3-Oxodecanoic acid

Base Information

• Chemical Name: 3-Oxodecanoic acid
• CAS No.: 13283-92-6
• Molecular Formula: C10H18O3
• Molecular Weight: 186.251
• Hs Code.: 2918300090
• UNII: R23H5U9EDC
• DSSTox Substance ID: DTXSID90415260
• Nikkaji Number: J206.112K
• Wikidata: Q27117054
• Metabolomics Workbench ID: 1551
• Mol file: 13283-92-6.mol

Synonyms:3-oxodecanoic acid;Decanoic acid, 3-oxo-;13283-92-6;3-oxo capric acid;beta-ketodecanoic acid;3-Oxidanylidenedecanoic acid;R23H5U9EDC;3-oxo-decanoic acid;UNII-R23H5U9EDC;3-oxocapric acid;3-ketocapric acid;3-ketodecanoic acid;beta-ketocapric acid;beta-oxodecanoic acid;SCHEMBL472748;.BETA.-KETODECANOIC ACID;CHEBI:37157;DTXSID90415260;LMFA01060028;AKOS024288429;C20714;Q27117054

Chemical Property of 3-Oxodecanoic acid

Chemical Property:

• Melting Point: 80-85 °C
• Boiling Point: 306.6±25.0 °C(Predicted)
• PKA: 3.57±0.32(Predicted)
• PSA: 54.37000
• Density: 1.004±0.06 g/cm3(Predicted)
• LogP: 2.39070
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 186.125594432
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Oxodecanoic acid

There total 17 articles about 3-Oxodecanoic acid 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: 84.0%

bis(trimethylsilyl) malonate (18457-04-0) + n-octanoic acid chloride (111-64-8) → β-ketodecanoic acid (13283-92-6)

Guidance literature:

With triethylamine; lithium bromide; In diethyl ether; for 1h;

Reference yield: 81.0%

ethyl 3-oxodecanoate (13195-66-9) → β-ketodecanoic acid (13283-92-6)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃;

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

Reference yield: 49.0%

methyl 3-oxodecanoate (22348-96-5) → β-ketodecanoic acid (13283-92-6)

Guidance literature:

With water; sodium methylate; In methanol; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2007.11.075

upstream raw materials:

ethyl 3-oxodecanoate

ethyl 3-oxododecanoate

bis(trimethylsilyl) malonate

n-octanoic acid chloride

Downstream raw materials:

2-heptyl-quinolin-4(1H)-one

octanoyl benzoyl methane

schinifoline

methyl (R)-3-hydroxydecanoate

Refernces

• 1、 Kuwahara, Shigefumi,Moriguchi, Masahiko,Miyagawa, Kazuhiro,Konno, Masako,Kodama, Osamu. "Synthesis and absolute configuration of syringolide 2, an elicitor from Pseudomonas syringae pv. tomato". . p. 3201 - 3202. Retrieved 1995.
• 2、 Nakajima, Daisuke,Natsume, Noriyuki,Ozaki, Kaori,Teruya, Toshiaki,Yokoshima, Satoshi. "Structure-Activity Relationship Study of Majusculamides A and B and Their Analogues on Osteogenic Activity". . p. 2477 - 2482. Retrieved 2020/10/02.
• 3、 Galleano, Iacopo,Schiedel, Matthias,Jung, Manfred,Madsen, Andreas S.,Olsen, Christian A.. "A Continuous, Fluorogenic Sirtuin 2 Deacylase Assay: Substrate Screening and Inhibitor Evaluation". supporting information. p. 1021 - 1031. Retrieved 2016/02/23.