Ethyl 2-oxocyclononanecarboxylate

Base Information

• Chemical Name: Ethyl 2-oxocyclononanecarboxylate
• CAS No.: 4017-57-6
• Molecular Formula: C12H20O3
• Molecular Weight: 212.289
• Hs Code.: 2918300090
• European Community (EC) Number: 223-679-7
• DSSTox Substance ID: DTXSID60960611
• Nikkaji Number: J217.832J
• Mol file: 4017-57-6.mol

Synonyms:Ethyl 2-oxocyclononanecarboxylate;ethyl 2-oxocyclononane-1-carboxylate;4017-57-6;EINECS 223-679-7;2-oxocyclononanecarboxylic acid ethyl ester;2-ethoxycarbonyl-cyclononanone;SCHEMBL7392059;DTXSID60960611

Chemical Property of Ethyl 2-oxocyclononanecarboxylate

Chemical Property:

• Vapor Pressure: 3.18E-12mmHg at 25°C
• Boiling Point: 306.5°Cat760mmHg
• Flash Point: 131.4°C
• PSA: 43.37000
• Density: 1.009g/cm³
• LogP: 2.47910
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 212.14124450
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCCCCCCC1=O

Technology Process of Ethyl 2-oxocyclononanecarboxylate

There total 5 articles about Ethyl 2-oxocyclononanecarboxylate 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%

cyclononanone (3350-30-9) + Diethyl carbonate (105-58-8,76619-83-5) → 2-oxocyclononanecarboxylic acid ethyl ester (4017-57-6)

Guidance literature:

With sodium hydride; In mineral oil; Inert atmosphere;

DOI:10.1002/cmdc.201100288

Reference yield: 85.0%

diazoacetic acid ethyl ester (623-73-4) + cycloactanone (502-49-8) → 2-oxocyclononanecarboxylic acid ethyl ester (4017-57-6)

Guidance literature:

With triethyloxonium fluoroborate;

DOI:10.1016/0040-4039(96)00234-1

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + cycloactanone (502-49-8) + triethyloxonium fluoroborate (368-39-8) → 2-oxocyclononanecarboxylic acid ethyl ester (4017-57-6)

Guidance literature:

In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jm00076a009

upstream raw materials:

diazoacetic acid ethyl ester

cycloactanone

cyclononanone

Diethyl carbonate

Downstream raw materials:

azacycloundecan-2-one

cyclodecanone

2-Oxo-1-<2-(phenylsulfinyl)aethyl>-9-vinyl-cyclononancarbonsaeure-aethylester

cyclononanone

Refernces

• 1、 Silveira, Augustine,Angelastro, Michael,Israel, Robert,Totino, Frank,Williamsen, Peter. "A New Synthesis of Cyclic Allenic Esters". . p. 3522 - 3523. Retrieved 1980.
• 2、 Stephens, Thomas C.,Lodi, Mahendar,Steer, Andrew M.,Lin, Yun,Gill, Matthew T.,Unsworth, William P.. "Synthesis of Cyclic Peptide Mimetics by the Successive Ring Expansion of Lactams". supporting information. p. 13314 - 13318. Retrieved 2017/10/05.
• 3、 Woo, L.W. Lawrence,Ganeshapillai, Dharshini,Thomas, Mark P.,Sutcliffe, Oliver B.,Malini, Bindu,Mahon, Mary F.,Purohit, Atul,Potter, Barry V.L.. "Structure-activity relationship for the first-in-class clinical steroid sulfatase inhibitor Irosustat (STX64, BN83495)". experimental part. p. 2019 - 2034. Retrieved 2012/07/03.