3,5-bis(9-chloro-1,4,7-trioxanonyl)benzyloxybenzene | 591767-48-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(9-chloro-1,4,7-trioxanonyl)benzyloxybenzene
• 英文别名: 1,3-Bis[2-[2-(2-chloroethoxy)ethoxy]ethoxy]-5-phenylmethoxybenzene；1,3-bis[2-[2-(2-chloroethoxy)ethoxy]ethoxy]-5-phenylmethoxybenzene
• CAS: 591767-48-5
• 化学式: C₂₅H₃₄Cl₂O₇
• 分子量: 517.447
• InChiKey: VOSGTGYFJVQVQC-UHFFFAOYSA-N

物化性质

• 沸点：
  618.6±55.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-bis(9-chloro-1,4,7-trioxanonyl)benzyloxybenzene 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 乙腈 为溶剂， 70.0 ℃ 、413.68 kPa 条件下， 反应 264.0h， 生成 bis(5-hydroxy-1,3-phenylene)-26-crown-8
  参考文献：
  名称：

  First Pseudorotaxane-Like [3]Complexes Based on Cryptands and Paraquat:  Self-Assembly and Crystal Structures

  摘要：

  A new cryptand, bis(1,3,5-phenylene)tri(1,4,7,10-tetraoxadecyl) (3a), has been synthesized in good yield from bis(5-hydroxy-1,3-phenylene)-26-crown-8 (2a) and tri(ethylene glycol) ditosylate using pseudo-high dilution conditions. 3a forms a strong 1:1 complex with paraquat (1) in acetone solution with a high apparent association constant, 1.4 x 10(4) M-1. A stoichiometry of 1:1 was also observed by mass spectrometry in the gaseous state. However, in the solid state, as determined by X-ray crystallography, the two complexes of 3a and the previously reported homologous cryptand, bis(1,3,5-phenylene)tri(1,4,7,10,13-pentaoxatridecyl) (3b), with paraquat (1) have 2:1 stoichiometry. A unique feature of these trimolecular pseuclorotaxane-like complexes is that the guest occupies parts of the cavities of two cryptand molecules. For the first time it was found that in cryptand-based complexes, different stoichiometries are possible for the same host-guest pair.

  DOI：

  10.1021/ja034968h
• 作为产物：
  描述：

  间苯三酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 144.17h， 生成 3,5-bis(9-chloro-1,4,7-trioxanonyl)benzyloxybenzene
  参考文献：
  名称：

  First Pseudorotaxane-Like [3]Complexes Based on Cryptands and Paraquat:  Self-Assembly and Crystal Structures

  摘要：

  A new cryptand, bis(1,3,5-phenylene)tri(1,4,7,10-tetraoxadecyl) (3a), has been synthesized in good yield from bis(5-hydroxy-1,3-phenylene)-26-crown-8 (2a) and tri(ethylene glycol) ditosylate using pseudo-high dilution conditions. 3a forms a strong 1:1 complex with paraquat (1) in acetone solution with a high apparent association constant, 1.4 x 10(4) M-1. A stoichiometry of 1:1 was also observed by mass spectrometry in the gaseous state. However, in the solid state, as determined by X-ray crystallography, the two complexes of 3a and the previously reported homologous cryptand, bis(1,3,5-phenylene)tri(1,4,7,10,13-pentaoxatridecyl) (3b), with paraquat (1) have 2:1 stoichiometry. A unique feature of these trimolecular pseuclorotaxane-like complexes is that the guest occupies parts of the cavities of two cryptand molecules. For the first time it was found that in cryptand-based complexes, different stoichiometries are possible for the same host-guest pair.

  DOI：

  10.1021/ja034968h

文献信息

• First Pseudorotaxane-Like [3]Complexes Based on Cryptands and Paraquat:  Self-Assembly and Crystal Structures
  作者：Feihe Huang、Harry W. Gibson、William S. Bryant、Devdatt S. Nagvekar、Frank R. Fronczek

  DOI：10.1021/ja034968h

  日期：2003.8.1

  A new cryptand, bis(1,3,5-phenylene)tri(1,4,7,10-tetraoxadecyl) (3a), has been synthesized in good yield from bis(5-hydroxy-1,3-phenylene)-26-crown-8 (2a) and tri(ethylene glycol) ditosylate using pseudo-high dilution conditions. 3a forms a strong 1:1 complex with paraquat (1) in acetone solution with a high apparent association constant, 1.4 x 10(4) M-1. A stoichiometry of 1:1 was also observed by mass spectrometry in the gaseous state. However, in the solid state, as determined by X-ray crystallography, the two complexes of 3a and the previously reported homologous cryptand, bis(1,3,5-phenylene)tri(1,4,7,10,13-pentaoxatridecyl) (3b), with paraquat (1) have 2:1 stoichiometry. A unique feature of these trimolecular pseuclorotaxane-like complexes is that the guest occupies parts of the cavities of two cryptand molecules. For the first time it was found that in cryptand-based complexes, different stoichiometries are possible for the same host-guest pair.