Diethyl 1,2-cyclopentanedicarboxylate

Base Information

• Chemical Name: Diethyl 1,2-cyclopentanedicarboxylate
• CAS No.: 90474-13-8
• Molecular Formula: C11H18 O4
• Molecular Weight: 214.262
• European Community (EC) Number: 291-751-5
• DSSTox Substance ID: DTXSID20920372
• Nikkaji Number: J333.351E
• Mol file: 90474-13-8.mol

Synonyms:90474-13-8;Diethyl 1,2-cyclopentanedicarboxylate;diethyl cyclopentane-1,2-dicarboxylate;EINECS 291-751-5;EC 291-751-5;cyclopentane-1,2-dicarboxylic acid diethyl ester;SCHEMBL594647;DTXSID20920372;YLRALQSVMCXBSD-UHFFFAOYSA-N;FT-0686731;1,2-Cyclopentanedicarboxylic acid diethyl ester;W-111692;1,2-Cyclopentanedicarboxylic acid, 1,2-diethyl ester

Chemical Property of Diethyl 1,2-cyclopentanedicarboxylate

Chemical Property:

• Vapor Pressure: 0.00425mmHg at 25°C
• Boiling Point: 278.5°Cat760mmHg
• Flash Point: 130.6°C
• PSA: 52.60000
• Density: 1.087g/cm³
• LogP: 1.52890
• Water Solubility.: 715mg/L at 25℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 214.12050905
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCCC1C(=O)OCC

Technology Process of Diethyl 1,2-cyclopentanedicarboxylate

There total 8 articles about Diethyl 1,2-cyclopentanedicarboxylate 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%

C15H24N2O2 → diethyl cyclopentane-1,2-dicarboxylate (90474-13-8)

Guidance literature:

With sulfuric acid; In ethanol;

DOI:10.1016/S0040-4039(00)99969-6

Reference yield: 49.0%

2-Bromo-3-(3-bromo-propyl)-succinic acid diethyl ester (87319-44-6) → diethyl cyclopentane-1,2-dicarboxylate (90474-13-8)

Guidance literature:

electrolysis in THF solution containing (n-Bu)4NClO₄ (0.2 mol/dm^-3) as supporting electrolyte in an undivided cell with carbon electrods. Electricity 2.2 F*mol^-1, constant current 50 mA_.;

DOI:10.1246/cl.1986.2125

Reference yield:

trans-1,2-cyclopentanedicarboxylic acid (80656-14-0) → (+/-)-trans-cyclopentane-1,2-dicarboxylic acid diethyl ester (30689-38-4,30758-77-1,90474-13-8,116724-21-1,116724-22-2)

Guidance literature:

With ethanol; toluene-4-sulfonic acid;

DOI:10.1039/jr9550002383 DOI:10.1021/ja01604a030

upstream raw materials:

2-Bromo-3-(3-bromo-propyl)-succinic acid diethyl ester

ethanol

trans-1,2-cyclopentanedicarboxylic acid

1,3-Diiodopropane

Downstream raw materials:

trans-1,2-bis(hydroxymethyl)cyclopentane

4-{3-[cis-hexahydrocyclopenta[c]pyrrol-2(1H)-yl]propoxy}benzamide hydrochloride

4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione

(1R,2S)-Cyclopentane-1,2-dicarboxylic acid mono-((E)-3-phenyl-allyl) ester

Refernces

• 1、 Furuta, Kyoji,Ikeda, Nobuo,Yamamoto, Hisashi. "DIANION OF 1,2-BIS(4',4'-DIMETHYL-2'-OXAZOLIN-2'-YL)ETHANE VERSATILE SYNTHETIC REAGENT FOR ANNULATION". . p. 675 - 678. Retrieved 2007/10/02.