20292-15-3

Basic information

• Product Name: 3-Cyclohexene-1-carboxylic acid, 4-methyl-, ethyl ester
• CAS NO: 20292-15-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Mol File: 20292-15-3.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 3-Cyclohexene-1-carboxylic acid, 4-methyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclohexene-1-carboxylic acid, 4-methyl-, ethyl ester(20292-15-3)
• EPA Substance Registry System: 3-Cyclohexene-1-carboxylic acid, 4-methyl-, ethyl ester(20292-15-3)

Safety Data

• Hazardous Substances Data: 20292-15-3(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 4342-60-3 4-methylcyclohex-3-enecarboxylic acid 
• 140-88-5 ethyl acrylate 
• 78-79-5 isoprene 
• 145576-28-9 ethyl 4-methylidenecyclohexanecarboxylate 
• 17159-79-4 ethyl 4-oxocyclohexane-1-carboxylate 
• 90113-41-0 4-hydroxy-4-methylcyclohexane-1-carboxylic acid 
• 42216-96-6 triethyl orthoacrylate 
• 917-64-6 methyl magnesium iodide 
• 90113-39-6 3-hydroxy-4-methyl-cyclohexanecarboxylic acid 

Downstream Products

• 4342-60-3 4-methylcyclohex-3-enecarboxylic acid 
• 39155-38-9 (4-methylcyclohex-3-en-1-yl)methanol 
• 7086-66-0 2-<(1RS)-4-methylcyclohex-3-enyl>acetic acid 
• 18240-10-3 (+/-)-2-(3-cyclohexenyl)ethanol 
• 53216-76-5 4-Methyl-3-cyclohexen-1-acetonitril 
• 7086-72-8 4-methyl-3-cyclohexene-1-acetyl chloride 
• 7560-64-7 4-methyl-cyclohex-3-enecarbaldehyde 
• 50552-15-3 1-Methyl-4-nitrosooxymethyl-cyclohexene 
• 1537877-76-1 C₁₇H₂₀N₂O 
• 1537877-75-0 C₁₆H₁₉F₃O 
• 1537877-74-9 C₁₄H₁₈S 
• 1537877-92-1 C₁₅H₂₂O₂ 
• 1537878-09-3 C₁₅H₂₂O₂ 
• 1537877-73-8 C₁₅H₂₀O₂ 

Relevant articles and documents

Isotope effects for lewis acid catalyzed Diels-Alder reactions. The experimental transition state

2H and 13C kinetic isotope effects were determined for all positions on isoprene in its reactions with methyl vinyl ketone, ethyl acrylate, and acrolein catalyzed by Et2AlCl. The results are taken as supporting a highly asynchronous concerted [4+2] cycloaddition. Comparison of the experimental isotope effects with calculated values supports this conclusion and the accuracy of the calculated transition structure.

Cobalt-Catalyzed Regioselective Olefin Isomerization under Kinetic Control

Olefin isomerization is a significant transformation in organic synthesis, which provides a convenient synthetic route for internal olefins and remote functionalization processes. The selectivity of an olefin isomerization process is often thermodynamically controlled. Thus, to achieve selectivity under kinetic control is very challenging. Herein, we report a novel cobalt-catalyzed regioselective olefin isomerization reaction. By taking the advantage of fine-tunable NNP-pincer ligand structures, this catalytic system features high kinetic control of regioselectivity. This mild catalytic system enables the isomerization of 1,1-disubstituted olefins bearing a wide range of functional groups in excellent yields and regioselectivity. The synthetic utility of this transformation was highlighted by the highly selective preparation of a key intermediate for the total synthesis of minfiensine. Moreover, a new strategy was developed to realize the selective monoisomerization of 1-alkenes to 2-alkenes dictated by installing substituents on the γ-position of the double bonds. Mechanistic studies supported that the in situ generated Co-H species underwent migratory insertion of double bond/β-H elimination sequence to afford the isomerization product. The less hindered olefin products were always preferred in this cobalt-catalyzed olefin isomerization due to an effective ligand control of the regioselectivity for the β-H elimination step.

Polyelectrolyte-catalyzed Diels–Alder reactions

Imidazolium-based poly(ionic liquids) bearing bromide and bis(trifluoromethane)sulfonimide as counteranions [poly(ViEIm)Br and poly(ViEIm)NTf2] derived from reversible addition fragmentation chain transfer (RAFT) polymerization techniques are u