6,6a(2)-Bis[2-(2-methoxyethoxy)ethoxy]-3,3a(2)-bipyridazine | 201853-62-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,6a(2)-Bis[2-(2-methoxyethoxy)ethoxy]-3,3a(2)-bipyridazine
• 英文别名: 3-[2-(2-methoxyethoxy)ethoxy]-6-[6-[2-(2-methoxyethoxy)ethoxy]pyridazin-3-yl]pyridazine
• CAS: 201853-62-5
• 化学式: C₁₈H₂₆N₄O₆
• 分子量: 394.428
• InChiKey: PFBMUIACKXCVAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  spiro[2-cyclopropene-1,9'-fluorene]-2,3-dimethyldicarboxylate 、 6,6a(2)-Bis[2-(2-methoxyethoxy)ethoxy]-3,3a(2)-bipyridazine 以 二氯甲烷 为溶剂， 以18%的产率得到bis[8a'-methoxy-[2-ethoxy(2-ethoxyl)]spiro[fluorene-[9,1']-(8a'H)-2',3'-dimethoxycarbonylpyrrolo[1,2-b]pyridazine-6'-yl]]
  参考文献：
  名称：

  Photophysical Properties of Biphotochromic Dihydroindolizines. Ring-Opening into Extended Bis-Betaines

  摘要：

  New photochromic spirodihydroindolizines (DHI) that are mono-(1a-e) or biphotochromic (3a-e) have been prepared. The monophotochromic DHIs 1d and 1e contain sterically highly demanding substituents. Photophysical studies, both static and Lime-resolved, were carried out with 1 and 3. Monophotochromic DHIs 1a-e show fluorescence and phosphorescence. Temperature decrease produces a hypsochromic shift in the fluorescence spectra. Time-resolved studies demonstrate that the photochromism is based on a one-photon electrocyclic photoreaction of 1 to the colored betaine. Only one transient of 0.6-6 mu s lifetime could be detected for the transformation of 1a-e. For the bichromophoric DHIs 3a-e, two different transients were recorded with lifetimes of 1 and 45-680 mu s. It was proved that the ring opening 1 --> 4 (as well as 3 --> 9) results from an excited singlet species, as demonstrated by the absence of an oxygen effect and by sensitization experiments. Viscosity effects underline the conformational transformations involved in the sequence 1 --> T --> 4 and 3 --> T-1 --> T-2 --> 9 to occur in distinct steps, thus showing the detailed reaction paths of photochromic molecules 1 and 3.

  DOI：

  10.1021/jo971182r
• 作为产物：
  描述：

  3-Chloro-6-[2-(2-methoxy-ethoxy)-ethoxy]-pyridazine 在 三苯基膦 、 nickel dichloride 、 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以49%的产率得到6,6a(2)-Bis[2-(2-methoxyethoxy)ethoxy]-3,3a(2)-bipyridazine
  参考文献：
  名称：

  Photophysical Properties of Biphotochromic Dihydroindolizines. Ring-Opening into Extended Bis-Betaines

  摘要：

  New photochromic spirodihydroindolizines (DHI) that are mono-(1a-e) or biphotochromic (3a-e) have been prepared. The monophotochromic DHIs 1d and 1e contain sterically highly demanding substituents. Photophysical studies, both static and Lime-resolved, were carried out with 1 and 3. Monophotochromic DHIs 1a-e show fluorescence and phosphorescence. Temperature decrease produces a hypsochromic shift in the fluorescence spectra. Time-resolved studies demonstrate that the photochromism is based on a one-photon electrocyclic photoreaction of 1 to the colored betaine. Only one transient of 0.6-6 mu s lifetime could be detected for the transformation of 1a-e. For the bichromophoric DHIs 3a-e, two different transients were recorded with lifetimes of 1 and 45-680 mu s. It was proved that the ring opening 1 --> 4 (as well as 3 --> 9) results from an excited singlet species, as demonstrated by the absence of an oxygen effect and by sensitization experiments. Viscosity effects underline the conformational transformations involved in the sequence 1 --> T --> 4 and 3 --> T-1 --> T-2 --> 9 to occur in distinct steps, thus showing the detailed reaction paths of photochromic molecules 1 and 3.

  DOI：

  10.1021/jo971182r

文献信息

• Photophysical Properties of Biphotochromic Dihydroindolizines. Ring-Opening into Extended Bis-Betaines
  作者：Heike Bleisinger、Patrick Scheidhauer、Heinz Dürr、Véronique Wintgens、Pierre Valat、Jean Kossanyi

  DOI：10.1021/jo971182r

  日期：1998.2.1

  New photochromic spirodihydroindolizines (DHI) that are mono-(1a-e) or biphotochromic (3a-e) have been prepared. The monophotochromic DHIs 1d and 1e contain sterically highly demanding substituents. Photophysical studies, both static and Lime-resolved, were carried out with 1 and 3. Monophotochromic DHIs 1a-e show fluorescence and phosphorescence. Temperature decrease produces a hypsochromic shift in the fluorescence spectra. Time-resolved studies demonstrate that the photochromism is based on a one-photon electrocyclic photoreaction of 1 to the colored betaine. Only one transient of 0.6-6 mu s lifetime could be detected for the transformation of 1a-e. For the bichromophoric DHIs 3a-e, two different transients were recorded with lifetimes of 1 and 45-680 mu s. It was proved that the ring opening 1 --> 4 (as well as 3 --> 9) results from an excited singlet species, as demonstrated by the absence of an oxygen effect and by sensitization experiments. Viscosity effects underline the conformational transformations involved in the sequence 1 --> T --> 4 and 3 --> T-1 --> T-2 --> 9 to occur in distinct steps, thus showing the detailed reaction paths of photochromic molecules 1 and 3.