4158-12-7

Usage

Uses

Used in Chemical Synthesis:
Octadecanoic acid, 10-oxois used as a precursor in the synthesis of various esters and waxes, contributing to the production of a wide range of chemical compounds.
Used in Cosmetics Industry:
In the cosmetics industry, octadecanoic acid, 10-oxois utilized for its emollient properties, helping to improve the texture and feel of skincare products.
Used in Lubricants Production:
This chemical compound is employed in the production of lubricants due to its ability to reduce friction and wear in various mechanical applications.
Used in Pharmaceutical Industry:
Octadecanoic acid, 10-oxois studied for its potential therapeutic uses in the pharmaceutical industry, particularly for its possible biological activities in dermatology and medicine.
Used in Research and Development:
Octadecanoic acid, 10-oxois also used in scientific research to explore its potential applications and properties, further expanding its utility in various fields.

InChI:InChI=1/C18H34O3/c1-2-3-4-5-8-11-14-17(19)15-12-9-6-7-10-13-16-18(20)21/h2-16H2,1H3,(H,20,21)

Upstream product

• 112-80-1 cis-Octadecenoic acid 

Downstream Products

• 638-26-6 10-hydroxystearic acid 
• 111-20-6 1,10-decanedioic acid 
• 111-86-4 n-Octylamine 
• 112-05-0 nonanoic acid 

Relevant academic research and scientific papers

Conversion of oleic acid to 10-ketostearic acid by Sphingobacterium sp. strain O22

The conversion of oleic acid by a bacterium, tentatively identified as Sphingobacterium thalpophilum strain O22, was investigated. The microorganism was isolated as a stable culture from compost that was enriched with soybean oil outdoors and subsequently with oleic acid in the laboratory. Strain O22 converted oleic acid to products identified as 10-ketostearic acid (95% of the total conversion product) and 10-hydroxystearic acid (5%). This is in contrast to S. thalpophilum strain B-14797, which produces solely 10-hydroxystearic acid. Maximal conversion was reached in about 36 h after the addition of oleic acid to the fermentation broth. The yield of 10-ketostearic acid was approximately 75% from 0.26 g of oleic acid in 30 mL fermentation broth at 28 °C and 200 rpm for 48 h. This is the first report on the major production of 10-ketostearic acid by a microorganism in the genus Sphingobacterium.

Simultaneous Enzyme/Whole-Cell Biotransformation of C18 Ricinoleic Acid into (R)-3-Hydroxynonanoic Acid, 9-Hydroxynonanoic Acid, and 1,9-Nonanedioic Acid

Regiospecific oxyfunctionalization of renewable long chain fatty acids into industrially relevant C9 carboxylic acids has been investigated. One example was biocatalytic transformation of 10,12-dihydroxyoctadecanoic acid, which was produced from ricinoleic acid ((9Z,12R)-12-hydroxyoctadec-9-enoic acid) by a fatty acid double bond hydratase, into (R)-3-hydroxynonanoic acid, 9-hydroxynonanoic acid, and 1,9-nonanedioic acid with a high conversion yield of ca. 70%. The biotransformation was driven by enzyme/whole-cell biocatalysts, consisting of the esterase of Pseudomonas fluorescens and the recombinant Escherichia coli expressing the secondary alcohol dehydrogenase of Micrococcus luteus, the Baeyer-Villiger monooxygenase of Pseudomonas putida KT2440 and the primary alcohol/aldehyde dehydrogenases of Acinetobacter sp. NCIMB9871. The high conversion yields and the high product formation rates over 20 U/g dry cells with insoluble reactants indicated that various (poly-hydroxy) fatty acids could be converted into multi-functional products via the simultaneous enzyme/whole-cell biotransformations. This study will contribute to the enzyme-based functionalization of hydrophobic substances. (Figure presented.).

PROCESS FOR THE SYNTHESIS OF KETONES FROM INTERNAL ALKENES

The present invention is directed to methods for oxidizing internal olefins to ketones. In various embodiments, each method comprising contacting an organic substrate, having an initial internal olefin, with a mixture of (a) a biscationic palladium salt; and (b) an oxidizing agent; dissolved or dispersed in a solvent system to form a reaction mixture, said solvent system comprising at least one C2-6 carbon nitrile and optionally at least one secondary alkyl amide, said method conducted under conditions sufficient to convert at least 50 mol % of the initial internal olefin to a ketone, said ketone positioned on a carbon of the initial internal olefin. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed oil derivatives and a bioactive natural product are described.

Practical and general palladium-catalyzed synthesis of ketones from internal olefins

Make it simple! A convenient and general palladium-catalyzed oxidation of internal olefins to ketones is reported. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed-oil derivatives and a bioactive natural product (see scheme) are described, as well as intriguing mechanistic features. Copyright

Biotransformation of Oleic Acid to Optically Active γ-Dodecalactone

We contemplated the formation of γ-dodecalactone through microbial conversion consisting of two steps, the first for oxidizing oleic acid into 10-hydroxystearic acid and the second for the formation of γ-dodecalactone from the hydroxy acid.Microorganisms were screened for production of 10-hydroxystearic acid from oleic acid.A bacterium which could produce the hydroxy acid with a transformation yield of 61.5percent at a concentration of 5percent oleic acid was isolated.The hydroxy acid was found to be biotransformed to γ-dodecalactone by baker's yeast.The enantiomeric composition of the biosynthetic γ-dodecalactone was estimated to be the (R)- configuration and the optical purity of the lactone was estimated to be 87.6percent e.e.The biotransformation yield from oleic acid to γ-dodecalactone was 22.5percent.