2-(5-oxo-2,5-dihydrofuran-3-yl)acetic acid | 42508-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 2-(5-oxo-2,5-dihydrofuran-3-yl)acetic acid
• 英文别名: 3-(5-oxo-2,5-dihydrofuran-3-yl)acetic acid；(5-oxo-2,5-dihydro-furan-3-yl)-acetic acid；4-Carboxymethyl-2,5-dihydrofuran-2-on；2-(5-oxo-2H-furan-3-yl)acetic acid
• CAS: 42508-56-5
• 化学式: C₆H₆O₄
• mdl: MFCD19228949
• 分子量: 142.111
• InChiKey: UJAJSMLCUADXFA-UHFFFAOYSA-N

物化性质

• 沸点：
  412.4±28.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-hydroxy-3-methoxyphenyl)-2-(2,6-dimethoxyphenoxy)-propane-1,3-diol 在 甲基三氧化铼(VII) 双氧水 、 溶剂黄146 作用下， 反应 6.0h， 以16.3%的产率得到香草酸
  参考文献：
  名称：

  Immobilized methyltrioxo rhenium (MTO)/H2O2 systems for the oxidation of lignin and lignin model compounds

  摘要：

  A convenient and efficient application of heterogeneous methylrhenium trioxide (MTO) systems for the selective oxidation of lignin model compounds and lignins is reported. Environmental friendly and low-cost H2O2 was used as the oxygen atom donor. Overall, the data presented and discussed in this paper point toward the conclusion that the immobilized heterogeneous catalytic systems based on H2O2/and MTO catalysts are able to extensively oxidize both phenolic and non-phenolic, monomeric, and dimeric, lignin model compounds. Condensed diphenylmethane models were found also extensively oxidized. Technical lignins, such as hydrolytic sugar cane lignin (SCL) and red spruce kraft lignin (RSL), displayed oxidative activity with immobilized MTO catalytic systems. After oxidation, these lignins displayed the formation of more soluble lignin fragments with a high degree of degradation as indicated by the lower contents of aliphatic and condensed OH groups, and the higher amounts of carboxylic acid moieties. Our data indicate that immobilized MTO catalytic systems are significant potential candidates for the development of alternative totally chlorine-free delignification processes and environmentally sustainable lignin selective modification reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.03.046

文献信息

• Methyltrioxorhenium: a new catalyst for the activation of hydrogen peroxide to the oxidation of lignin and lignin model compounds
  作者：Claudia Crestini、Paola Pro、Veronica Neri、Raffaele Saladino

  DOI：10.1016/j.bmc.2005.01.049

  日期：2005.4

  The oxidative degradation of lignin under totally chlorine free conditions is one of the most relevant targets for the design of environmental friendly pulping and bleaching industrial processes. Methyltrioxorhenium was found a powerful and promising catalyst for the oxidation of both phenolic and non-phenolic lignin model compounds by use of hydrogen peroxide as primary oxidant. Three different technical lignins, hydrolytic sugar cane lignin (SCL), red spruce kraft lignin (RSL) and a hardwood organo-solvent lignin (OSL), that are representative examples of widely diffused para-hydroxyphenyl-guaiacyl, guaiacyl and guaiacyl-syringyl lignins, were also extensively degraded under similar experimental conditions. (c) 2005 Elsevier Ltd. All rights reserved.
• Immobilized methyltrioxo rhenium (MTO)/H2O2 systems for the oxidation of lignin and lignin model compounds
  作者：Claudia Crestini、Maria Chiara Caponi、Dimitris S. Argyropoulos、Raffaele Saladino

  DOI：10.1016/j.bmc.2006.03.046

  日期：2006.8

  A convenient and efficient application of heterogeneous methylrhenium trioxide (MTO) systems for the selective oxidation of lignin model compounds and lignins is reported. Environmental friendly and low-cost H2O2 was used as the oxygen atom donor. Overall, the data presented and discussed in this paper point toward the conclusion that the immobilized heterogeneous catalytic systems based on H2O2/and MTO catalysts are able to extensively oxidize both phenolic and non-phenolic, monomeric, and dimeric, lignin model compounds. Condensed diphenylmethane models were found also extensively oxidized. Technical lignins, such as hydrolytic sugar cane lignin (SCL) and red spruce kraft lignin (RSL), displayed oxidative activity with immobilized MTO catalytic systems. After oxidation, these lignins displayed the formation of more soluble lignin fragments with a high degree of degradation as indicated by the lower contents of aliphatic and condensed OH groups, and the higher amounts of carboxylic acid moieties. Our data indicate that immobilized MTO catalytic systems are significant potential candidates for the development of alternative totally chlorine-free delignification processes and environmentally sustainable lignin selective modification reactions. (c) 2006 Elsevier Ltd. All rights reserved.