75025-15-9

Basic information

• Product Name: dimethyl cyclohex-4-ene-1,3-dicarboxylate
• CAS NO: 75025-15-9
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.2158
• Mol File: 75025-15-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 257.2°C at 760 mmHg
• Flash Point: 121°C
• Density: 1.132g/cm³
• Vapor Pressure: 0.0147mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: dimethyl cyclohex-4-ene-1,3-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl cyclohex-4-ene-1,3-dicarboxylate(75025-15-9)
• EPA Substance Registry System: dimethyl cyclohex-4-ene-1,3-dicarboxylate(75025-15-9)

Safety Data

• Hazardous Substances Data: 75025-15-9(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 21651-12-7 (E)-2,4-pentadienoic acid 
• 292638-85-8 acrylic acid methyl ester 
• 2495-35-4 benzylacrylate 
• 2409-87-2 methyl (2E)-penta-2,4-dienoate 
• 74-88-4 methyl iodide 
• 1877-71-0 benzene 1,3-dicarboxylic acid monomethyl ester 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 1165952-92-0 cyclohexa-1,4-diene 
• 118149-79-4 (Z)-5-(methoxycarbonyl)-2-cyclohexen-1-yl diethyl phosphate 
• 118149-79-4 trans-diethyl 5-(methoxycarbonyl)-2-cyclohexen-1-yl phosphate 
• 64-17-5 ethanol 
• 60699-32-3 (E)-3,7-dimethylocta-2,6-dien-1-yl diethyl 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.

Regioselectivity in cycloaddition reactions on solid phases

A 1percent crosslinked divinylbenzene-styrene copolymer, incorporating benzyl acrylate groups, reacted in normal Diels-Alder reactions with E-1-phenyl-1,3-butadiene or methyl E-2,4-pentadienoate to give their respective polymer-bound benzyl cyclohexenecarboxylates.Polymer-bound benzyl propiolate and polymer-bound benzyl phenylpropiolate reacted with benzonitrile oxide in a typical 1,3-dipolar addition reaction to give their respective polymer-bound isoxazoles.Cleavage of the polymer-bound Diels-Alder adducts and the polymer-bound 1,3-dipolar addition adduct derived from polymer-bound benzyl propiolate gave mixtures of ortho and meta regiomers similar to those produced in analogous reactions in solution.Cleavage of the polymer-bound 1,3-dipolar addition adduct, derived from polymer-bound benzyl phenylpropiolate, followed by esterification, gave a solitary adduct, 4-carbomethoxy-3,5-diphenylisoxazole, but an analogous solution 1,3-dipolar addition yielded a 1:1 ratio of the two possible regiomers.