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葡萄糖在甲酸体系中的降解研究

Study on Degradation of Glucose in Formic Acid Solution

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【作者】 孙勇林鹿邓海波彭红李嘉喆

【Author】 SUN Yong,LIN Lu,DENG Hai-Bo,PENG Hong,LI Jia-zhe(State Key Laboratory of Pulp and Paper Engineering,South China University of Technology,Guangzhou 510641,China)

【机构】 华南理工大学制浆造纸国家重点实验室华南理工大学制浆造纸国家重点实验室 广东广州510641广东广州510641

【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4h,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。

【Abstract】 The degradation of β-D-glucose in formic acid solution has been studied.The effects of temperature(55-75 ℃)and retention time(0-2 h)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.

【关键词】 葡萄糖甲酸降解机制
【Key words】 β-D-glucoseformic aciddegradationmechanism
【基金】 国家自然科学基金(U0733001;50776035);教育部重大项目培育资金(705048);博士点基金(20070561038);长江学者和创新团队计划(IRT0552);“863”计划(2007AA05Z408)
  • 【文献出处】 林产化学与工业 ,Chemistry and Industry of Forest Products , 编辑部邮箱 ,2008年03期
  • 【分类号】O621.2
  • 【被引频次】13
  • 【下载频次】290
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