60785-20-8

Basic information

• Product Name: α,β-dichlorovinyl phenyl ether
• Synonyms: α,β-dichlorovinyl phenyl ether
• CAS NO: 60785-20-8
• Molecular Weight: 189.041
• Mol File: 60785-20-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: α,β-dichlorovinyl phenyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: α,β-dichlorovinyl phenyl ether(60785-20-8)
• EPA Substance Registry System: α,β-dichlorovinyl phenyl ether(60785-20-8)

Safety Data

• Hazardous Substances Data: 60785-20-8(Hazardous Substances Data)

Upstream product

• 79-01-6 Trichloroethylene 
• 108-95-2 phenol 
• 139-02-6 sodium phenoxide 

Downstream Products

• 108261-54-7 2,2',2'',2'''-tetramethyl-4,4',4'',4'''-ethanediylidene-tetra-phenol 
• 7727-33-5 1,1,2,2-tetrakis(4-hydroxyphenyl)ethane 
• 1198340-34-9 (Z)-1-phenoxy-1-((E)-2-phenylethenyl)-2-chloroethylene 
• 65487-87-8 2-(trans-2-phenylethenyl)benzo[b]furan 
• 1198340-31-6 (Z)-1-phenoxy-1-(4-fluorophenyl)-2-chloroethylene 
• 69976-38-1 2-(4-fluorophenyl)benzofuran 
• 25664-48-6 2-p-tolyl-benzofuran 
• 1198340-28-1 (Z)-1-phenoxy-1-(4-methoxyphenyl)-2-chloroethylene 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 1198340-37-2 (Z)-1-phenoxy-1-(tert-butyldiphenylsilyloxy-1-butyn-1-yl)-2-chloroethylene 
• 1198340-35-0 (Z)-1-phenoxy-1-(2-phenylethynyl)-2-chloroethylene 
• 1198340-38-3 (Z)-1-phenoxy-1-(hexynyl)-2-chloroethylene 
• 1198340-36-1 (Z)-1-phenoxy-1-(4-hydroxy-1-butyn-1-yl)-2-chloroethylene 
• 1198340-33-8 (Z)-1-phenoxy-1-(6-fluoropyrid-3-yl)-2-chloroethylene 

Relevant articles and documents

Enantioselective Heck Arylation of Acyclic Alkenol Aryl Ethers: Synthetic Applications and DFT Investigation of the Stereoselectivity

Herein we report the enantioselective Heck-Matsuda arylation of acyclic E and Z-alkenyl aryl ethers. The reactions were carried out under mild conditions affording the enantioenriched benzyl ethers in a regioselective manner, moderate to good yields (up to 73%), and in good to excellent enantiomeric ratios (up to 97:3). The enantioselective Heck-Matsuda arylation has shown a broad scope (25 examples), and some key Heck-Matsuda adducts were further converted into more complex and valuable scaffolds including their synthetic application in the synthesis of (R)-Fluoxetine, (R)-Atomoxetine, and in the synthesis of an enantioenriched benzo[c]chromene. Finally, in silico mechanistic investigations into the reaction's enantioselectivity were performed using density functional theory. (Figure presented.).

Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones

Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N-oxide as an oxidant and catalytic amounts of a Bronsted acid to provide benzofuranones. If non-terminal alkynyl ethers are applied, a 1,2-hydride shift takes place and phenyl acrylates are obtained. Thus activated alkynes can serve as α-oxy carbene precursors even in the absence of a metal catalyst. Copyright

Palladium-catalyzed modular assembly of electron-rich alkenes, dienes, trienes, and enynes from (E)-1,2-dichlorovinyl phenyl ether

We have devised a modular construction of electron-rich alkene derivatives from trichloroethylene (TCE). The three C-l bonds of TCE have sufficiently different reactivities that they can be sequentially and selectively functionalized. Following the substitution of one chlorine by phenol to generate (E)-1,2-dichlorovinyl ether, the C1-Cl group next participates in palladium-catalyzed cross-coupling reactions with a variety of organometallic reagents. Subsequently, the C2-Cl group can engage in cross-couplings, while the C2-H may be deprotonated and quenched with an electrophile. Thus, isomerically pure tri- and tetrasubstituted electron-rich alkenes may be accessed in as few as two steps from simple and inexpensive starting materials. This method is ideally suited for diversity-oriented synthesis of highly conjugated molecules of interest as chromophores or as potential molecular electronics. It also gives access to diverse building blocks for further synthetic elaboration into high-value compounds.