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林产化学与工业 ›› 2008, Vol. 28 ›› Issue (3): 50-54.

• 论文 • 上一篇    下一篇

葡萄糖在甲酸体系中的降解研究

孙勇, 林鹿, 邓海波, 彭红, 李嘉喆   

  1. 华南理工大学, 制浆造纸国家重点实验室, 广东, 广州, 510641
  • 收稿日期:2007-05-28 修回日期:1900-01-01 出版日期:2008-06-30 发布日期:2008-06-30

Study on Degradation of Glucose in Formic Acid Solution

SUN Yong, LIN Lu, DENG Hai-Bo, PENG Hong, LI Jia-zhe   

  1. State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510641, China
  • Received:2007-05-28 Revised:1900-01-01 Online:2008-06-30 Published:2008-06-30

摘要: 考察了55、65和75℃、反应时间0~2h条件下葡萄糖在甲酸体系中的降解情况,在甲酸中仅少量降解,在盐酸、甲酸溶液中降解较为剧烈.通过GC-MS分析75℃、反应时间4 h,葡萄糖在含不同盐酸质量分数的甲酸体系中的降解产物,结果表明,在88%甲酸溶液中的主要降解产物是1,3-二羟基-2-丙酮和羟基乙醛,其降解途径是C-4位上的羟基质子化形成碳正离子的重排反应.在4%、8%盐酸、甲酸溶液中的主要降解产物是5-羟甲基糠醛,其降解途径是C-2位上的羟基质子化形成碳正离子的重排反应.

关键词: 葡萄糖, 甲酸, 降解, 机制

Abstract: The degradation of β-D-glucose in formic acid solution has been studied. The effects of temperature (55-75℃) and retention time (0-2h) have been investigated. It has been revealed that β-D-glucose is only marginally degraded in formic acid, but severely degraded in formic acid with hydrochloric acid. The degradation products of β-D-glucose at 75℃ for 4h have been analyzed by GC-MS. The main degradation products are 1,3-dihydroxyl-2-acetone and hydroxyl acetaldehyde in 88% formic acid, however 5-methoxyl furfural in formic acid with hydrochloric acid. The route of degradation is the protonation and cleavage of the hydroxyl group on the C-4 in formic acid, while on the C-2 in formic acid with hydrochloric acid, where the protonation of hydroxyl group results in the rearrangement of carbon cation before completing the dehydration reaction. Experimental observations supported these two degradation pathways.

Key words: β-D-glucose, formic acid, degradation, mechanism

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