We have recently reported on the electrochemical oxidation of the lignin model compound, 3,5-dimethoxy-4-hydroxy-a-methylbenzyl alcohol (1). The major product from that reaction in damp acetonitrile (AN) was 3,5-dimethoxy-p-benwquinone , and was thought to arise via a mechansim involving fragmentati
The electrochemical oxidation of lignin model compounds I. Oxidation of 3,5-dimethoxy-4-hydroxy-α-methylbenzyl alcohol
✍ Scribed by Cornelius Steelink; Wayne E. Britton
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- French
- Weight
- 165 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
represents an important structural unit in hardwood lignin. Understanding the mechanisms of oxidation of the title compound, as well as other lignin models, may help elucidate wood rotting processes and can provide useful information for controlled degradation of crude lignin to useful products.
Steelink and Young (1) reported the peroxidase catalyzed oxidation of $ with excess Hz02 to afford 3,5-dimethoxy-p-benzoquinone ($1. Monitoring the oxidation with esr spectroscopy revealed the production of phenoxy radical g followed by radical a (See Scheme I). They observed however, that for values of the molar ratio of H202 to & less than unity, the esr spectrum of & was not detected although 2 was still a product of the reaction.
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