9-Oxononanoic acid

Base Information

• Chemical Name: 9-Oxononanoic acid
• CAS No.: 2553-17-5
• Molecular Formula: C9H16 O3
• Molecular Weight: 172.224
• UNII: YH3Q8RSX3Z
• DSSTox Substance ID: DTXSID30180228
• Nikkaji Number: J564.228K
• Wikidata: Q27147919
• Metabolomics Workbench ID: 1645
• Mol file: 2553-17-5.mol

Synonyms:9-ketononanoic acid;9-oxononanoic acid

Chemical Property of 9-Oxononanoic acid

Chemical Property:

• Vapor Pressure: 0.000196mmHg at 25°C
• Melting Point: 70 °C
• Boiling Point: 304.8°Cat760mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 152.4°C
• PSA: 54.37000
• Density: 1.018g/cm³
• LogP: 2.00060
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

99%, ^*data from raw suppliers

9-OxononanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCC=O)CCCC(=O)O
• Uses: 9-Oxononanoic Acid is an aldehydic lipid peroxidation product derived from Linoleic Acid (L467495), which is anti-inflammatory, acne reductive, and moisture retentive when used topically on the skin.

Technology Process of 9-Oxononanoic acid

There total 18 articles about 9-Oxononanoic 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: 90.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → nonan-1-al (124-19-6) + azelaic acid semialdehyde (2553-17-5)

Guidance literature:

cis-Octadecenoic acid; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ol0613463

Reference yield: 81.0%

dl-threo-9,10-dihydroxyoctadecanoic acid (120-87-6,2391-05-1,3639-32-5,10067-09-1,20831-62-3,20831-68-9,38003-70-2) → nonan-1-al (124-19-6) + azelaic acid semialdehyde (2553-17-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 1.5h; Product distribution;

Reference yield: 76.0%

erythro-9,10-Dihydroxyoctadecanoic acid (120-87-6,2391-05-1,3639-32-5,10067-09-1,20831-62-3,20831-68-9,38003-70-2) → nonan-1-al (124-19-6) + azelaic acid semialdehyde (2553-17-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 1.5h; Product distribution;

upstream raw materials:

Dihydroxystearic Acid

9,10,12-trihydroxyoctadecanoic acid

9-hydroxynonanoic acid

erythro-9,10-Dihydroxyoctadecanoic acid

Downstream raw materials:

azelaic acid

9-hydroxydecanoic acid

C₂₅H₂₈N₆S₂

1,9-nonanediol diacetate

Refernces

• 1、 Weissenborn, Martin J.,Notonier, Sandra,Lang, Sarah-Luise,Otte, Konrad B.,Herter, Susanne,Turner, Nicholas J.,Flitsch, Sabine L.,Hauer, Bernhard. "Whole-cell microtiter plate screening assay for terminal hydroxylation of fatty acids by P450s". . p. 6158 - 6161. Retrieved 2016.
• 2、 Rajabi, Mehdi,Lanfranchi, Moreno,Campo, Federica,Panza, Luigi. "Synthesis of a series of hydroxycarboxylic acids as standards for oxidation of nonanoic acid". supporting information. p. 1149 - 1154. Retrieved 2014/04/03.