7-Oxo-octadecanoic acid

Base Information

• Chemical Name: 7-Oxo-octadecanoic acid
• CAS No.: 16694-32-9
• Molecular Formula: C18H34O3
• Molecular Weight: 298.46100
• DSSTox Substance ID: DTXSID30415264
• Nikkaji Number: J206.205D
• Wikidata: Q82224212
• Metabolomics Workbench ID: 2280
• ChEMBL ID: CHEMBL5085699
• Mol file: 16694-32-9.mol

Synonyms:7-oxooctadecanoic acid;7-oxo-octadecanoic acid;16694-32-9;Octadecanoic acid, 7-oxo-;7-keto-stearic acid;Octadecanoic acid,7-oxo-;7-Ketostearic acid;7-keto stearic acid;7-oxooctadecanoicacid;SCHEMBL1134717;CHEMBL5085699;DTXSID30415264;CHEBI:165799;LMFA02000244;MFCD00547875;AKOS003624970;AS-58361;AM20120581

Chemical Property of 7-Oxo-octadecanoic acid

Chemical Property:

• PSA: 54.37000
• LogP: 5.51150
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 298.25079494
• Heavy Atom Count: 21
• Complexity: 261

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)CCCCCC(=O)O
• Uses: 7-Oxooctadecanoic Acid is an intermediate in the synthesis of 7-Oxooctadecanoic Acid Methyl Ester (O870160), a long-chain aliphatic acid ester found in extracts from hardwood. 7-Oxooctadecanoic Acid Methyl Ester is used in the preparation of monofluorinated fatty acids as mechanistic probes.

Technology Process of 7-Oxo-octadecanoic acid

There total 10 articles about 7-Oxo-octadecanoic 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: 52.0%

Dodecanal (112-54-9) + 5-hexenoic acid (1577-22-6) → 7-oxooctadecanoic acid (16694-32-9)

Guidance literature:

With Benzoylformic acid; In water; for 96h; Irradiation;

DOI:10.1021/acs.jmedchem.0c02058

Reference yield: 13.0%

methyl 7-keto-octadecanoate (2380-22-5) → 7-oxooctadecanoic acid (16694-32-9)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃;

DOI:10.1016/j.chemphyslip.2014.07.007

Reference yield:

threo-6-Brom-7-hydroxy-octadecansaeure → 7-oxooctadecanoic acid (16694-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: LiAlH₄ / tetrahydrofuran

3: CrO₃, aq. AcOH

With chromium(VI) oxide; lithium aluminium tetrahydride; acetic acid; In tetrahydrofuran; diethyl ether;

upstream raw materials:

octadec-6-ynoic acid

ethyl 5-iodopentanoate

methyl 3-oxotetradecanoate

1-(2-oxo-cyclohexyl)-dodecan-1-one

Downstream raw materials:

methyl 7-keto-octadecanoate