Diethyl 3-methylcyclohex-4-ene-1,2-dicarboxylate

Base Information

• Chemical Name: Diethyl 3-methylcyclohex-4-ene-1,2-dicarboxylate
• CAS No.: 62174-62-3
• Molecular Formula: C₁₃H₂₀O₄
• Molecular Weight: 240.299
• DSSTox Substance ID: DTXSID50518105
• Mol file: 62174-62-3.mol

Synonyms:Diethyl 3-methylcyclohex-4-ene-1,2-dicarboxylate;62174-62-3;SCHEMBL1196622;DTXSID50518105

Chemical Property of Diethyl 3-methylcyclohex-4-ene-1,2-dicarboxylate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 240.13615911
• Heavy Atom Count: 17
• Complexity: 309

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC=CC(C1C(=O)OCC)C

Technology Process of Diethyl 3-methylcyclohex-4-ene-1,2-dicarboxylate

There total 3 articles about Diethyl 3-methylcyclohex-4-ene-1,2-dicarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ethanol (64-17-5) + (3-methyl)tetrahydrophthalic anhydride (35438-81-4) → (+/-)-3c-methyl-cyclohex-4-ene-1r,2c-dicarboxylic acid diethyl ester (62174-62-3)

Guidance literature:

DOI:10.1021/ja01584a040

Reference yield:

penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) + diethyl Fumarate (623-91-6) → (+/-)-3ξ-methyl-cyclohex-4-ene-1r,2t-dicarboxylic acid diethyl ester (62174-62-3)

Guidance literature:

With toluene; at 160 ℃;

DOI:10.1007/BF02256976

Reference yield:

ethanol (64-17-5) + c-3-methyl-4-ene-r-1,c-2-cyclohexenedicarboxylic acid (15941-50-1,23667-61-0) → 3-Methyl-cyclohex-4-ene-1,2-dicarboxylic acid diethyl ester (62174-62-3)

Guidance literature:

With phosphorus pentoxide; Yield given. Multistep reaction; 1.) 0-5 deg C, 2.) reflux, 3 h;

DOI:10.1016/S0040-4020(01)88552-5

upstream raw materials:

penta-1,3-diene

diethyl Fumarate

ethanol

(3-methyl)tetrahydrophthalic anhydride

Downstream raw materials:

(+/-)-4r,5t-diacetyl-3ξ-methyl-cyclohexene