2-[2-(2-{5-[2-(2-Bromo-ethoxy)-ethoxy]-naphthalen-1-yloxy}-ethoxy)-ethoxy]-tetrahydro-pyran | 500567-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[2-(2-{5-[2-(2-Bromo-ethoxy)-ethoxy]-naphthalen-1-yloxy}-ethoxy)-ethoxy]-tetrahydro-pyran
• CAS: 500567-84-0
• 化学式: C₂₃H₃₁BrO₆
• 分子量: 483.4
• InChiKey: XISGKCSKNIWYAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  30.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[2-(2-{5-[2-(2-Bromo-ethoxy)-ethoxy]-naphthalen-1-yloxy}-ethoxy)-ethoxy]-tetrahydro-pyran 在 盐酸 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-[2-[2-[5-[2-(2-Hydroxyethoxy)ethoxy]naphthalen-1-yl]oxyethoxy]ethoxy]benzene-1,3-dicarbaldehyde
  参考文献：
  名称：

  Noncovalent Side-Wall Functionalization of Single-Walled Carbon Nanotubes

  摘要：

  A family of poly [(m-phenylenevinylene)-co-(p-phenylenevinylene)] s, functionalized in the synthetically accessible C-5 position of the meta-disubstituted phenylene rings have been designed and synthesized: they are essentially poly{(5-alkoxy-m-phenylenevinylene)-co-[(2,5-dioctyloxy-p-phenylene)vinylene]} (PAmPV) derivatives. A range of these PAmPV polymers have been prepared both (1) by the polymerization of O-substituted 5-hydroxyisophthaldehydes and (2) by chemical modifications carried out on polymers bearing reactive groups at the C-5 positions. PAmPV polymers solubilize SWNT bundles in organic solvents by wrapping themselves around the nanotube bundles. PAmPV derivatives which bear tethers or rings form pseudorotaxanes with rings and threads, respectively. The formation of the polypseudorotaxanes has been investigated in solution by NMR and UV/vis spectroscopies, as well as on silicon oxide wafers in the presence of SWNTs by AFM and surface potential microscopy. Wrapping of these functionalized PAmPV polymers around SWNTs results in the grafting of pseudorotaxanes along the walls of the nanotubes in a periodic fashion. The results hold out the prospect of being able to construct arrays of molecular switches and actuators.

  DOI：

  10.1021/ma021417n
• 作为产物：
  描述：

  1,5-bis[2-(2-hydroxyethoxy)ethoxy]naphthalene 在 四溴化碳 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-[2-(2-{5-[2-(2-Bromo-ethoxy)-ethoxy]-naphthalen-1-yloxy}-ethoxy)-ethoxy]-tetrahydro-pyran
  参考文献：
  名称：

  Noncovalent Side-Wall Functionalization of Single-Walled Carbon Nanotubes

  摘要：

  A family of poly [(m-phenylenevinylene)-co-(p-phenylenevinylene)] s, functionalized in the synthetically accessible C-5 position of the meta-disubstituted phenylene rings have been designed and synthesized: they are essentially poly{(5-alkoxy-m-phenylenevinylene)-co-[(2,5-dioctyloxy-p-phenylene)vinylene]} (PAmPV) derivatives. A range of these PAmPV polymers have been prepared both (1) by the polymerization of O-substituted 5-hydroxyisophthaldehydes and (2) by chemical modifications carried out on polymers bearing reactive groups at the C-5 positions. PAmPV polymers solubilize SWNT bundles in organic solvents by wrapping themselves around the nanotube bundles. PAmPV derivatives which bear tethers or rings form pseudorotaxanes with rings and threads, respectively. The formation of the polypseudorotaxanes has been investigated in solution by NMR and UV/vis spectroscopies, as well as on silicon oxide wafers in the presence of SWNTs by AFM and surface potential microscopy. Wrapping of these functionalized PAmPV polymers around SWNTs results in the grafting of pseudorotaxanes along the walls of the nanotubes in a periodic fashion. The results hold out the prospect of being able to construct arrays of molecular switches and actuators.

  DOI：

  10.1021/ma021417n