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Official Journal of the Japan Wood Research Society

Effects of side-chain hydroxyl groups on pyrolytic β-ether cleavage of phenolic lignin model dimer


Effects of side chain hydroxyl groups on pyrolytic β-ether cleavage of phenolic model dimers were studied with various deoxygenated dimers under pyrolysis conditions of N2/400°C/1 min. Although phenolic dimer with hydroxyl groups at the C α and C γ positions was much more reactive than the corresponding nonphenolic type, deoxygenation at the C γ -position substantially reduced the reactivity up to the level of the nonphenolic type. These results are discussed with the cleavage mechanism via quinone methide intermediate formation, which is activated through intramolecular hydrogen bonds between C α and C γ hydroxyl groups.


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Kawamoto, H., Horigoshi, S. & Saka, S. Effects of side-chain hydroxyl groups on pyrolytic β-ether cleavage of phenolic lignin model dimer. J Wood Sci 53, 268–271 (2007).

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Key words

  • Lignin pyrolysis
  • Model compound
  • β-Ether cleavage
  • Effect of hydroxyl group