Pulping Catalysts from Lignin (5). Nitrogen Dioxide Oxidation of Lignin Models to Benzoquinones

    Research output: Contribution to journalArticle

    Abstract

    Several syringyl lignin models have been oxidized to 2,6-dimethoxy-p-benzoquinone (DMBQ) in high yeilds with nitrogen dioxide (NO2) in methanol solvent. The yields of DMBQ were high for syringyl alcohol, syringaldehyde, and disyringyl methane and moderate for several other phenolic syringyl models. Benzoquinones were not formed from non phenolic substrates. The yields were slightly improved bythe presence of N-hydroxysuccinimide. Guaiacyl lignin model compounds gave low benzoquinone yields; the major products were C-5 nitro substituted compounds. A radical mechanism is proposed to explain the observed results.
    Original languageAmerican English
    Pages (from-to)169-189
    Number of pages21
    JournalJournal of Wood Chemistry and Technology
    Volume16
    Issue number2
    DOIs
    StatePublished - 1996

    NREL Publication Number

    • NREL/JA-21742

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