an Aryl Alkenylation Reaction in Water Medium

The synthesis of small spherical palladium(II) iodide nanoparticles is reported for the first time. The formation of the particles by ligand exchange, in the presence of poly(vinyl pyrrolidone) in aqueous medium at room temperature, was investigated by in situ time-resolved synchrotron-based SAXS and XANES/EXAFS analysis. These new nanomaterials exhibit a double catalytic role in an aryl alkenylation chemical reaction, working without a base or ligand, in aqueous milieu. There is strong experimental evidence to suggest that the mechanism follows a single-electron transfer (SET) pathway with the participation of iodide as a radical promoter and the palladium atoms as activator of the alkene moiety. This new protocol could evolve into a broadly applicable radical reaction for the functionalization of alkenes.

Microwave-promoted palladium-catalyzed coupling reactions

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Bimodal fluorescence signaling based on control of the excited-state conformational twisting and the ground-state protonation processes

Amino-based fluoroionophores 1 and 2 can selectively sense alkaline earth metal ions in MeCN under both neutral and acidic conditions by different signaling mechanisms. The fluoroionophoric behavior for the neutral probes is characterized by an 'off-on' photoinduced electron transfer (PET)-like fluorescence intensity response due to a switching from a twisted internal charge transfer (TICT) to a planar internal charge transfer (PICT) state. For the protonated probes (i.e., 1/H+ and 2/H+), the fluorescing species is the localized stilbene fluorophores, but dual fluorescence is induced upon metal-ion recognition through a deprotonation process.

Custom-Made Pyrene Photocatalyst-Promoted Desulfonylation of Arylethenyl Sulfones Using Green-Light-Emitting Diodes

The Sonogashira coupling of 1,3,6,8-tetrabromopyrene with 4-[(-)-β-citronellyloxy]phenylethyne was employed to synthesize 1,3,6,8-tetra[4-(citronellyloxy)phenylethynyl]pyrene. The pyrene derivative catalyzed the reductive desulfonylation of ethenyl sulfones via visible-light irradiation (514 nm green light-emitting diodes) in the presence of i -Pr 2NEt. The β-citronellyloxy groups provided the sufficient solubility to the highly π-expanded pyrene catalyst, and their polar oxygen functionalities enabled the easy separation of the catalyst from the products via column chromatography.

METHODS OF ARENE ALKENYLATION

The present disclosure provides for a rhodium-catalyzed oxidative arene alkenylation from arenes and styrenes to prepare stilbene and stilbene derivatives. For example, the present disclosure provides for method of making arenes or substituted arenes, in particular stilbene and stilbene derivatives, from a reaction of an optionally substituted arene and/or optionally substituted styrene. The reaction includes a Rh catalyst or Rh pre-catalyst material and an oxidant, where the Rh catalyst or Rh catalyst formed Rh pre-catalyst material selectively functionalizes CH bond on the arene compound (e.g., benzene or substituted benzene).