Diethyl 3-oxocyclopentane-1,1-dicarboxylate

Base Information

• Chemical Name: Diethyl 3-oxocyclopentane-1,1-dicarboxylate
• CAS No.: 180573-13-1
• Molecular Formula: C11H16O5
• Molecular Weight: 228.24200
• DSSTox Substance ID: DTXSID60450507
• Nikkaji Number: J879.975J
• Wikidata: Q82270269
• Mol file: 180573-13-1.mol

Synonyms:Diethyl 3-oxocyclopentane-1,1-dicarboxylate;180573-13-1;1,1-DIETHYL 3-OXOCYCLOPENTANE-1,1-DICARBOXYLATE;3-dicarbethoxycyclopentanone;3-oxocyclopentane-1,1-dicarboxylic acid diethyl ester;SCHEMBL4288590;1,1-Cyclopentanedicarboxylic acid, 3-oxo-, diethyl ester;DTXSID60450507;MFCD28155104;s11598;DS-18905;Diethyl3-oxocyclopentane-1,1-dicarboxylate;CS-0052768;1,1-Cyclopentanedicarboxylic acid, 3-oxo-, 1,1-diethyl ester

Chemical Property of Diethyl 3-oxocyclopentane-1,1-dicarboxylate

Chemical Property:

• Boiling Point: 289.5±40.0 °C(Predicted)
• PSA: 69.67000
• Density: 1.189±0.06 g/cm3(Predicted)
• LogP: 0.85200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 228.09977361
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

97% ^*data from raw suppliers

Diethyl3-Oxocyclopentane-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)C1)C(=O)OCC

Technology Process of Diethyl 3-oxocyclopentane-1,1-dicarboxylate

There total 8 articles about Diethyl 3-oxocyclopentane-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: 91.0%

2-[2-(diethoxy-phosphoryl)-2-oxo-ethyl]-2-(2-iodo-ethyl)-malonic acid diethyl ester → 3-oxocyclopentane-1,1-dicarboxylic acid diethyl ester (180573-13-1)

Guidance literature:

With hexamethyldistannane; In benzene; for 2h; UV-irradiation;

DOI:10.1021/ja036499p

Reference yield: 27.0%

phenyl chlorothioformate (13464-19-2) + 2-(2-Iodo-ethyl)-2-iodomethyl-malonic acid diethyl ester → 3-oxocyclopentane-1,1-dicarboxylic acid diethyl ester (180573-13-1) + 2-Methyl-2-(2-phenylsulfanylcarbonyl-ethyl)-malonic acid diethyl ester

Guidance literature:

With bis(tri-n-butyltin); In benzene; Irradiation;

DOI:10.1039/a800664d

Reference yield: 14.0%

2-(2-Bromo-ethyl)-2-phenylsulfanylcarbonylmethyl-malonic acid diethyl ester → 3-oxocyclopentane-1,1-dicarboxylic acid diethyl ester (180573-13-1) + 2-Ethyl-2-phenylsulfanylcarbonylmethyl-malonic acid diethyl ester

Guidance literature:

With bis(tri-n-butyltin); In benzene; for 2h; Irradiation;

DOI:10.1039/CC9960001335

upstream raw materials:

phenyl chlorothioformate

butane-1,2,2,4-tetracarboxylic acid tetraethyl ester

diethyl malonate

bromomethyl vinyl ketone