Hydrogenation of 2-Methylcyclopentanone (cas 1120-72-5) on metal catalysts

Add time:09/10/2019    Source:sciencedirect.com

The gas-phase hydrogenation and deuteration of 2-Methylcyclopentanone (cas 1120-72-5) and 2-methylcyclohexanone into the corresponding cis- and trans-2-methylcyclanols, are investigated on various metal catalysts, using a microreactor pulse technique.In the range of temperatures considered (80 ° to 160 °C), a fast cis-trans isomerization of the cyclanols is found to occur, and this isomerization does not proceed via a dehydrogenation into ketone.The amounts of cis and trans alcohols formed initially by hydrogenation of the ketone are nearly independent of the catalyst and the temperature. A high cis selectivity appears only on a poisoned catalyst, or when the reacting ketone has not been drastically purified.The deuterium distributions of both the cis and the trans alcohol obtained by deuteration are very similar.The results here obtained cannot be accounted for by a cis addition of hydrogen on diadsorbed ketonic species. Other mechanistic possibilities are discussed, the most likely involving addition or removal of hydrogen from both sides of the adsorbed molecules.

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