7-O-Hexadecylcoumarin | 90741-63-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-O-Hexadecylcoumarin
• 英文别名: 7-hexadecoxycoumarin；2H-1-Benzopyran-2-one, 7-(hexadecyloxy)-；7-hexadecoxychromen-2-one
• CAS: 90741-63-2
• 化学式: C₂₅H₃₈O₃
• 分子量: 386.575
• InChiKey: AQNYADDUCWLYFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  61-63 °C
• 沸点：
  514.7±45.0 °C(Predicted)
• 密度：
  0.994±0.06 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：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-O-Hexadecylcoumarin 在 sodium dodecyl-sulfate 作用下， 反应 100.0h， 以10%的产率得到(6aR,6bS,12aR,12bS)-3,9-Bis-hexadecyloxy-6a,6b,12a,12b-tetrahydro-5,11-dioxa-dibenzo[a,b]biphenylene-6,12-dione
  参考文献：
  名称：

  Photochemical reactions in constrained systems: changes in mode of solubilization due to long-chain hydrophobic groups

  摘要：

  DOI：

  10.1021/jo00189a043
• 作为产物：
  描述：

  7-羟基香豆素 、 溴代十六烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.07h， 以87%的产率得到7-O-Hexadecylcoumarin
  参考文献：
  名称：

  Synthesis and properties of coumarin-derived organogelators

  摘要：

  A new family of coumarin derivatives containing amide group with different alkyl chain lengths was synthesized and their properties as organogelators were evaluated. It was found that the organogelation abilities were not obviously affected by the alkyl spacer length of amide group. Helical morphologies formed either in nonpolar or high polar solvents by most of the gelators. Occurrence of reversible and stereoselective photodimerization of the gel formed by 4-(7'-coumarinoxy)-N-octadecylbutanamide (3a) in cyclohexane was confirmed by H-1 NMR, UV absorption, and fluorescence spectra. The photoreaction of the gel proceeded without any dissolution, but the drastic microscopic changes of gel morphologies accompanied with the irradiation were identified using SEM and AFM investigations. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.003

文献信息

• Synthesis and properties of coumarin-derived organogelators
  作者：Haitao Yu、Hideaki Mizufune、Koichi Uenaka、Tatsuya Moritoki、Hideko Koshima

  DOI：10.1016/j.tet.2005.07.003

  日期：2005.9

  A new family of coumarin derivatives containing amide group with different alkyl chain lengths was synthesized and their properties as organogelators were evaluated. It was found that the organogelation abilities were not obviously affected by the alkyl spacer length of amide group. Helical morphologies formed either in nonpolar or high polar solvents by most of the gelators. Occurrence of reversible and stereoselective photodimerization of the gel formed by 4-(7'-coumarinoxy)-N-octadecylbutanamide (3a) in cyclohexane was confirmed by H-1 NMR, UV absorption, and fluorescence spectra. The photoreaction of the gel proceeded without any dissolution, but the drastic microscopic changes of gel morphologies accompanied with the irradiation were identified using SEM and AFM investigations. (c) 2005 Elsevier Ltd. All rights reserved.
• Photochemical reactions in constrained systems: changes in mode of solubilization due to long-chain hydrophobic groups
  作者：N. Ramnath、V. Ramamurthy

  DOI：10.1021/jo00189a043

  日期：1984.7