What question did this study set out to answer?

To evaluate the feasibility and regioselectivity of isomerizing hydroformylation in converting fatty acid esters into terminal omega-aldehydes under mild conditions.

April 1, 2005European Journal of Lipid Science and Technology

Isomerizing hydroformylation of fatty acid esters: Formation of ω‐aldehydes

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Authors

ABArno Behr DODietmar Obst AWAlfred Westfechtel

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Overview

Laboratory study demonstrates catalytic synthesis of terminal aldehydes in fatty acid esters, indicating ester group steering promotes competing hydrogenation pathways.

Key Points

To evaluate the feasibility and regioselectivity of isomerizing hydroformylation in converting fatty acid esters into terminal omega-aldehydes under mild conditions.
Conducted catalytic isomerizing hydroformylation on oleic acid ester and linoleic acid ester at 115 °C under 20 bar of synthesis gas.
Tested model unsaturated compounds, ethyl crotonate and ethyl sorbate, to evaluate the chemical influence of the ester functional group on reaction pathways.
Achieved maximum linear aldehyde yields of 26% from oleic acid ester and 34% from linoleic acid ester.
Observed a strong competing hydrogenation side reaction attributable to a steering effect of the ester moiety that suppresses hydroformylation in its proximity.
Demonstrated that reactions using model substrates ethyl crotonate and ethyl sorbate predominantly yield saturated compounds via hydrogenation.

Cite This Study

Behr et al. (2005) studied this question.

synapsesocial.com/papers/6a6f1b8ef44fa9f079dc7fda https://doi.org/10.1002/ejlt.200401123

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April 1, 2005European Journal of Lipid Science and Technology

Isomerizing hydroformylation of fatty acid esters: Formation of ω‐aldehydes

View Full Paper

Ask AI

Bookmark

Authors

ABArno Behr DODietmar Obst AWAlfred Westfechtel

Discussion

Member takes

Overview

Laboratory study demonstrates catalytic synthesis of terminal aldehydes in fatty acid esters, indicating ester group steering promotes competing hydrogenation pathways.

Key Points

To evaluate the feasibility and regioselectivity of isomerizing hydroformylation in converting fatty acid esters into terminal omega-aldehydes under mild conditions.
Conducted catalytic isomerizing hydroformylation on oleic acid ester and linoleic acid ester at 115 °C under 20 bar of synthesis gas.
Tested model unsaturated compounds, ethyl crotonate and ethyl sorbate, to evaluate the chemical influence of the ester functional group on reaction pathways.
Achieved maximum linear aldehyde yields of 26% from oleic acid ester and 34% from linoleic acid ester.
Observed a strong competing hydrogenation side reaction attributable to a steering effect of the ester moiety that suppresses hydroformylation in its proximity.
Demonstrated that reactions using model substrates ethyl crotonate and ethyl sorbate predominantly yield saturated compounds via hydrogenation.

Cite This Study

Behr et al. (2005) studied this question.

synapsesocial.com/papers/6a6f1b8ef44fa9f079dc7fda https://doi.org/10.1002/ejlt.200401123

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