carboxyphenophthalein | 3348-00-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: carboxyphenophthalein
• 英文别名: Phenol-trimellitin；3,3-bis-(4-hydroxy-phenyl)-1-oxo-1,3-dihydro-isobenzofuran-5-carboxylic acid
• CAS: 3348-00-3
• 化学式: C₂₁H₁₄O₆
• 分子量: 362.339
• InChiKey: ONWYKVXPXNZGBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  104.06
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  carboxyphenophthalein 、 单-6-O-氨基-Β-环糊精 在 异丁酰胺 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以10%的产率得到6-deoxy-6-<<6-<3,3'-bis-(4-hydroxyphenyl)phthalide>carboxy>amino>-β-cyclodextrin
  参考文献：
  名称：

  Phenolphthalein-Modified β-Cyclodextrin as a Molecule-Responsive Colorless-to-Color Change Indicator

  摘要：

  Phenolphthalein-modified beta-CD, 1, was synthesized for the purpose of developing a new type of guest-responsive color change indicator. The pH titration curve of I depends on its concentration, suggesting that I exists not only as an self-inclusion form but also as an association form at a concentration of 10(-4) M in neutral aqueous solution. At pH 11.0, the association species dissociates into the monomer one, taking a dianion form in the phenolphthalein part. Upon the guest addition at pH 9.70, 1 exhibits the color change from colorless to purple at its concentration of 5.0 x 10(-6) M due to the 1:1 host-guest complex formation. The guest-induced absorption changes were used for molecule sensing. The sensing abilities of 1 for various guests are roughly parallel to the binding constants.

  DOI：

  10.1021/jo980613i