18654-84-7Relevant academic research and scientific papers
Identification of very long chain unsaturated fatty acids from Ximenia oil by atmospheric pressure chemical ionization liquid chromatography-mass spectroscopy
Rezanka, Tomas,Sigler, Karel
, p. 925 - 934 (2007)
A method is described for the enrichment of very long chain unsaturated fatty acids from total fatty acids of Ximenia oil and their identification as picolinyl esters by means of liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization (LC-MS/APCI). The method is based on the use of preparative reversed phase HPLC and their subsequent identification by microbore LC-MS/APCI. The combination of these two techniques was used to identify unusual unsaturated VLCFAs up to tetracontenoic acid. All four positional isomers of tetratriacontenoic acid were also synthesized to unambiguously confirm their structure.
Iridium-catalysed isomerising trialkylsilylation of methyl oleateq
Huber, Thimo,Firlbeck, Doris,Riepl, Herbert M.
, p. 144 - 148 (2013/10/01)
Monounsaturated fatty acids from vegetable oils are attractive substrates for applications as renewable feedstock in polymer industry. Applying the concept of transition metal-catalysed isomerising functionalisation, their nearly inaccessible internal C]C double bond can be transformed into products with a functional group in the terminal position. In this work, methyl oleate is shown to undergo [Ir(OMe)( cod)]2-catalysed dehydrogenative silylation with triethylsilane to give terminal vinylsilanes 4 in 69% yield. Independent preparation of reference substances is helpful in identifying the desired products in gas chromatograms of complex reaction mixtures.
Omega-functionalized fatty acids, alcohols, and ethers via olefin metathesis
Zerkowski, Jonathan A.,Solaiman, Daniel K. Y.
experimental part, p. 1325 - 1332 (2012/09/10)
Methyl 17-hydroxy stearate was converted to methyl octadec-16-enoate using copper sulfate adsorbed on silica gel. This compound served as a useful substrate for the olefin metathesis reaction. As a result, several fatty acids with novel functional groups at the x-end were prepared: a glyceryl ether attached at the 18-carbon, an aromatic fatty acid from eugenol, and a ferrocenyl fatty acid. By employing the unsaturated fatty alcohol, other groups were introduced, namely the terminal fluoride, bromide, and iodide were prepared, as was a thiol derivative. The penultimate and omega olefins reported here should serve as building blocks that allow fatty acids to make a greater contribution to a range of emerging technological
