66482-29-9

Basic information

• Product Name: Benzene, 1-[(1Z)-2-bromoethenyl]-4-chloro-
• 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: 66482-29-9
• Molecular Formula: C8H6BrCl
• Molecular Weight: 217.493
• Mol File: 66482-29-9.mol
• Article Data: 88

Chemical Properties

• Boiling Point: 264.4±15.0 °C(Predicted)
• Density: 1.564±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1-[(1Z)-2-bromoethenyl]-4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(1Z)-2-bromoethenyl]-4-chloro-(66482-29-9)
• EPA Substance Registry System: Benzene, 1-[(1Z)-2-bromoethenyl]-4-chloro-(66482-29-9)

Safety Data

• Hazardous Substances Data: 66482-29-9(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 75-27-4 bromodichloromethane 
• 52372-80-2 (4-chlorobenzylidene)hydrazine 
• 24653-99-4 (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 106-39-8 bromochlorobenzene 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 1615-02-7 p-chlorocinnamic acid 
• 873-73-4 4-n-chlorophenylacetylene 
• 223919-54-8 2-[(E)-2-(4-chlorophenyl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1073-67-2 4-vinylbenzyl chloride 
• 6314-52-9 2-bromo-1-(4-chlorophenyl)ethanol 
• 66482-29-9 1-(2-bromovinyl)-4-chlorobenzene 
• 17497-85-7 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione 

Downstream Products

• 873-73-4 4-n-chlorophenylacetylene 
• 1374869-95-0 1-(4-chlorophenylethynyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1356845-32-3 1-((4-chlorophenyl)ethynyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 180003-15-0 metofoline 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 67249-05-2 (E)-methyl 4-(4-chlorostyryl)benzoate 
• 97552-15-3 4-chlorostyrene-cis-β-d 
• 1607020-76-7 N-(4-methylphenyl)-3-exo-(4-chlorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide 
• 1607020-83-6 N-isobutyl-3-exo-(4-chlorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide 
• 1607020-87-0 3-exo-(4-chlorobenzylidene)tricyclo[3.2.1.02,4]octane 
• 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 

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.

Cyclic Diaryl λ3-Bromanes: A Rapid Access to Molecular Complexity via Cycloaddition Reactions

Biaryls have widespread applications in organic synthesis. However, sequentially polysubstituted biaryls are underdeveloped due to their challenging preparation. Herein, we report the synthesis of dissymetric 2,3,2′,3′,4-substituted biaryls via pericyclic reactions of cyclic diaryl λ3-bromanes. The functional groups tolerance and atom economy allow access to molecular complexity in a single reaction step. Continuous flow protocol has been designed for the scale-up of the reaction, while postfunctionalizations have been developed taking advantage of the residual Br-atom.

The hydrodebromination of 1,1-dibromoalkenes via visible light catalysis

Vinyl bromides are versatile synthetic intermediates and widely applied in organic synthesis and pharmaceuticals. Herein, a hydrodebromination reaction of 1,1-dibromoalkenes was established via visible light catalysis. A variety of structurally different vinyl bromides were obtained in moderate to excellent yields.