[4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-4-methylsulfanyl-benzene | 471866-62-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: [4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-4-methylsulfanyl-benzene
• 英文别名: 1-[(2-Methylpropan-2-yl)oxy]-4-[4-(4-methylsulfanylphenyl)sulfanylphenyl]sulfanylbenzene；1-[(2-methylpropan-2-yl)oxy]-4-[4-(4-methylsulfanylphenyl)sulfanylphenyl]sulfanylbenzene
• CAS: 471866-62-3
• 化学式: C₂₃H₂₄OS₃
• 分子量: 412.641
• InChiKey: JHXWJJWXMWYSNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-4-methylsulfanyl-benzene 在 2-甲基-2-丙硫醇钠盐 、 t-butyl mercaptide anion 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以89%的产率得到4-[4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-benzenethiol
  参考文献：
  名称：

  Synthesis and Properties of Water-Soluble Asterisk Molecules

  摘要：

  An asterisk is comprised of six semirigid arms projecting from a benzene nucleus. In the case at hand, asterisks were synthesized with one, two, or three aromatic rings (connected by sulfur atoms) in each of the six arms. A phosphomonoester at the termini of each arm solubilized the asterisks in water. The colloidal properties of these amphiphilic molecules were investigated by UV-vis and fluorescence spectroscopy, calorimetry, light scattering, surface tensiometry, and pulse-gradient spin-echo NMR. Solubility, solubilization, metal binding, and micelle "seeding" experiments were also carried out. Chain-conformation and supramolecular assembly into remarkable molecular "scrolls" were investigated by X-ray analysis and electron microscopy, respectively. One of the more interesting properties of the asterisks is that they remain monomeric in water despite having as many as 19 hydrophobic aromatic rings exposed to the water. The reasons for this behavior, and the possibility of exploiting it for constructing enzyme models free from aggregation equilibria, are discussed.

  DOI：

  10.1021/ja0206238
• 作为产物：
  描述：

  4-溴茴香硫醚 在 喹啉 、 四(三苯基膦)钯 、 溴 、 溶剂黄146 、 sodium t-butanolate 作用下， 以 乙醇 为溶剂， 反应 81.0h， 生成 [4-(4-tert-butoxy-phenylsulfanyl)-phenylsulfanyl]-4-methylsulfanyl-benzene
  参考文献：
  名称：

  Synthesis and Properties of Water-Soluble Asterisk Molecules

  摘要：

  An asterisk is comprised of six semirigid arms projecting from a benzene nucleus. In the case at hand, asterisks were synthesized with one, two, or three aromatic rings (connected by sulfur atoms) in each of the six arms. A phosphomonoester at the termini of each arm solubilized the asterisks in water. The colloidal properties of these amphiphilic molecules were investigated by UV-vis and fluorescence spectroscopy, calorimetry, light scattering, surface tensiometry, and pulse-gradient spin-echo NMR. Solubility, solubilization, metal binding, and micelle "seeding" experiments were also carried out. Chain-conformation and supramolecular assembly into remarkable molecular "scrolls" were investigated by X-ray analysis and electron microscopy, respectively. One of the more interesting properties of the asterisks is that they remain monomeric in water despite having as many as 19 hydrophobic aromatic rings exposed to the water. The reasons for this behavior, and the possibility of exploiting it for constructing enzyme models free from aggregation equilibria, are discussed.

  DOI：

  10.1021/ja0206238

文献信息

• Synthesis and Properties of Water-Soluble Asterisk Molecules
  作者：Fredric M. Menger、Vladimir A. Azov

  DOI：10.1021/ja0206238

  日期：2002.9.1

  An asterisk is comprised of six semirigid arms projecting from a benzene nucleus. In the case at hand, asterisks were synthesized with one, two, or three aromatic rings (connected by sulfur atoms) in each of the six arms. A phosphomonoester at the termini of each arm solubilized the asterisks in water. The colloidal properties of these amphiphilic molecules were investigated by UV-vis and fluorescence spectroscopy, calorimetry, light scattering, surface tensiometry, and pulse-gradient spin-echo NMR. Solubility, solubilization, metal binding, and micelle "seeding" experiments were also carried out. Chain-conformation and supramolecular assembly into remarkable molecular "scrolls" were investigated by X-ray analysis and electron microscopy, respectively. One of the more interesting properties of the asterisks is that they remain monomeric in water despite having as many as 19 hydrophobic aromatic rings exposed to the water. The reasons for this behavior, and the possibility of exploiting it for constructing enzyme models free from aggregation equilibria, are discussed.