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Highly selective rearrangement of furfuryl alcohol to cyclopentanone

Paper ID Volume ID Publish Year Pages File Format Full-Text
45067 46395 2014 7 PDF Available
Title
Highly selective rearrangement of furfuryl alcohol to cyclopentanone
Abstract

•Selectivity is strongly influenced by hydrogen pressure.•Reaction proceeds at very low catalyst concentration.•Highly active and selective are nickel catalysts.•Higher than 93 mol% yields of cyclopentanone are achieved.•The solvent is water.

The aqueous phase hydrogenation of furfuryl alcohol to cyclopentanone was carried out on a series of metal supported and bulk catalysts. The effect of catalyst concentration, temperature, hydrogen pressure and reaction time has also been investigated. By changing the partial hydrogen pressure and concentration of metal catalyst it is possible to transform furfuryl alcohol with a very high selectivity either to furfuryl alcohol or cyclopentanone. High hydrogen pressure and catalyst concentration favours the formation of tetrahydrofurfuryl alcohol. At very low concentration of metal catalyst (0.25–1.0 wt%) and 0.8–2.5 MPa of hydrogen pressure, the product is exclusively cyclopentanone formed in yields higher than 95 mol%. Very active and selective are nickel type catalysts. The differences in selectivities of products distribution are explained by the proposed reaction mechanism consisting of two parallel reactions. One reaction is catalyzed preferably by hydrogen ions produced by self-dissociation of water and other by metal catalyst.

Keywords
Furfuryl alcohol; Cyclopentanone; Hydrogenation; Metal catalysts; Aqueous-phase; Cyclopentenone
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis B: Environmental - Volumes 154–155, July–August 2014, Pages 294–300
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
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Full-text PDF Download
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