10-Oxooctadecanoic acid

Base Information

• Chemical Name: 10-Oxooctadecanoic acid
• CAS No.: 4158-12-7
• Molecular Formula: C18H34O3
• Molecular Weight: 298.466
• Hs Code.: 2918300090
• NSC Number: 625425
• DSSTox Substance ID: DTXSID80194416
• Nikkaji Number: J206.208I
• Wikidata: Q27462127
• Metabolomics Workbench ID: 2282
• ChEMBL ID: CHEMBL1994343
• Mol file: 4158-12-7.mol

Synonyms:10-ketostearic acid;ketostearic acid

Chemical Property of 10-Oxooctadecanoic acid

Chemical Property:

• Vapor Pressure: 3.99E-09mmHg at 25°C
• Melting Point: 77 °C
• Boiling Point: 444.1°Cat760mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 236.5°C
• PSA: 54.37000
• Density: 0.94g/cm³
• LogP: 5.51150
• XLogP3: 6
• 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%, ^*data from raw suppliers

10-oxooctadecanoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(=O)CCCCCCCCC(=O)O

Technology Process of 10-Oxooctadecanoic acid

There total 5 articles about 10-Oxooctadecanoic 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: 24.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → 10-hydroxystearic acid (638-26-6) + 10-oxo-octadecanoic acid (4158-12-7)

Guidance literature:

at 30 ℃; for 24h; biotransformation by yeast strain 458;

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) → azelaic acid (123-99-9,26776-28-3) + 10-oxo-octadecanoic acid (4158-12-7) + 9-(nonanoyloxy)-nonanoic acid (1427467-25-1)

Guidance literature:

With lipase from Thermomyces lanuginosus; alcohol dehydrogenase of Micrococcus luteus; alcohol/aldehyde dehydrogenases of Acinetobacter sp. NCIMB₉₈₇₁; recombinant Baeyer-Villiger monooxygenase of Pseudomonas putida KT₂₄₄₀; recombinant fatty acid double bond hydratase of Stenotrophomonas maltophilia; recombinant long chain fatty acid transporter; Microbiological reaction; Enzymatic reaction;

DOI:10.1002/adsc.201701029

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) → azelaic acid (123-99-9,26776-28-3) + 4-oxododecanoic acid (4144-55-2) + 10-oxo-octadecanoic acid (4158-12-7)

Guidance literature:

at 30 ℃; for 120h; Product distribution; biotransformation of its esters, Sarcina lutea ICR₂₀₁₀;

upstream raw materials:

cis-Octadecenoic acid

Downstream raw materials:

10-hydroxystearic acid

1,10-decanedioic acid

n-Octylamine

nonanoic acid

Refernces

• 1、 Cha, Hee-Jeong,Seo, Eun-Ji,Song, Ji-Won,Jo, Hye-Jin,Kumar, Akula Ravi,Park, Jin-Byung. "Simultaneous Enzyme/Whole-Cell Biotransformation of C18 Ricinoleic Acid into (R)-3-Hydroxynonanoic Acid, 9-Hydroxynonanoic Acid, and 1,9-Nonanedioic Acid". supporting information. p. 696 - 703. Retrieved 2017/12/26.
• 2、 Morandi, Bill,Wickens, Zachary K.,Grubbs, Robert H.. "Practical and general palladium-catalyzed synthesis of ketones from internal olefins". supporting information. p. 2944 - 2948. Retrieved 2013/04/10.