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A selectivity study of reaction of the carbonate radical anion with methyl β-d-cellobioside and methyl β-d-glucoside in oxygenated aqueous solutions

  • Magnus Carlsson , Johan Lind and Gábor Merényi
Published/Copyright: March 7, 2006
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Holzforschung
From the journal Volume 60 Issue 2

Abstract

In the presence of oxygen, radiolytically generated carbonate radical anions, CO3•–, were reacted with methyl β-D-cellobioside and methyl β-D-glucoside. From the ensuing product pattern, it was concluded that CO3•– abstracts hydrogen atoms predominantly from glucosidic C1–H bonds. This high intramolecular selectivity was rationalised mainly in terms of a polar effect on the transition state of the hydrogen abstraction reaction. The present findings are in sharp contrast to the relative inertness of CO3•– towards glucosidic C1–H bonds previously observed in cotton linters. The reasons for this discrepancy are discussed in light of a possible future role of CO3•– as a bleaching agent for pulp.

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Corresponding author. Gábor Merényi, School of Chemistry, The Royal Institute of Technology, Teknikringen 36, SE-100 44 Stockholm, Sweden

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Published Online: 2006-03-07
Published in Print: 2006-03-01

©2006 by Walter de Gruyter Berlin New York

Articles in the same Issue

  1. The influence of lignin chemistry and ultrastructure on the pulping efficiency of clonal aspen (Populus tremuloides Michx.)
  2. Elucidating carboxylic acid profiles for extended oxygen delignification of high-kappa softwood kraft pulps
  3. A selectivity study of reaction of the carbonate radical anion with methyl β-d-cellobioside and methyl β-d-glucoside in oxygenated aqueous solutions
  4. Evidence for the formation of lignin-hexenuronic acid-xylan complexes during modified kraft pulping processes
  5. The effect of molecular composition of xylan extracted from birch on its assembly onto bleached softwood kraft pulp
  6. Critical comparison of methods for surface coverage by extractives and lignin in pulps by X-ray photoelectron spectroscopy (XPS)
  7. Characterisation of lignin-carbohydrate complexes (LCCs) of spruce wood (Picea abies L.) isolated with two methods
  8. Characterization of lignin-carbohydrate complexes from spruce sulfite pulp
  9. Lignin antioxidants for preventing oxidation damage of DNA and for stabilizing polymeric composites
  10. Glycerol-ω-hydroxyacid-ferulic acid oligomers in cork suberin structure
  11. Improvement of formaldehyde-scavenging ability of condensed tannins by ammonia treatment
  12. Yield and composition of lipophylic extracts of yellow birch (Betula alleghaniensis Britton) as a function of wood age and aging under industrial conditions
  13. Transverse anisotropy of compressive failure in European oak – a digital speckle photography study
  14. Temperature-drop sensor for determination of drying curves in conventional lumber drying
  15. Preparation of acetoacetylated wood meal and its properties. Part 1. Preparation of parameter and preliminary evaluation of the antifungal activity
  16. Preparation of acetoacetylated wood meal and its properties. Part 2. Copper ion fixation by acetoacetylation
  17. Treatment of wood with aminofunctional silanes for protection against wood destroying fungi
  18. Detection of fungal decay by high-energy multiple impact (HEMI) testing
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