Ethyl 7-oxooctanoate

Base Information

• Chemical Name: Ethyl 7-oxooctanoate
• CAS No.: 36651-36-2
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.251
• NSC Number: 141180
• DSSTox Substance ID: DTXSID50301110
• Nikkaji Number: J113.684D
• Wikidata: Q82044694
• Mol file: 36651-36-2.mol

Synonyms:Ethyl 7-oxooctanoate;36651-36-2;Octanoic acid, 7-oxo-, ethyl ester;7-Ketocaprylic acid ethyl ester;Ethyl7-oxooctanoate;Ethyl 7-oxooctanoate #;SCHEMBL16022550;DTXSID50301110;IJIXKXZGLVMEDN-UHFFFAOYSA-N;MFCD30470128;NSC141180;AKOS028108658;NSC-141180;AS-60453

Chemical Property of Ethyl 7-oxooctanoate

Chemical Property:

• Vapor Pressure: 0.00969mmHg at 25°C
• Boiling Point: 264.5°C at 760 mmHg
• Flash Point: 110.2°C
• PSA: 43.37000
• Density: 0.959g/cm³
• LogP: 2.08900
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 186.125594432
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98% ^*data from raw suppliers

Ethyl7-oxooctanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCCC(=O)C

Technology Process of Ethyl 7-oxooctanoate

There total 8 articles about Ethyl 7-oxooctanoate 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: 90.0%

7-oxooctanoic acid (14112-98-2) + ethanol (64-17-5) → ethyl 7-oxaoctanoate (36651-36-2)

Guidance literature:

With magnesium chloride; at 20 ℃; for 18h;

DOI:10.1055/s-2007-990812

Reference yield: 82.0%

ethanol (64-17-5) + 2-acetylcyclohexanone (874-23-7,125117-37-5) → ethyl 7-oxaoctanoate (36651-36-2)

Guidance literature:

With iron(III) trifluoromethanesulfonate; at 80 ℃; for 10h; Neat (no solvent);

DOI:10.1002/ejoc.201000128

Reference yield:

C9H20O2P(1+)*Br(1-) → ethyl 7-oxaoctanoate (36651-36-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 16 h / -78 - 23 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / 0 °C / Inert atmosphere

3.1: sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; [Pd(dtbpe)MeCl]; cyclohexene / 1,2-dichloro-ethane / 18 h / 120 °C / Inert atmosphere; Schlenk technique; Glovebox; Sealed tube

With hydrogenchloride; [Pd(dtbpe)MeCl]; sodium hexamethyldisilazane; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; cyclohexene; In tetrahydrofuran; water; 1,2-dichloro-ethane;

DOI:10.1021/jacs.6b06390

upstream raw materials:

7-oxooctanoic acid

ethanol

ethyl 4-iodobutyrate

methyl vinyl ketone

Downstream raw materials:

ethyl 7,7-ethylenedioxyoctanoate

3,5-dimethoxy-2-(1',7'-dioxo-octanyl)phenylacetic acid

3,5-dimethoxy-2-(1',7'-dioxo-octanyl)phenylethanol

2-<3',5'-dimethoxy-2'-(1',7'-dioxo-octyl)benzyl>-4,5-diphenyloxazole