Ethyl 3-oxodecanoate

Base Information

• Chemical Name: Ethyl 3-oxodecanoate
• CAS No.: 13195-66-9
• Molecular Formula: C12H22O3
• Molecular Weight: 214.305
• Hs Code.: 2918300090
• European Community (EC) Number: 236-157-9
• DSSTox Substance ID: DTXSID20884581
• Nikkaji Number: J132.452G
• Wikidata: Q72476493
• Mol file: 13195-66-9.mol

Synonyms:Ethyl 3-oxodecanoate;13195-66-9;Decanoic acid, 3-oxo-, ethyl ester;EINECS 236-157-9;3-Ketocapric acid ethyl ester;SCHEMBL472723;3-Oxo-decanoic acid ethyl ester;DTXSID20884581;AKOS022172951;BS-48994;FT-0755843;E84556;EN300-1127936;A806343;A1-25164

Chemical Property of Ethyl 3-oxodecanoate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.0134mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 258.8 ºC at 760 mmHg
• Flash Point: 104.6 ºC
• PSA: 43.37000
• Density: 0.943 g/cm³
• LogP: 2.86920
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 214.15689456
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

98%Min ^*data from raw suppliers

3-Oxodecanoic acid ethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)CC(=O)OCC

Technology Process of Ethyl 3-oxodecanoate

There total 19 articles about Ethyl 3-oxodecanoate 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: 96.0%

diazoacetic acid ethyl ester (623-73-4) + Octanal (124-13-0) → ethyl 3-oxodecanoate (13195-66-9)

Guidance literature:

With tin(ll) chloride; In dichloromethane; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01532 DOI:10.1021/acs.jmedchem.6b00239

Reference yield: 95.0%

ethyl acetoacetate (141-97-9) + 1-Iodohexane (638-45-9) → ethyl 3-oxodecanoate (13195-66-9)

Guidance literature:

ethyl acetoacetate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

1-Iodohexane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 14h; Further stages.;

DOI:10.1055/s-2006-942536

Reference yield: 83.0%

cycl-isopropylidene malonate (2033-24-1) + n-octanoic acid chloride (111-64-8) → ethyl 3-oxodecanoate (13195-66-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 5.5h;

DOI:10.1021/jm4006302

upstream raw materials:

octanoic acid ethyl ester

ethyl bromoacetate

ethyl acetate

n-octanoic acid chloride

Downstream raw materials:

β-ketodecanoic acid

2-Nonanone

ethyl (R)-3-hydroxydecanoate

(S)-3-Hydroxy-decanoic acid ethyl ester

Refernces

• 1、 Imit, Mokhtar,Imin, Patigul,Adronov, Alex. "π-Conjugated polymers with pendant coumarins: Design, synthesis, characterization, and interactions with carbon nanotubes". . p. 759 - 768. Retrieved 2016.
• 2、 Galleano, Iacopo,Schiedel, Matthias,Jung, Manfred,Madsen, Andreas S.,Olsen, Christian A.. "A Continuous, Fluorogenic Sirtuin 2 Deacylase Assay: Substrate Screening and Inhibitor Evaluation". . p. 1021 - 1031. Retrieved 2016.
• 3、 Galleano, Iacopo,Schiedel, Matthias,Jung, Manfred,Madsen, Andreas S.,Olsen, Christian A.. "Erratum: A Continuous, Fluorogenic Sirtuin 2 Deacylase Assay: Substrate Screening and Inhibitor Evaluation (Journal of Medicinal Chemistry (2016) 59 (1021-1031) DOI 10.1021/acs.jmedchem.5b01532)". . p. 2847 - 2847. Retrieved 2016.
• 4、 Chen, Jiajia,Joseph, Devaneyan,Xia, Yuanzhi,Lee, Sunwoo. "Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters". . p. 5943 - 5953. Retrieved 2021/04/02.
• 5、 Zheng, Xuehua,Jiang, Zan,Li, Xiaolin,Zhang, Chen,Li, Zhe,Wu, Yinuo,Wang, Xinhua,Zhang, Chao,Luo, Hai-bin,Xu, Jun,Wu, Deyan. "Screening, synthesis, crystal structure, and molecular basis of 6-amino-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles as novel AKR1C3 inhibitors". . p. 5934 - 5943. Retrieved 2018/11/23.