61558-99-4

Basic information

• Product Name: 1,1-Cyclohexanedicarboxylic acid, 3-methyl-, dimethyl ester
• CAS NO: 61558-99-4
• Molecular Formula: C11H18O4
• Molecular Weight: 214.262
• Mol File: 61558-99-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,1-Cyclohexanedicarboxylic acid, 3-methyl-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Cyclohexanedicarboxylic acid, 3-methyl-, dimethyl ester(61558-99-4)
• EPA Substance Registry System: 1,1-Cyclohexanedicarboxylic acid, 3-methyl-, dimethyl ester(61558-99-4)

Safety Data

• Hazardous Substances Data: 61558-99-4(Hazardous Substances Data)

Upstream product

• 1185747-35-6 dimethyl 2-allyl-2-(3-iodopropyl)malonate 
• 40637-56-7 dimethyl allylmalonate 
• 108-59-8 malonic acid dimethyl ester 
• 50598-40-8 dimethyl (2-methyl-2-propenyl)-propanedioate 
• 120790-41-2 2-Iodo-2-(4-methyl-pent-4-enyl)-malonic acid dimethyl ester 
• 61559-25-9 4,4-Dicarbomethoxy-6-methylcyclohexen 

Relevant articles and documents

Visible-light-induced photocatalytic reductive transformations of organohalides

A photo opportunity: A visible-light-excited iridium catalyst delivers electrons from an amine to an organohalide. The electron transfer then induces reductive scission of the carbon-halogen bond, generating the corresponding alkyl, alkenyl, and aryl radical that can undergo cyclization and hydrodehalogenation reactions. Copyright

Atom Transfer Cyclization Reactions of α-Iodo Esters, Ketones, and Malonates: Examples of Selective 5-Exo, 6-Endo, 6-Exo, and 7-Endo Ring Closures

The preparation and free-radical cyclization reactions of unsaturated α-iodo esters, ketones, and malonates have been investigated.For example, sunlamp irradiation of methyl 2-iodo-6-heptenoate in benzene in the presence of 10 mol percent hexabutylditin produces methyl 2-(iodomethyl)cyclopentanecarboxylate (cis and trans) and methyl 3-iodocyclohexanecarboxylate in a ratio of 93/7 in a combined yield of 86percent.The γ-iodo carbonyl products can either be isolated (in most cases) or converted in situ to deiodinated products (with Bu3SnH) or lactones (by heating).Five-, six-, or seven-membered rings selectively form, depending on chain length and alkene substitution.Terminal alkene substituents favor exo cyclization while internal alkene substituents promote endo cyclization.A preference for endo closure is also observed when there is a carbonyl group "inside" the forming ring.A detailed analysis of reaction rates indicates that these isomerizations proceed by an iodine atom transfer chain mechanism, and thus the observed selectivities are due to the kinetic substituent effects.The results contrast the thermodynamically controlled hydrogen atom transfer cyclizations of Julia.A new procedure for the removal of tin byproducts is described.