@article{oai:niigata-u.repo.nii.ac.jp:00028279,
 author = {Akazawa, Minami and Kojima, Yasuo and Kato, Yoshiaki},
 issue = {1},
 journal = {新潟大学農学部研究報告, 新潟大学農学部研究報告},
 month = {Sep},
 note = {Benzaldehydes are major products of biomass pyrolysis that undergo further pyrolysis reactions, including elimination of pendant groups on the benzene ring, and condensation to form polycyclic aromatic hydrocarbons. To elucidate these secondary reactions that occur during the pyrolysis of biomass, the analytical pyrolysis of 4-hydroxybenzaldehyde (HBA), vanillin (VL), syringaldehyde (SA) and veratrumaldehyde (VA) was performed via pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS), and the mechanisms for formation of secondary products were evaluated. Four pyrolysis products from SA and eleven pyrolysis products from VA were identified, while only two pyrolysates were detected from HBA and VL. On the basis of these results, several major pyrolysis mechanisms were proposed. The most common pyrolysis reactions involved the homolytic elimination, and addition of ·H, ·OH, ·CHO, and ·OCH_3, while the homolytic elimination of methyl group from methoxy group, and rearrangement of the methoxy group occurred infrequently. Furthermore, benzaldehydes with a phenolic hydroxyl group were stabilized by conjugation of the aromatic ring with the phenolic–OH, and fewer pyrolysis products were produced than were obtained from compounds with non-phenolic benzyl alcohol groups, such as VA., ベンズアルデヒド類はバイオマスの熱分解における主要な反応生成物であり、それらはさらにベンゼン環の置換基の脱離反応や多環芳香族（炭や煤）を形成するような縮合反応へと反応が進行していく。これらの熱分解2次反応を明らかにするために、4-hudroxybenzaldehyde（HBA）, vanillin（VL）, syringaldehyde（SA）, veratrumaldehyde（VA）をモデル化合物として熱分解− GC／MS を行い、2次熱分解反応機構を検討した。HBA やVL からの熱分解生成物は2種しか検出されず、その反応機構が単純であったが、SA からは4種、さらにVA からは11種の熱分解生成物が検出され、2次熱分解反応が多様であることが示された。これらの基本的な熱分解反応はH·、HO·、OHC·、H_3CO· などのホモリテイックなラジカル開裂や付加反応、それにメトキシル基からのメチル基の脱離やメトキシル基の分子内転移によるメチル基の生成を含む。さらにベンジル位のアルデヒド基はフェノール性水酸基と共役して熱分解反応に対して安定化していることが、その熱分解生成物の少なさから推測された。},
 pages = {57--63},
 title = {Reaction mechanisms for pyrolysis of benzaldehydes},
 volume = {67},
 year = {2014}
}