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New Method to Follow the Dimerisation Reaction Occuring during Oxidation of 4-Ethylguaiacol

  • V. Sippola , T.-R. Viljava , K. Vilonen and O. Krause
Published/Copyright: June 1, 2005
Holzforschung
From the journal Volume 56 Issue 6

Summary

4-Ethylguaiacol is a phenolic model compound used to study the oxidation of lignin. A new method was developed to determine 4,4′-diethyl-6,6′-biguaiacol, an unwanted side-product, in the oxidation of 4-ethylguaiacol. The sample is extracted with ethyl acetate to separate 4,4′-diethyl-6,6′-biguaiacol from the water-soluble oxidation catalyst. No other treatment is required before analysis with a standard UV-Vis spectrophotometer. The spectrophotometer is calibrated to measure concentrations of 4,4′-diethyl-6,6′-biguaiacol up to 0.3 mM. With the new method, the concentrations of 4,4′-diethyl-6,6′-biguaiacol can be reliably determined over a wide alkaline pH range. The performance of the method was demonstrated in experiments investigating the formation of 4,4′-diethyl-6,6′-biguaiacol in the autoxidation and cobalt-sulphosalen catalysed oxidation of 4-ethylguaiacol. In the conditions of the studies (1 bar oxygen pressure and 50°C), a low (0.01 mM) concentration of Co-sulphosalen clearly increased the total conversion of 4-ethylguaiacol. However, relative to autoxidation, the conversions achieved in the presence of the catalyst were just as sensitive to pH, and the yields of the undesired dimeric product, 4,4′-diethyl-6,6′-biguaiacol, were higher.

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Published Online: 2005-06-01
Published in Print: 2002-11-05

Copyright © 2002 by Walter de Gruyter GmbH & Co. KG

Articles in the same Issue

  1. Subject Index
  2. Author Index
  3. Contents
  4. Species Index
  5. Molecular Identity of Species and Isolates of the Coniphora Cellar Fungi
  6. Seasonal Variation of Oleoresin Terpenoids from Pinus halepensis and Pinus pinea and Host Selection of the Scale Insect Marchalina hellenica (Homoptera, Coccoidea, Margarodidae, Coelostonidiinae)
  7. Modification of Spruce Lignans with Trametes hirsuta Laccase
  8. Formation of 13C-Enriched Cell-Wall DHP Using Isolated Soft Xylem from Picea abies
  9. Alkaline Hydrolysis of Nonphenolic β-0-4 Lignin Models: Substituent Effect of the A-Ring on the Rate
  10. Photosensitized Delignification of Residual Lignin and Chemical Pulp from Eucalyptus grandis Wood
  11. New Method to Follow the Dimerisation Reaction Occuring during Oxidation of 4-Ethylguaiacol
  12. Methylation Analysis as a Tool for Structural Analysis of Wood Polysaccharides
  13. Surface Chemistry of Eucalyptus Wood Pulp Fibres: Effects of Chemical Pulping
  14. Delignification Mechanism during High-Boiling Solvent Pulping. Part 2. Homolysis of Guaiacylglycerol-β-Guaiacyl Ether
  15. The Further Chemistry of Ellagic Acid III: The Effect of Wick Action upon Moisture Uptake and Movement in Ellagate Treated Pinus radiata Wood
  16. Influence of Heat and Loading Time on the Mechanical Properties of Calamus merrillii Becc.
  17. Magnetic Resonance Studies of Thermally Modified Wood
  18. Dielectric Relaxation Based on Adsorbed Water in Wood Cell Wall under Non-Equilibrium State. Part 3. Desorption
  19. Influence of Coating Additives on Water Vapour Absorption and Desorption in Norway Spruce
  20. In situ Longitudinal Tensile Tests of Pine Wood in an Environmental Scanning Electron Microscope
  21. Literature Reports
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