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Mechanism of formation of 2-furaldehyde fromd-xylose

Authors
Journal
Carbohydrate Research
0008-6215
Publisher
Elsevier
Publication Date
Volume
217
Identifiers
DOI: 10.1016/0008-6215(91)84118-x

Abstract

Abstract The literature records two alternative hypotheses for the mechanism of dehydration of xylose to 2-furaldehyde (furfural), namely ( 1) a succession of reactions proceeding mainly via open-chain intermediates, and ( 2) an acid-catalyzed sequence proceeding through a 2,5-anhydride intermediate. The existing evidence for hypotheses ( 1) and ( 2) is reviewed and found to favor ( 2). The major products from xylose in water at 250° (with and without acid catalysis) have been investigated on a time-resolved basis. A kinetic model based on the second hypothesis is found to be consistent with the experimental data; whereas kinetic models based on the first hypothesis do not fit the data.

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