Methyl 3-oxooctanoate

Base Information

• Chemical Name: Methyl 3-oxooctanoate
• CAS No.: 22348-95-4
• Molecular Formula: C9H16 O3
• Molecular Weight: 172.224
• Hs Code.: 2918300090
• European Community (EC) Number: 244-927-0
• DSSTox Substance ID: DTXSID6066783
• Nikkaji Number: J102.414K
• Wikidata: Q81993369
• Mol file: 22348-95-4.mol

Synonyms:Methyl 3-oxooctanoate;22348-95-4;Octanoic acid, 3-oxo-, methyl ester;methyl 3-KETOOCTANOATE;3-oxo-octanoic acid methyl ester;EINECS 244-927-0;Metylcaproylacetate;methyl hexanoylacetate;METHYL3-KETOOCTANOATE;SCHEMBL3142044;DTXSID6066783;MFCD00673472;AKOS006274772;CS-0450065;FT-0702039;EN300-233981;A816130;J-522209;4-amino-7-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-N'-hydroxy-pyrrolo[2,3-d]pyrimidine-5-carboxamidine

Chemical Property of Methyl 3-oxooctanoate

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Boiling Point: 219.3°Cat760mmHg
• PKA: 10.53±0.46(Predicted)
• Flash Point: 86°C
• PSA: 43.37000
• Density: 0.969g/cm³
• LogP: 1.69890
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl3-oxooctanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)CC(=O)OC

Technology Process of Methyl 3-oxooctanoate

There total 29 articles about Methyl 3-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: 95.0%

methanol (67-56-1) + 3-oxooctanoic acid (13283-91-5) → methyl 3-oxooctanoate (22348-95-4)

Guidance literature:

With diazomethyl-trimethyl-silane; In diethyl ether; benzene; for 0.666667h;

Reference yield: 95.0%

3-oxooctanoic acid (13283-91-5) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 3-oxooctanoate (22348-95-4)

Guidance literature:

In methanol; diethyl ether; benzene; for 0.5h;

DOI:10.1021/ja0530321

Reference yield: 94.0%

monomethyl monopotassium malonate (38330-80-2) + Hexanoyl chloride (142-61-0) → methyl 3-oxooctanoate (22348-95-4)

Guidance literature:

monomethyl monopotassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 20 ℃; for 3h;

Hexanoyl chloride; With triethylamine; In acetonitrile; at 20 ℃; for 20h; Further stages.;

DOI:10.1002/adsc.200600504

upstream raw materials:

methanol

3-oxooctanoic acid

3-methoxycarbonylnona-2,4-dione

diethyl ether

Downstream raw materials:

2-butyl-3-phenyl-2-cyclohexenone

2-(2-Methoxymethoxy-6-oxo-cyclohexylmethyl)-3-oxo-octanoic acid methyl ester

n-pentyl methyl ketone

(S)-methyl 3-hydroxyoctanoate

Refernces

• 1、 Thombal, Raju S.,Kim, Seoung-Tae,Baik, Mu-Hyun,Lee, Yong Rok. "Ruthenium catalyzes the synthesis of γ-butenolides fused with cyclohexanones". . p. 2940 - 2943. Retrieved 2019.
• 2、 Seifert, Tina,Malo, Marcus,Kokkola, Tarja,Stéen, E. Johanna L.,Meinander, Kristian,Wallén, Erik A.A.,Jarho, Elina M.,Luthman, Kristina. "A scaffold replacement approach towards new sirtuin 2 inhibitors". . . Retrieved 2019/12/24.