tetrahydroharmane cation

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: tetrahydroharmane cation
• 英文别名: 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium
• 化学式: C₁₂H₁₄N₂*H
• 分子量: 187.264
• InChiKey: LPIJOZBIVDCQTE-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.4
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-甲基-2,3,4,9-四氢-1H-吡啶并[3,4-b]吲哚 在 氢氧化钾 作用下， 以 水 为溶剂， 生成 tetrahydroharmane cation
  参考文献：
  名称：

  Excited-state prototropic reactions of tetrahydroharmane

  摘要：

  Steady-state and time-resolved fluorescence measurements of THHN (9H-1-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole), have been carried out as a function of the acidity or basicity of the medium. In these media, four different THHN species have been detected, namely: dication (DC), cation (C), neutral (N) and anion (A). Attempts have been made to determine the excited state pK(a)* values for the three prototropic processes: N-A, C-N and DC-C reactions. The dicationic and anionic forms, observed outside the 0-14 pH range, are extremely weakly fluorescent species and only the second-order rate constants for the protonation and deprotonation processes, respectively, could be determined. In the case of the C-N process, studied in near-neutral media, excited-state proton exchange is much slower than fluorescence emission and the inflection points in the fluorimetric titration curves correspond quite closely to the ground state pK(a)(G).

  DOI：

  10.1039/ft9969202239