Diethyl 4-oxocyclohexane-1,1-dicarboxylate

Base Information

• Chemical Name: Diethyl 4-oxocyclohexane-1,1-dicarboxylate
• CAS No.: 55704-60-4
• Molecular Formula: C12H18O5
• Molecular Weight: 242.272
• Hs Code.: 2918300090
• European Community (EC) Number: 870-284-6
• DSSTox Substance ID: DTXSID50379798
• Wikidata: Q72445686
• Mol file: 55704-60-4.mol

Synonyms:diethyl 4-oxocyclohexane-1,1-dicarboxylate;55704-60-4;1,1-diethyl 4-oxocyclohexane-1,1-dicarboxylate;1,1-Cyclohexanedicarboxylic acid, 4-oxo-, diethyl ester;4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester;SCHEMBL135585;DTXSID50379798;4,4-bisethoxycarbonylcyclohexanone;GDAVCKWOYPPSEU-UHFFFAOYSA-N;4,4-bis(ethoxycarbonyl)cyclohexanone;MFCD00177942;AKOS015906162;diethyl4-oxocyclohexane-1,1-dicarboxylate;DS-15776;diethyl 4-oxo-1,1-cyclohexanedicarboxylate;AM20120661;CS-0151868;FT-0769205;EN300-169881;1,1-Cyclohexanedicarboxylic acid,4-oxo-,diethyl ester;4-oxocyclohexane-1,1-dicarboxylic acid diethyl ester

Chemical Property of Diethyl 4-oxocyclohexane-1,1-dicarboxylate

Chemical Property:

• Boiling Point: 175 °C(Press: 0.5 Torr)
• PSA: 69.67000
• Density: 1.155
• LogP: 1.24210
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 242.11542367
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

98% ^*data from raw suppliers

Diethyl 4-oxocyclohexane-1,1-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCC(=O)CC1)C(=O)OCC

Technology Process of Diethyl 4-oxocyclohexane-1,1-dicarboxylate

There total 10 articles about Diethyl 4-oxocyclohexane-1,1-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: 99.0%

4-hydroxy-cyclohex-3-ene-1,1,3-tricarboxylic acid,triethyl ester → 4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester (55704-60-4)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 160 ℃; for 3.5h; Inert atmosphere;

Reference yield: 92.0%

pentane-1,3,3,5-tetracarboxylic acid-3,3-diethyl ester (92454-00-7) → 4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester (55704-60-4)

Guidance literature:

With pyridine; In acetic anhydride; for 3h; Heating;

Reference yield: 88.0%

triethyl 4-oxocyclohexane-1,1,3-tricarboxylate (57899-62-4) → 4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester (55704-60-4)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 160 ℃;

DOI:10.1016/j.bmcl.2019.06.036

upstream raw materials:

pentane-1,3,3,5-tetracarboxylic acid-3,3-diethyl ester

triethyl 4-oxocyclohexane-1,1,3-tricarboxylate

diethyl methylenemalonate

1,3,3,5-pentanetetracarboxylic acid tetraethyl ester

Downstream raw materials:

cyclohexanone-4,4-dicarboxylic acid

ethyl 4-oxocyclohexane-1-carboxylate

methyl cyclohex-3-ene-1-carboxylate

(4-oxocyclohexane-1,1-diyl)bis(methylene) bis(4-methylbenzenesulfonate)