Sn-Beta catalysed conversion of hemicellulosic sugars

Publication: Research - peer-reviewJournal article – Annual report year: 2012

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Conversions of various pentoses and hexoses into methyl lactate has been demonstrated for the Sn-Beta
catalyst. It is found that pentoses are converted to methyl lactate in slightly lower yields (∼40%) than
what is obtained for hexoses (∼50%), but higher yields of glycolaldehyde dimethyl acetal are observed
for the pentoses. This finding is in accordance to a reaction pathway that involves the retro aldol
condensation of the sugars to form a triose and glycolaldehyde for the pentoses, and two trioses for
hexoses. When reacting glycolaldehyde (formally a C2-sugar) in the presence of Sn-Beta, aldol
condensation occurs, leading to the formation of methyl lactate, methyl vinylglycolate and methyl
2-hydroxy-4-methoxybutanoate. In contrast, when converting the sugars in water at low temperatures
(100 °C), Sn-Beta catalyses the isomerisation of sugars (ketose–aldose epimers), rather than the formation
of lactates.
Original languageEnglish
JournalGreen Chemistry
Publication date2012
Volume14
Pages702-706
ISSN1463-9262
DOIs
StatePublished

Bibliographical note

Electronic supplementary information (ESI) available: Detailed HPLC
analysis procedure, sugar isomerization distributions, carbon balances,
NMR spectra and MS fragmentation patterns of key components. See
DOI: 10.1039/c2gc16202d

CitationsWeb of Science® Times Cited: 7

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