p-xylylenebis<4-hydroxy-3-(methoxycarbonyl)benzene> | 150367-02-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-xylylenebis<4-hydroxy-3-(methoxycarbonyl)benzene>
• 英文别名: p-xylylenebis[4-hydroxy-3-(methoxycarbonyl)benzene]；methyl 2-hydroxy-5-[[4-[(4-hydroxy-3-methoxycarbonylphenyl)methyl]phenyl]methyl]benzoate
• CAS: 150367-02-5
• 化学式: C₂₄H₂₂O₆
• 分子量: 406.435
• InChiKey: NHKSJBUUPOXPKL-UHFFFAOYSA-N

物化性质

• 沸点：
  564.7±50.0 °C(predicted)
• 密度：
  1.266±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  p-xylylenebis<4-hydroxy-3-(methoxycarbonyl)benzene> 在 sodium hydroxide 、 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 1,6,15,20-Tetraoxa<7.7.1.1>paracyclophane-22,37-dicarboxylic acid
  参考文献：
  名称：

  A Cyclophane Receptor for the Selective Complexation of Adenine Derivatives in Water

  摘要：

  A water-soluble oxacyclophane based upon p-xylylenebis[4-hydroxy-3-carboxybenez] and p-xylene units tethered trough an aliphatic chain has been synthesized. The receptor binds selectively to neutral adenine derivatives forming an intracavity 1:1 complex. The interaction energies for the complexes range from 7 to 13 kJ mol(-1) in alkaline D2O. The geometry of the complex between 1(dicarboxylate) and 9-ethyladenine has been mapped out through NMR studies and is also supported by molecular modeling and theoretical AM1 calculations.

  DOI：

  10.1021/jo00095a027
• 作为产物：
  描述：

  5-溴水杨酸 在 palladium on activated charcoal 氢气 作用下， 生成 p-xylylenebis<4-hydroxy-3-(methoxycarbonyl)benzene>
  参考文献：
  名称：

  Lithiation of polyhydric compounds. Salicylic acids

  摘要：

  Polylithiated derivatives of salicylic and oligosalicylic acids can be generated by means of the halogen-to-metal exchange reaction. Dehydrobromination and other byproducts can be kept to a minimum by working with the preformed lithium salts which are soluble in THF. Even base sensitive salicylic acids such as 6-bromolasalocid acid can be functionalized under these conditions.

  DOI：

  10.1021/jo00067a048