3'-N,3'-N,6'-N,6'-N-tetraethyl-2-(3-fluorophenyl)-2,3-dihydrospiro[isoindole-1,9'-xanthene]-3',6'-diamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3'-N,3'-N,6'-N,6'-N-tetraethyl-2-(3-fluorophenyl)-2,3-dihydrospiro[isoindole-1,9'-xanthene]-3',6'-diamine
• 英文别名: 3-N',3-N',6-N',6-N'-tetraethyl-2-(3-fluorophenyl)spiro[1H-isoindole-3,9'-xanthene]-3',6'-diamine
• 化学式: C₃₄H₃₆FN₃O
• 分子量: 521.678
• InChiKey: ZNMVETRTGYDCQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  19
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  罗丹明B 在 lithium aluminium tetrahydride 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 40.0h， 生成 3'-N,3'-N,6'-N,6'-N-tetraethyl-2-(3-fluorophenyl)-2,3-dihydrospiro[isoindole-1,9'-xanthene]-3',6'-diamine
  参考文献：
  名称：

  Anilinomethylrhodamines: pH Sensitive Probes with Tunable Photophysical Properties by Substituent Effect

  摘要：

  A series of pH dependent rhodamine analogues possessing an anilino-methyl moiety was developed and shown to exhibit a unique photophysical response to pH. These anilinomethylrhodamines (AnMR) maintain a colorless, non-fluorescent spirocyclic structure at high pH. The spirocyclic structures open in mildly acidic conditions and are weakly fluorescent; however, at very low pH, the fluorescence is greatly enhanced. The equilibrium constants of these processes show a linear response to substituent effects, which was demonstrated by the Hammett equation.

  DOI：

  10.1021/jo401323g

文献信息

• Anilinomethylrhodamines: pH Sensitive Probes with Tunable Photophysical Properties by Substituent Effect
  作者：Quinn A. Best、Chuangjun Liu、Paul D. van Hoveln、Matthew E. McCarroll、Colleen N. Scott

  DOI：10.1021/jo401323g

  日期：2013.10.18

  A series of pH dependent rhodamine analogues possessing an anilino-methyl moiety was developed and shown to exhibit a unique photophysical response to pH. These anilinomethylrhodamines (AnMR) maintain a colorless, non-fluorescent spirocyclic structure at high pH. The spirocyclic structures open in mildly acidic conditions and are weakly fluorescent; however, at very low pH, the fluorescence is greatly enhanced. The equilibrium constants of these processes show a linear response to substituent effects, which was demonstrated by the Hammett equation.