71195-23-8

Basic information

• Product Name: 4-Cyclohexene-1,3-dicarboxylic acid, dimethyl ester, cis-
• CAS NO: 71195-23-8
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Mol File: 71195-23-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-Cyclohexene-1,3-dicarboxylic acid, dimethyl ester, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyclohexene-1,3-dicarboxylic acid, dimethyl ester, cis-(71195-23-8)
• EPA Substance Registry System: 4-Cyclohexene-1,3-dicarboxylic acid, dimethyl ester, cis-(71195-23-8)

Safety Data

• Hazardous Substances Data: 71195-23-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 118149-79-4 (Z)-5-(methoxycarbonyl)-2-cyclohexen-1-yl diethyl phosphate 
• 1165952-92-0 cyclohexa-1,4-diene 
• 64-17-5 ethanol 
• 60699-32-3 (E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate 
• 118149-79-4 trans-diethyl 5-(methoxycarbonyl)-2-cyclohexen-1-yl phosphate 

Relevant articles and documents

Palladium(0)-Catalyzed Alkoxycarbonylation of Allyl Phosphates and Acetates

Palladium-catalyzed alkoxycarbonylation of allyl phosphates under CO (1 atm) at 50 deg C proceeds highly efficiently to give the corresponding β,γ-unsaturated esters.The carbonylation of geranyl phosphate ((E)-11) under CO (1 atm) at 50 deg C gave ethyl ester of homogeranic acid ((E)-12) stereoselectively.The carbonylation takes place at least substituted allylic positions with inversion of configuration.Typically, the methoxycarbonylation of cis-5-(methoxycarbonyl)-2-cyclohexen-1-yl phosphate (cis-16) gave trans-dimethyl-2-cyclohexene-1,5-dicarboxylate (trans-17) selectively.Alkoxycarbonylation of allyl acetates is performed for the first time in the presence of a catalytic amount of bromide ion.The reaction can be rationalized by assuming the mechanism which involves oxidative addition of palladium(0) species to allyl acetates to give ?-allylpalladium acetate, fast ligand exchange of the acetate with bromide, insertion of carbon monoxide to give acylpalladium species, and alkoxylation.