71201-23-5Relevant articles and documents
Synthesis of the 9-oxo-diene derivative of methyl dimorphecolate by an efficient Oppenauer oxidation procedure
Tassignon, P.,Rijk, T. de,Wit, D. de,Buyck, L. de
, p. 39 - 42 (1994)
Oxidation of methyl dimorphecolate (1) to methyl 9-oxo-10,12-E,E-octadecadienoate (2) has been studied, using Oppenauer conditions. Acetone and cyclohexanone have been used as oxidizing ketones. Combination of cyclohexanone with inert solvents has been pe
New geometric isomers of oxooctadecadienoate in copper-catalyzed decomposition products of linoleate hydroperoxide
Tokita, Masako,Iwahara, Jyunko,Morita, Makio
, p. 993 - 997 (2007/10/03)
Methyl linoleate hydroperoxide produced by autoxidation was refluxed with 10-4 M Cu-naphthenate in benzene. Two new geometrical isomers of oxooctadecadienoate (compounds I and II) were found in addition to the four known isomers. They were isolated by a Sephadex LH-20 column chromatography with chloroform-hexane (2:1) and purified by HPLC on Nucleosil 100-5 and Zorbax ODS columns. UV, IR, MS, and 1H-NMR spectra were measured. The geometry of conjugated dienes were assigned from the coupling constants of the olefinic protons. Compounds I and II were identified as 13-oxo-trans-9, cis-11- and 9-oxo-cis-10, trans-12-octadecadienoate, respectively. Each of them had a cis double bond adjacent to the oxo group. The hydroperoxides of the same geometry as compounds I and II were also detected in autoxidation products.