4604-28-8

Basic information

• Product Name: (Z)-1-Chloro-2-phenylethene
• Synonyms: (Z)-1-Chloro-2-phenylethene;(Z)-β-Chlorostyrene;[(Z)-2-Chloroethenyl]benzene;[(Z)-2-Chlorovinyl]benzene;[(Z)-2-Phenylvinyl] chloride
• CAS NO: 4604-28-8
• Molecular Formula: C₈H₇Cl
• Molecular Weight: 138.59
• Mol File: 4604-28-8.mol
• Article Data: 33

Chemical Properties

• Melting Point: -23.4°C (estimate)
• Boiling Point: 189.97°C (estimate)
• Appearance: /
• Density: 1.1046
• Refractive Index: 1.5762
• CAS DataBase Reference: (Z)-1-Chloro-2-phenylethene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-Chloro-2-phenylethene(4604-28-8)
• EPA Substance Registry System: (Z)-1-Chloro-2-phenylethene(4604-28-8)

Safety Data

• Hazardous Substances Data: 4604-28-8(Hazardous Substances Data)

Upstream product

• 513-35-9 2-methyl-but-2-ene 
• 88211-05-6 3-benzyl-3-chloro-3H-diazirine 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 88211-07-8 Benzylchlorocarbene 
• 3883-13-4 2,2,2-trichloroethylbenzene 
• 2000-43-3 2,2,2-trichloro-1-phenylethanol 
• 140-10-3 cis-cinnamic acid 
• 100-52-7 benzaldehyde 
• 621-82-9 Cinnamic acid 
• 68089-86-1 chloromethyl(triphenyl)phosphonium iodide 
• 156-59-2 cis-1,2-Dichloroethylene 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 3220-49-3 phenyl copper 
• 100-42-5 styrene 

Downstream Products

• 71129-92-5 chloro-2 dimethylamino-1 phenyl-1 ethylene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1885-38-7 cinnamic nitrile 
• 24840-05-9 (Z)-cinnamonitrile 
• 4110-77-4 (E)-β-chlorostyrene 
• 84710-16-7 (Z)-β-chlorostyrene cation 
• 84710-15-6 (E)-β-chlorostyrene cation 
• 40132-69-2 (Z )-1-(2-cyclohexyl-1-ethenyl)benzene 
• 85429-45-4 C₁₄H₂₀⁽²⁾HN 
• 71129-94-7 C₁₄H₂₀LiN 
• 85429-46-5 Dimethyl-((E)-2,3,3-trimethyl-1-phenyl-but-1-enyl)-amine 
• 33119-75-4 2-Brom-3,3-dimethyl-1-phenyl-1-butanon 
• 57847-43-5 (+/-)-2,3,3-trimethyl-1-phenylbutan-1-one 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 

Relevant articles and documents

Shelf-Stable (E)- A nd (Z)-Vinyl-λ3-chlorane: A Stereospecific Hyper-vinylating Agent

We report the first stereoselective synthesis of stable (E)- A nd (Z)-β-chlorovinyl-λ3-chlorane via direct mesitylation of 1,2-dichloroethylene with mesityldiazonium tetrakis(pentafluorophenyl)borate under mild reaction conditions. The structure of the (E)-vinyl-λ3-chlorane was established by single-crystal X-ray analysis. Because of the enormously high leaving group ability of the aryl-λ3-chloranyl group, vinyl-λ3-chloranes undergo not only SNVσ-type reaction with extremely weak nucleophiles such as perfluoroalkanesulfonate, iodobenzene, and aromatic hydrocarbons but also coupling with phenylcopper(I) species.

Continuous Flow Chlorination of Alkenyl Iodides Promoted by Copper Tubing

A simple continuous flow synthesis of alkenyl chlorides from the corresponding readily available alkenyl iodides in copper reactor tubing is described. A variety of alkenyl chlorides were obtained in good to excellent yields with full retention of the dou

A General Copper-Catalyzed Vinylic Halogen Exchange Reaction

An efficient and general system for the halogen exchange reaction in alkenyl halides has been developed. Upon reaction with catalytic amounts of copper iodide and trans-N,N′-dimethylcyclohexane-1,2-diamine in the presence of tetramethylammonium chloride or bromide, a wide range of easily accessible alkenyl iodides can be smoothly transformed to their far less available chlorinated and brominated derivatives in excellent yields and with full retention of the double bond geometry. This reaction also enables the chlorination of bromoalkenes and could be extended to the use of gem-dibromoalkenes.