1340-14-3

Basic information

• Product Name: [(E)-2-bromoethenyl]benzene
• CAS NO: 1340-14-3
• Molecular Formula: C8H7Br
• Molecular Weight: 0
• Mol File: 1340-14-3.mol
• Article Data: 60

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(E)-2-bromoethenyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [(E)-2-bromoethenyl]benzene(1340-14-3)
• EPA Substance Registry System: [(E)-2-bromoethenyl]benzene(1340-14-3)

Safety Data

• Hazardous Substances Data: 1340-14-3(Hazardous Substances Data)

Usage

Description

[(E)-2-bromoethenyl]benzene, also known as stilbene dibromide, is a chemical compound characterized by the molecular formula C8H7Br. It presents as a colorless, odorless liquid with a boiling point of 234-236 °C. [(E)-2-bromoethenyl]benzene is recognized for its utility in the synthesis of a wide array of organic compounds, particularly in the pharmaceutical and agrochemical industries. Additionally, it serves as a precursor in the production of polymers and plastics. Despite its applications, [(E)-2-bromoethenyl]benzene is classified as moderately toxic, necessitating careful handling and the implementation of proper safety measures to mitigate potential health risks, such as skin and eye irritation.

Uses

Used in Pharmaceutical Synthesis:
[(E)-2-bromoethenyl]benzene is used as a reagent for the synthesis of various pharmaceuticals. Its chemical structure allows for the creation of a diverse range of medicinal compounds, contributing to the development of new treatments and therapies.
Used in Agrochemical Production:
In the agrochemical industry, [(E)-2-bromoethenyl]benzene is utilized as a reagent for synthesizing different compounds used in agriculture. These compounds can include pesticides, herbicides, and other chemicals that help protect crops and enhance agricultural productivity.
Used in Polymer and Plastics Manufacturing:
[(E)-2-bromoethenyl]benzene also serves as a precursor in the production of polymers and plastics. Its role in this process is crucial for the development of new materials with specific properties, such as durability, flexibility, or heat resistance, which can be tailored for various applications in different industries.
Used in Chemical Research:
Due to its unique chemical properties, [(E)-2-bromoethenyl]benzene is employed in research settings to study various chemical reactions and mechanisms. It can be used to explore new methods of synthesis or to understand the behavior of similar compounds, furthering scientific knowledge in the field of chemistry.

Upstream product

• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 75-25-2 Bromoform 
• 100-52-7 benzaldehyde 
• 39598-55-5 (bromomethylene)triphenylphosphorane 
• 7436-90-0 2,2-dibromostyrene 
• 69967-70-0 3-benzyl-3-bromodiazirine 
• 920-37-6 2-Chloroacrylonitrile 
• 81501-26-0 (E)-β-(trifluorosilyl)styrene 
• 563-79-1 2,3-Dimethyl-2-butene 
• 513-35-9 2-methyl-but-2-ene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 593-60-2 Vinyl bromide 
• 591-50-4 iodobenzene 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 

Downstream Products

• 92104-83-1 1-Piperidino-2-brom-1-phenyl-aethan 
• 7087-33-4 trans-5-bromo-4-phenyl-[1,3]dioxane 
• 7087-33-4 cis-5-bromo-4-phenyl-[1,3]dioxane 
• 101255-23-6 1,2,5-trimethyl-4-styryl-piperidin-4-ol 
• 65642-45-7 4-bromo-3,5-diphenylisoxazole 
• 52921-98-9 (Z)-5-phenyl-4-pentene-2-one 
• 42762-56-1 (E)-5-phenylpent-4-en-2-one 
• 21310-02-1 triphenyl(2-phenylvinyl)phosphonium bromide 
• 63860-10-6 ethyl 2,2-dimethyl-4-phenylbut-3-enoate 
• 55078-73-4 (E)-ethyl 2,2-dimethyl-4-phenylbut-3-enoate 
• 111122-65-7 (E,E)-4-phenyl-1-phenylseleno-1,3-butadiene 
• 180906-68-7 (E,E)-4-phenyl-1-(4-methylphenylseleno)-1,3-butadiene 
• 1004-22-4 (phenylethynyl)sodium 
• 657404-54-1 (1R,2S,5R)-menthyl (2S,3S)-3-methyl-2-[(Z)-phenylethenyl]-2,3-dihydrofuran-3-carboxylate 

Relevant articles and documents

CHEMICAL EVIDENCE FOR STABILIZATION OF ELECTRICALLY NEUTRAL DIVALENT CARBON BY POLAR SOLVENTS

Benzylhalocarbene generated in non-polar solvent is trapped readily by alkene, but the intermolecular process comes to compete poorly with the intramolecular process as the solvent polarity is increased.

Regio- and stereoselective synthesis of bromoalkenes by homolytic hydrobromination of alkynes with hydrogen bromide

Homolytic hydrobromination of terminal and internal alkynes with a commercially available solution of hydrogen bromide in acetic acid has been investigated for regio- and stereoselective synthesis of bromoalkenes. Under an aerobic atmosphere at room temperature, the reaction of ethynylarenes with a small excess of HBr efficiently gave (2-bromoethenyl)arenes with good to high E-selectivity. (Alk-1-ynyl)arenes, or internal alkynes bearing both phenyl and alkyl groups at the sp-carbons also underwent the air-initiated hydrobromination to exhibit high Z-selectivity under kinetic conditions using a half equivalent of HBr.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Dual nickel- and photoredox-catalyzed reductive cross-coupling of aryl vinyl halides and unactivated tertiary alkyl bromides

A novel reductive cross-coupling of aryl vinyl halides and unactivated tertiary alkyl bromides has been realized via photoredox/nickel dual catalysis to produce vinyl arene derivatives bearing all-carbon quaternary centers with excellent E-selectivity. A stoichiometric metal reductant could be avoided by employing commercially available N,N,N′,N′-tetramethylethylenediamine (TMEDA) as the terminal reductant.