13,14,27,28-tetraoxadispiro[11.2.11.2]octacosane | 16623-94-2

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: 13,14,27,28-tetraoxadispiro[11.2.11.2]octacosane
• 英文别名: 13,14,27,28-Tetraoxadispiro[11.2.11~15~.2~12~]octacosane；13,14,27,28-tetraoxadispiro[11.2.1115.212]octacosane
• CAS: 16623-94-2
• 化学式: C₂₄H₄₄O₄
• 分子量: 396.611
• InChiKey: TWXMORFHUQIFII-UHFFFAOYSA-N

物化性质

• 熔点：
  176-179 °C (decomp)(Solv: dichloromethane (75-09-2))
• 沸点：
  484.3±25.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环十二酮 在 tetrafluoroboric acid 、 双氧水 、 甲基三氧化铼(VII) 作用下， 以 乙醚 、 水 为溶剂， 反应 1.0h， 以55%的产率得到13,14,27,28-tetraoxadispiro[11.2.11.2]octacosane
  参考文献：
  名称：

  Synthesis and antimalarial activities of novel 3,3,6,6-tetraalkyl-1,2,4,5-tetraoxanes

  摘要：

  The oxidative system H2O2/fluorinated alcohol (TFE, HF1P) was used for direct acid- and MeRCO3-catalyzed synthesis of 1,2,4,5-tetraoxanes from cyclic (C6, C7, and C12) and acyclic ketones. The influence of ring size and alkyl chain length were studied and antimalarial activities of synthetic 3,3,6,6-tetraalkyl-1,2,4,5-tetraoxanes were determined. Variations in their antimalarial activities were significant, although they share similar electrochemical properties of the peroxide bond. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.07.069

文献信息

• New Preparation of 1,2,4,5-Tetraoxanes
  作者：Yu. N. Ogibin、A. O. Terent’ev、A. V. Kutkin、Z. A. Starikova、M. Yu. Antipin、G. I. Nikishin

  DOI：10.1055/s-2004-831171

  日期：——

  A convenient procedure was developed for the synthesis of 1,2,4,5-tetraoxanes based on the reaction of gem-bishydroper­oxycycloalkanes with ketals and acetals catalyzed by boron trifluoride etherate, which makes it possible to prepare the target products in yields from 13 to 93%.

  在三氟化硼醚化物的催化下，基于双氢过氧环烷与酮和乙醛的反应，开发出了一种合成 1,2,4,5-四氧杂环烷的简便程序，从而使目标产物的制备率达到 13% 至 93%。
• Synthesis and antimalarial activities of novel 3,3,6,6-tetraalkyl-1,2,4,5-tetraoxanes
  作者：Katja Žmitek、Stojan Stavber、Marko Zupan、Daniele Bonnet-Delpon、Sebastien Charneau、Phillipe Grellier、Jernej Iskra

  DOI：10.1016/j.bmc.2006.07.069

  日期：2006.12

  The oxidative system H2O2/fluorinated alcohol (TFE, HF1P) was used for direct acid- and MeRCO3-catalyzed synthesis of 1,2,4,5-tetraoxanes from cyclic (C6, C7, and C12) and acyclic ketones. The influence of ring size and alkyl chain length were studied and antimalarial activities of synthetic 3,3,6,6-tetraalkyl-1,2,4,5-tetraoxanes were determined. Variations in their antimalarial activities were significant, although they share similar electrochemical properties of the peroxide bond. (c) 2006 Elsevier Ltd. All rights reserved.