Reactions of the β-Aryl Ether Lignin Model 1-(4-Hydroxy-3-Methoxyphenyl)-2-(2-Methoxyphenoxy)-1-Propanol on Heating in Aqueous Solution
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S. Li
Summary
The reactions of the β-aryl ether lignin model 1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1-propanol on heating in aqueous solution have been studied. Guaiacol, isoeugenol, vanillin, 1-(4-hydroxy-3-methoxyphenyl)-1-ethanol, 1,2-bis(4-hydroxy-3-methoxyphenyl)-1-propanol, 2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-2,3-dihydrobenzo[b]furan, dehydrodiisoeugenol and trans-1,2-dihydrodehydroguaiaretic acid were detected in the reaction mixtures. The formation of the products can be envisioned to proceed via homolysis of an intermediate quinone methide. When 2,6-dimethoxyphenol was present in the reaction mixtures large amounts of 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(4-hydroxy-3-methoxyphenyl)-1-propanol were formed and the yields of guaiacol and isoeugenol were comparatively high. The reaction product pattern can be explained by the occurrence of radical-exchange reactions. The presence of wood meal in the reaction mixtures resulted in an increase in the yield of isoeugenol and a lowering of the yield of dehydrodiisoeugenol. The changes in yields in this case can also be explained by radical-exchange reactions. The significance of homolytic cleavage of β-aryl ether linkages in connection with the technical processing of wood is discussed.
Copyright © 2001 by Walter de Gruyter GmbH & Co. KG
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- The Effects of Specific Volatile Organic Compounds Produced by Trichoderma Spp. on the Growth of Wood Decay Basidiomycetes
- Biological Control of Blue Stain in Pulpwood: Mechanisms of Control used by Phlebiopsis gigantea
- Cell-Wall-Associated Peroxidases from the Lignifying Xylem of Angiosperms and Gymnosperms: Monolignol Oxidation
- Laboratory Evaluation of Natural Decay Resistance and Efficacy of CCA-Treated Rubberwood (Hevea brasiliensis Muell. Arg.)
- Inhibition of the Photodiscoloration of Wood by Butyrylation
- Lipophilic Extractives from Eucalyptus globulus Pulp during Kraft Cooking Followed by TCF and ECF Bleaching
- Determination of Monosaccharide Composition of Eucalyptus globulus Wood by FTIR Spectroscopy
- Acetyl Group Distribution in Acetylated Wood Investigated by Microautoradiography
- Solid State NMR Analysis of β-13C-Enriched Lignocellulosic Material During Light-Induced Yellowing
- N-Hydroxy Compounds as New Internal Standards for the 31P-NMR Determination of Lignin Hydroxy Functional Groups
- 19F NMR Spectroscopy for the Quantitative Analysis of Carbonyl Groups in Lignins
- Reactions of the β-Aryl Ether Lignin Model 1-(4-Hydroxy-3-Methoxyphenyl)-2-(2-Methoxyphenoxy)-1-Propanol on Heating in Aqueous Solution
- Structural Analysis of Residual and Technical Lignins by 1H-13C Correlation 2D NMR-Spectroscopy
- Experimental Determination of Stiffness Variation Across Growth Rings in Picea abies
- Determination of the Material Property Variations Across the Growth Ring of Softwood for Use in a Heterogeneous Drying Model Part 1. Capillary Pressure,Tracheid Model and Absolute Permeability
- Surface Area Determinations in Woodpulps by Humidity Adsorption
- A Simple Testing Method for the Measurement of the Water Vapour Transmission of Coated Wood Longitudinal and Tangential to Grain Direction
- Literature Reports
Articles in the same Issue
- Characterisation of Fungal Degraded Birch Wood by FTIR and Py-GC
- The Effects of Specific Volatile Organic Compounds Produced by Trichoderma Spp. on the Growth of Wood Decay Basidiomycetes
- Biological Control of Blue Stain in Pulpwood: Mechanisms of Control used by Phlebiopsis gigantea
- Cell-Wall-Associated Peroxidases from the Lignifying Xylem of Angiosperms and Gymnosperms: Monolignol Oxidation
- Laboratory Evaluation of Natural Decay Resistance and Efficacy of CCA-Treated Rubberwood (Hevea brasiliensis Muell. Arg.)
- Inhibition of the Photodiscoloration of Wood by Butyrylation
- Lipophilic Extractives from Eucalyptus globulus Pulp during Kraft Cooking Followed by TCF and ECF Bleaching
- Determination of Monosaccharide Composition of Eucalyptus globulus Wood by FTIR Spectroscopy
- Acetyl Group Distribution in Acetylated Wood Investigated by Microautoradiography
- Solid State NMR Analysis of β-13C-Enriched Lignocellulosic Material During Light-Induced Yellowing
- N-Hydroxy Compounds as New Internal Standards for the 31P-NMR Determination of Lignin Hydroxy Functional Groups
- 19F NMR Spectroscopy for the Quantitative Analysis of Carbonyl Groups in Lignins
- Reactions of the β-Aryl Ether Lignin Model 1-(4-Hydroxy-3-Methoxyphenyl)-2-(2-Methoxyphenoxy)-1-Propanol on Heating in Aqueous Solution
- Structural Analysis of Residual and Technical Lignins by 1H-13C Correlation 2D NMR-Spectroscopy
- Experimental Determination of Stiffness Variation Across Growth Rings in Picea abies
- Determination of the Material Property Variations Across the Growth Ring of Softwood for Use in a Heterogeneous Drying Model Part 1. Capillary Pressure,Tracheid Model and Absolute Permeability
- Surface Area Determinations in Woodpulps by Humidity Adsorption
- A Simple Testing Method for the Measurement of the Water Vapour Transmission of Coated Wood Longitudinal and Tangential to Grain Direction
- Literature Reports
