66482-30-2

Basic information

• Product Name: Benzene, 1-(2-bromoethenyl)-4-chloro-, (E)-
• Synonyms: 1-((E)-2-bromovinyl)-4-chlorobenzene;(E)-1-[2-bromovinyl]-4-chlorobenzene;(E)-1-chloro-4-(2-bromovinyl)benzene;(E)-1-bromo-2-(4-chlorophenyl)ethylene;(E)-1-bromo-2-(4-chlorophenyl)ethene;(E)-1-(2-bromovinyl)-4-chlorobenzene
• CAS NO: 66482-30-2
• Molecular Formula: C8H6BrCl
• Molecular Weight: 217.493
• Mol File: 66482-30-2.mol
• Article Data: 88

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2-bromoethenyl)-4-chloro-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2-bromoethenyl)-4-chloro-, (E)-(66482-30-2)
• EPA Substance Registry System: Benzene, 1-(2-bromoethenyl)-4-chloro-, (E)-(66482-30-2)

Safety Data

• Hazardous Substances Data: 66482-30-2(Hazardous Substances Data)

Upstream product

• 24653-99-4 (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 75-25-2 Bromoform 
• 52372-80-2 (4-chlorobenzylidene)hydrazine 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 77295-59-1 1-chloro-4-(2,2-dibromovinyl)benzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 223919-54-8 2-[(E)-2-(4-chlorophenyl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 66482-30-2 (Z)-1-bromo-2-(4-chlorophenyl)ethylene 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 88691-45-6 (E)-[2-(4-chlorophenyl)ethenyl]trimethylsilane 
• 75-27-4 bromodichloromethane 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 115808-81-6 2-[(Z)-2-(4-Chloro-phenyl)-vinyl]-isoindole-1,3-dione 
• 5676-62-0 (Z)-3-(4-chlorophenyl)acrylic acid 
• 87212-85-9 C₁₆H₁₂Cl₂ 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 101671-01-6 1-nitro-2-(4-chlorophenyl)ethylene 
• 72776-20-6 C₁₆H₁₂Cl₂ 
• 88539-06-4 (1E,3E)-1,4-bis(p-chlorophenyl)-1,3-butadiene 
• 21030-98-8 trans-p-Chlorstyrylphosphonsaeurediphenylester 
• 442199-87-3 C₂₄H₂₀Cl₂ 
• 1857-74-5 2,3-diphenylbutane 
• 873-73-4 4-n-chlorophenylacetylene 
• 32291-83-1 1-(4'-chlorophenyl)-2-(phenylsulfanyl)ethene 

Relevant articles and documents

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.

Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species

A general strategy to enable the formalanti-hydrozirconation of arylacetylenes is reported that mergescis-hydrometallation using the Schwartz Reagent (Cp2ZrHCl) with a subsequent light-mediated geometric isomerization atλ= 400 nm. Mechanistic delineation of thecontra-thermodynamic isomerization step indicates that a minor reaction product functions as an efficientin situgenerated photocatalyst. Coupling of theE-vinyl zirconium species with an alkyne unit generates a conjugated diene: this has been leveraged as a selective energy transfer catalyst to enableE→Zisomerization of an organometallic species. Through anUmpolungmetal-halogen exchange process (Cl, Br, I), synthetically useful vinyl halides can be generated (up toZ?:?E= 90?:?10). This enabling platform provides a strategy to access nucleophilic and electrophilic alkene fragments in both geometric forms from simple arylacetylenes.

Method for synthesizing beta-bromostyrene through metal-free catalysis

The invention discloses a method for synthesizing beta-bromostyrene through metal-free catalysis, and belongs to the technical field of organic chemistry. Substituted styrene 1 is used as a raw material and is reacted in the presence of a bromination reagent, sodium persulfate and dichloroethane, and the beta-bromostyrene compound 2 can be obtained in one step. The method is capable of solving thetechnical problem that in the traditional synthesis method, conversion into alkenyl boron, alkenyl silicon and other intermediates under the catalysis of noble metals and then further halogenation are needed; the defects of expensive reaction reagent, high catalytic cost, complex operation, incapability of large-scale preparation and the like in the traditional preparation method are avoided; byadopting the method, a series of beta-bromostyrene compounds can be obtained, and the method has a potential application prospect.