11-[3-(10-Carboxy-decyloxy)-phenoxy]-undecanoic acid | 214751-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 11-[3-(10-Carboxy-decyloxy)-phenoxy]-undecanoic acid
• 英文别名: 11-[3-(10-Carboxydecoxy)phenoxy]undecanoic acid
• CAS: 214751-18-5
• 化学式: C₂₈H₄₆O₆
• 分子量: 478.67
• InChiKey: OAYUSRIVYBWSMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  34
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  十六烷基三甲基氢氧化铵 、 11-[3-(10-Carboxy-decyloxy)-phenoxy]-undecanoic acid 以 甲醇 为溶剂， 反应 24.0h， 生成 bis(hexadecyltrimethylammonium)phenyl-1,3-di(oxyundecanoate)
  参考文献：
  名称：

  Modulation of vesicular properties by variation of shapes of bolaform counter ions in hybrid-ion paried surfactants

  摘要：

  合成了四种新的囊泡形成亲波拉/两亲离子对；这种混合系统中的亲水性形状强烈控制其囊泡特性。

  DOI：

  10.1039/cc9960001283
• 作为产物：
  描述：

  11-溴代十一烷酸乙酯 在 氢氧化钾 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 30.0h， 生成 11-[3-(10-Carboxy-decyloxy)-phenoxy]-undecanoic acid
  参考文献：
  名称：

  Modulation of vesicular properties by variation of shapes of bolaform counter ions in hybrid-ion paried surfactants

  摘要：

  合成了四种新的囊泡形成亲波拉/两亲离子对；这种混合系统中的亲水性形状强烈控制其囊泡特性。

  DOI：

  10.1039/cc9960001283

文献信息

• Synthesis and Vesicle Formation from Hybrid Bolaphile/Amphiphile Ion-Pairs. Evidence of Membrane Property Modulation by Molecular Design
  作者：Santanu Bhattacharya、Soma De、M. Subramanian

  DOI：10.1021/jo980315l

  日期：1998.10.1

  Four new hybrid (bolaphile/amphiphile) ion-pairs were synthesized. Electron microscopy indicated that each of these forms bilayer membranes upon dispersion in aqueous media. Membrane properties have also been examined by differential scanning calorimetry, microcalorimetry, temperature-dependent fluorescence anisotropy measurements, and UV-vis spectroscopy. The T-m values for the vesicular 1, 2, 3, 4, and 5 were 38, 12, 85, 31.3, and 41.6 degrees C, respectively. Interestingly the T-m values for 1 and 3 were found to depend on their concentration. The entrapment of small solute and the release capability have also been examined to demonstrate that these bilayers form enclosed vesicles. X-ray diffraction of the cast films has been performed to understand the nature and the thickness of these membrane organizations. The membrane widths ranged from 33 to 47 Angstrom. Finally, the above observations have been analyzed in light of the results obtained from molecular modeling studies. Thus we have demonstrated that membrane properties can be modulated by simple structural changes at the amphiphile level. It was shown that by judicious incorporation of central, isomeric, disubstituted aromatic units as structural anchors into different bolaphiles, one can modulate the properties of the resulting vesicles.