4-(furan-2-yl)-5-(furan-2-ylmethyl)hept-3-ene-2,6-dione | 1572334-14-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(furan-2-yl)-5-(furan-2-ylmethyl)hept-3-ene-2,6-dione
• CAS: 1572334-14-5
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: JOJOUXBVUJRKDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.42
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-(2-呋喃基)-3-丁烯-2-酮 在 iron benzene-1,3,5-tricarboxylate 作用下， 生成 4-(furan-2-yl)-5-(furan-2-ylmethyl)hept-3-ene-2,6-dione
  参考文献：
  名称：

  Toward understanding of the role of Lewis acidity in aldol condensation of acetone and furfural using MOF and zeolite catalysts

  摘要：

  The aldol condensation of furfural and acetone allow producing higher value products from simple organic compounds resulting from biomass processing. In this paper, a number of metal organic framework (MOF) materials possessing Lewis acidity were investigated as catalysts in this reaction. Experiments were carried out under batch reaction conditions in Parr stirred autoclave at 100 degrees C during 0-4 h. The catalytic results indicated that the aldol condensation over MOFs took place with the participation of acidic rather than basic centers. The catalytic performance of these materials exhibited could not be explained by their reported Lewis acidity. Experiments with heat-activated and re-hydrated samples showed that Bronsted acid sites could also be present in MOFs as a consequence of interaction of metal cation with surrounding water molecules. As a consequence, the catalysts having such generated Bronsted acidity exhibited enhanced activity in the reaction. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cattod.2014.08.016

文献信息

• Peculiar behavior of MWW materials in aldol condensation of furfural and acetone
  作者：Oleg Kikhtyanin、Pavla Chlubná、Tereza Jindrová、David Kubička

  DOI：10.1039/c4dt00184b

  日期：——

  MWW family of different structural types (MCM-22, MCM-49, MCM-56 and MCM-36) was used as catalysts for aldol condensation of furfural and acetone studied in a batch reactor at 100 °C, autogenous pressure and a reaction time of 0–4 h. To establish a relation between physico-chemical and catalytic properties of microporous materials, the samples were characterized by XRD, SEM, N2 adsorption, FTIR and TGA. It was found that the acidic solids possessed appreciable activity in the reaction and resulted in the formation of products of aldehyde–ketone interaction. Surprisingly, MCM-22 and MCM-49, i.e. three-dimensional materials containing internal supercages, exhibited higher activity than two MCM-36 catalysts with two-dimensional character having larger accessible external surface area due to expansion of the interlayer space by swelling and pillaring treatments. Moreover, all MWW family catalysts gave higher conversion than the large-pore zeolite BEA. Nevertheless, furfural conversion decreased rapidly for all the studied materials due to coke formation. Unexpectedly, the deactivation was found to be more severe for MCM-36 catalysts than for MCM-22 and MCM-49, which was attributed to the reaction taking place also in supercages that are protected by 10-ring channels from severe coking. In contrast the cups located on the external surface were coked rapidly.

  不同结构类型的 MWW 系列（MCM-22、MCM-49、MCM-56 和 MCM-36）被用作糠醛和丙酮羟醛缩合的催化剂，在间歇式反应器中在 100 °C、自生压力和反应时间下进行研究0-4小时。为了建立微孔材料的物理化学和催化性能之间的关系，通过 XRD、SEM、N2 吸附、FTIR 和 TGA 对样品进行了表征。研究发现，酸性固体在反应中具有明显的活性，并导致醛酮相互作用产物的形成。令人惊讶的是，MCM-22和MCM-49（即含有内部超笼的三维材料）表现出比两种具有二维特征的MCM-36催化剂更高的活性，由于膨胀和柱化导致层间空间扩张，因此具有更大的可及外表面积治疗。此外，所有 MWW 系列催化剂的转化率均高于大孔沸石 BEA。然而，由于焦炭的形成，所有研究材料的糠醛转化率迅速下降。出乎意料的是，MCM-36 催化剂的失活比 MCM-22 和 MCM-49 更严重，这是因为反应也在受 10 环通道保护的超级笼中发生，以免发生严重结焦。相反，位于外表面的杯子迅速焦化。
• Chemical valorisation of biomass derived furanics and carboxylic acids over niobium-based catalysts
  作者：Margarida M. Antunes、Kai Skrodczky、Pedro S. Cabanelas、Nicola Pinna、Patrícia A. Russo、Anabela A. Valente

  DOI：10.1039/d4gc00207e

  日期：——

  industrial renewable platform chemical, which can be converted to useful furanics such as α-angelica lactone, carboxylic acids such as levulinic acid and valeric acid, or to higher carbon content products via condensation routes for producing drop-in fuel replacements and chemicals with diverse applications. These important conversion processes may be carried out in selective fashions, although they require

  糠醛是一种工业可再生平台化学品，可以转化为有用的呋喃，如 α-当归内酯，羧酸，如乙酰丙酸和戊酸，或通过缩合路线转化为更高碳含量的产品，用于生产直接替代燃料和化学品具有多样化的应用。这些重要的转化过程可以以选择性的方式进行，尽管它们需要足够的催化剂。他们使用多功能、稳定的二氧化硅包裹的氧化铌纳米结构催化剂成功地进行了实验。例如，α-当归内酯以90%的收率整体转化为乙酰丙酸乙酯，乙酰丙酸和戊酸的酯化分别在140℃下定量生成乙酰丙酸乙酯和90%的戊酸乙酯。催化、机械和动力学建模研究揭示了材料特性对催化性能的影响。这些催化剂的性能优于纯Nb 2 O 5以及由嵌入介孔硅质基质中的Nb 2 O 5纳米颗粒组成的水热合成复合材料。