168006-99-3

Basic information

• Product Name: Benzene, 1-chloro-4-[(1E)-2-iodoethenyl]-
• Synonyms: Benzene,1-chloro-4-[(1E)-2-iodoethenyl];(E)-1-chloro-4-(2-iodovinyl)benzene;(E)-1-(4-chlorophenyl)-2-iodoethene
• CAS NO: 168006-99-3
• Molecular Formula: C8H6ClI
• Molecular Weight: 264.493
• Mol File: 168006-99-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 287.3±23.0 °C(Predicted)
• Density: 1.828±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1-chloro-4-[(1E)-2-iodoethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-4-[(1E)-2-iodoethenyl]-(168006-99-3)
• EPA Substance Registry System: Benzene, 1-chloro-4-[(1E)-2-iodoethenyl]-(168006-99-3)

Safety Data

• Hazardous Substances Data: 168006-99-3(Hazardous Substances Data)

Upstream product

• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 154230-29-2 (E)-4-chlorostyrylboronic acid 
• 1615-02-7 p-chlorocinnamic acid 
• 99-91-2 para-chloroacetophenone 
• 223919-54-8 2-[(E)-2-(4-chlorophenyl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1073-67-2 4-vinylbenzyl chloride 
• 104-88-1 4-chlorobenzaldehyde 
• 74-88-4 methyl iodide 
• 873-73-4 4-n-chlorophenylacetylene 
• 88691-45-6 (E)-[2-(4-chlorophenyl)ethenyl]trimethylsilane 

Downstream Products

• 1657-50-7 (E)-1-(4-chlorophenyl)-2-phenylethene 
• 1233718-77-8 (E)-1-(4-chlorostyryl)-4-phenyl-1H-imidazole 
• 127843-71-4 1-chloro-4-((1E,3E)-penta-1,3-dien-1-yl)benzene 
• 28446-72-2 (2E)-3-(4-chlorophenyl)acrylonitrile 
• 18684-97-4 (E)-1-(2-chlorovinyl)-4-chlorobenzene 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 33356-84-2 (E)-1-(buta-1,3-dien-1-yl)-4-chlorobenzene 
• 1258003-46-1 2-[(E)-2-(4-chlorophenyl)ethenyl]naphthalene 

Relevant articles and documents

Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation

The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.

A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

A new stereoselective method for the synthesis of (E)-β-arylvinyl iodides and (E)- or (Z)-β-arylvinyl bromides from styrenes and vinyl boronates on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Depending on the halogenating agent as well as the mode of the halodeborylation reaction, (E) or (Z) isomers are selectively formed.

Regioselective copper(I)-catalyzed C-H hydroxylation/C-S coupling: Expedient construction of 2-(styrylthio)phenols

Regioselective copper(I)-catalyzed C-H hydroxylation/C-S coupling of aryl thiols with vinyl halides was developed. Starting from substituted aryl thiols and vinyl halides, various 2-(styrylthio)phenol derivatives were efficiently prepared. The application of the synthetic methodology to generate the bioactive organic intermediate was also exemplified.