Collect. Czech. Chem. Commun. 1992, 57, 2593-2604

Hydrogenation of Fatty Acid Esters. III. Hydrogenation of Methyl (9Z,12Z)-Octadecadienoate and Methyl (9Z,12Z,15Z)-Octadecatrienoate

Jana Krupičková, Jaroslav Včelák and Jiří Hetflejš

Institute of Chemical Process Fundamentals, Czechoslovak Academy of Sciences. 165 02 Prague 6-Suchdol


The title hydrogenation catalyzed by nickel(II) 2,4-pentanedionate-triethylaluminium system has been studied with the use of combination of initial rate measurements with time changes of product distribution. It was found that the hydrogenation of methyl (9Z,12Z)-octadecadienoate is first order in the octadecadienoate. Similar results were obtained also for (9Z,12Z,15Z)-octadecatrienoate. The course of both reactions has been described by models involving set of parallel and consecutive hydrogenation steps and reversible isomerizations. Computed rate constants for hydrogenation of methyl (9Z,12Z)-octadecadienoate support qualitative conclusions deduced from the product analysis.