Mechanism of heterogeneous catalytic cis-trans isomerization and double-bond migration of octadecenoates

Heertje, I.; Koch, G.; Wösten, W. J.

doi:10.1016/0021-9517(74)90085-2

Cited by 19 publications

(8 citation statements)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Migration of double bond in unsaturated alcohols is a subject of great importance in view of a synthesis of new routes to different carbonyl derivatives [1][2][3][4][5][6][7][8][9]. Moreover, the catalytic isomerization of isoprenol by the shifting of double bond to prenol (1) [7][8][9] is a process applied in the large-scale manufacture of solvents, dyes, surface coatings, paints, pesticides and citral aldehyde [4].…”

Section: Introductionmentioning

confidence: 99%

Liquid phase isomerization of isoprenol into prenol in hydrogen environment

Kogan

Kaliya

Froumin

2006

Applied Catalysis A: General

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

Liquid phase isomerization of isoprenol into prenol in hydrogen environment

Kogan

Kaliya

Froumin

2006

Applied Catalysis A: General

View full text Add to dashboard Cite

“…Common metal catalysts, e.g. nickel and palladium, typically give positional isomerisation, especially conjugation, in addition to geometrical isomerisation [41,42]. Strong alkaline conditions will also lead to conjugation in addition to geometrical isomerisation [43].…”

Section: Discussionmentioning

confidence: 99%

Geometrical isomerisation of double bonds in acid‐catalysed preparation of fatty acid methyl esters

Mjøs¹,

Meier

Grahl‐Nielsen

2006

Euro J Lipid Sci & Tech

View full text Add to dashboard Cite

Geometrical isomerisation of double bonds in acidcatalysed preparation of fatty acid methyl estersAcid-catalysed methylation is frequently applied for the preparation of fatty acid methyl esters used for gas chromatographic analysis of fatty acids. A series of artefacts were observed in hydrochloric acid-catalysed direct methylation of herring (Clupea harengus L.) muscle. The artefacts were identified as trans isomers of eicosapentaenoic and docosahexaenoic acid, and their levels increased with reaction time. The isomers were not found after methylation of a lipid extract of the herring muscle, even after extreme reaction times. In general, the trans isomers are only observed after methylation of certain marine tissues, indicating catalytic activity in these samples. Based on these results, it is recommended that direct methylation procedures are thoroughly validated with each matrix type analysed, and that reaction times should not be longer than necessary to complete the methylation.

show abstract

“…These authors informed that by decreasing the triglyceride mass transport the concentration of polyunsaturated compound is much lower than the corresponding equilibrium values, favoring the direct hydrogenation of the diunsaturated fatty acid to the completely saturated one (''shunt'' reaction) and obtaining a greater amount of saturated compounds than those normally produced. Other authors proposed a similar conclusion since they could not adjust their kinetic model properly without considering a shortcut pathway between diene to saturate fatty acids esters [56,57]. In the selective hydrogenation of polyunsaturated fatty acids, hardly any monounsaturated fatty acid is hydrogenated at the beginning of the reaction.…”

Section: Catalytic Testsmentioning

confidence: 99%