2-propyl-[1,3]dioxepane | 38503-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: 2-propyl-[1,3]dioxepane
• 英文别名: 2-Propyl-[1,3]dioxepan；2-Propyl-1,3-dioxepane
• CAS: 38503-12-7
• 化学式: C₈H₁₆O₂
• mdl: MFCD06252284
• 分子量: 144.214
• InChiKey: PAEMRQJTDNAWAS-UHFFFAOYSA-N

物化性质

• 沸点：
  91 °C(Press: 18 Torr)
• 密度：
  0.9287 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-propyl-[1,3]dioxepane 在 二叔丁基过氧化物 作用下， 以 氯苯 为溶剂， 反应 4.0h， 生成 丁酸丁酯
  参考文献：
  名称：

  Zorin, V. V.; Batyrbaev, N. A.; Zlot-skii, S. S., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 347 - 352

  摘要：

  DOI：
• 作为产物：
  描述：

  正丁醛 以68%的产率得到
  参考文献：
  名称：

  KANTLEHNER W.; GUTBROD H.-D., SYNTHESIS, 1979, NO 12, 975-976

  摘要：

  DOI：

文献信息

• Self-assembly synthesis of a high-content sulfonic acid group functionalized ordered mesoporous polymer-based solid as a stable and highly active acid catalyst
  作者：Wei Wang、Xin Zhuang、Qingfei Zhao、Ying Wan

  DOI：10.1039/c2jm32894a

  日期：——

  A stable and highly active ordered mesoporous polymer-based acid catalyst has been prepared via a simple surfactant templating approach and oxidation treatment. The composition and nanostructure are characterized by XRD, NMR, XPS, TEM, nitrogen sorption, elemental and chemical analysis. The sulfonic acid groups have been anchored within the well-arranged channels of the polymer-based matrix. Even with a high –SO3H group loading (up to about 27.4 wt%) on the mesoporous polymer-based material, the ordered mesostructure and high surface area (∼400 m2 g−1) can be retained and the functional moieties are highly chemically accessible. With the large number of acid sites (0.93–2.38 H+ mmol g−1 determined by acid–base titration) and the hydrophobic character, the mesoporous polymer-based solid exhibits unique catalytic performance in acid-catalyzed reactions such as condensation and acetalization, not only high activity (per site yield of bisphenol-A is over 45 in the condensation of phenol and acetone) but also excellent stability. Loss in acidic loading and activity is negligible even after the catalyst is reused 20 times in the acetalization of butanediol and aldehyde. The stability is most likely attributed to the hydrophobic nature of the mesoporous polymer-based solids, which favors the diffusion of water and thereby inhibits the poisoning of acidic sites caused by water generating in the reaction. Moreover, with large mesopores, the diffusion of reactants and products can be promoted and hence the catalytic activity can be further increased.

  一种稳定且高活性的有序介孔聚合物基酸催化剂通过简单的表面活性剂模板法和氧化处理制备而成。通过XRD、NMR、XPS、TEM、氮气吸附、元素和化学分析对其成分和纳米结构进行了表征。磺酸基团已被锚定在聚合物基基体的井然有序的通道内。即使在介孔聚合物基材料上具有高达约27.4 wt%的–SO3H基团负载，有序的介观结构和高比表面积（约400 m²/g）依然能够保持，功能性基团具有较高的化学可接近性。由于大量的酸位（通过酸碱滴定测定为0.93–2.38 H+/mmol g−1）以及疏水性，这种介孔聚合物基固体在酸催化反应中表现出独特的催化性能，如缩合反应和缩醛化反应，不仅活性高（在苯酚与丙酮的缩合反应中，每个活性位点产生的双酚A的产率超过45），而且稳定性也极佳。即使催化剂在丁二醇和醛的缩醛化反应中重复使用20次，酸负载和活性的损失也是微不足道的。这种稳定性很可能归因于介孔聚合物基固体的疏水特性，有助于水的扩散，从而抑制了反应中生成的水对酸位点造成的中毒。此外，由于具有较大的介孔，反应物和产物的扩散得以促进，因此催化活性进一步提高。
• Opening of cyclic acetals by trichloro-, dichloro-, and tribromo-borane
  作者：Trevor G. Bonner、David Lewis、Keith Rutter

  DOI：10.1039/p19810001807

  日期：——

  The rate-determining step in the ring opening of cyclic acetals by trichloroborane to yield α-chloro-ethers is shown to be consistent with the formation of an oxocarbenium ion. Subsequent reduction provides a general route for the conversion of a diol into a hydroxy-ether. Tribromoborane is a more powerful and dichloroborane a less powerful reagent than trichloroborane.

  通过三氯硼烷在环缩醛的开环反应中生成α-氯醚的速率确定步骤表明与氧碳鎓离子的形成是一致的。随后的还原提供了二醇转化为羟基醚的一般途径。与三氯硼烷相比，三溴硼烷是一种更强大的试剂，而二氯硼烷是一种性能较差的试剂。
• Application of Functional Ionic Liquids Possessing Two Adjacent Acid Sites for Acetalization of Aldehydes
  作者：Dongmei Li、Feng Shi、Jiajian Peng、Shu Guo、Youquan Deng

  DOI：10.1021/jo034859l

  日期：2004.5.1

  Several acid functional ionic liquids, in which cations possess two adjacent acid sites, were synthesized and used for the acetalization of aldehydes with good catalytic performance under mild reaction conditions.
• Synthesis of a novel multi-SO3H functionalized ionic liquid and its catalytic activities
  作者：Xudong Sun、Huiquan Xiao、Yijun Du、Jingjing Zhang、Xuezheng Liang、Chenze Qi

  DOI：10.1134/s0023158412020127

  日期：2012.5

  A novel multi-SO3H functionalized ionic liquid is synthesized and a detailed account of its catalytic activities in acetalization and acetylation is given. The results showed that the ionic liquid is very efficient in the conventional acid-catalyzed reactions with good to excellent yields within a short reaction time. Operational simplicity, small amounts required, low cost of the catalyst, high yields, scalability and reusability are the key features of this methodology, which indicates the high potentialities of the novel ionic liquid to be used in environmentally friendly processes.
• Bergmann; Kaluszyner, Recueil des Travaux Chimiques des Pays-Bas, 1959, vol. 78, p. 289,309
  作者：Bergmann、Kaluszyner

  DOI：——

  日期：——