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Alkaline Degradation of Model Compounds Related to Beech Xylan by Jürgen Sartori; Antje Potthast; Thomas Rosenau; Andreas Hofinger; Herbert Sixta; Paul Kosma is a Engineering article available to read on EtoBox.

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## Abstract To address the chemical behavior of beech xylan (__O__-acetyl-4-__O__-methyl-glucuronoxylan) under alkaline conditions, three model compounds, 2-__O__-methylxylobiose (**1**), aldobiouronic acid (4-__O__-methyl-α-D-glucopyranosyluronic acid-(1→2)-xylose, **2**), and aldotriouronic acid (4-__O__methyl-α-D-glucopyranosyluronic acid-(1→2)-β-D-xylopyranosyl-(1→4)-D-xylose, **3**), were subjected to strong alkaline conditions equal to those used for the industrial production of viscose (18% NaOH, 43°C). Kinetics of the degradation of the model compounds were monitored by capillary electrophoresis in combination with pre-column derivatization. It was demonstrated that substitution at O-2 of the reducing xylose unit strongly retarded the alkaline degradation reactions (**1** and **2**). By isotopic labeling experiments and isolation of degradation products it was shown that under the pertinent conditions deprotonation at C-2 occurs, followed by epimerization to the respective __lyxo__ derivative. Aldotriouronic acid **3** was degraded to **2** as an intermediate according to classical peeling pathways. Genuine degradation reactions and epimerization processes were distinguishe

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Author
Jürgen Sartori; Antje Potthast; Thomas Rosenau; Andreas Hofinger; Herbert Sixta; Paul Kosma
Publisher
Walter de Gruyter GmbH
Published
2004
Language
EN
Field
Engineering (Physical Sciences)

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