(+/-)-6,6'-(1H-indene-1,3-diyl)bis(hexan-1-ol) | 1388068-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (+/-)-6,6'-(1H-indene-1,3-diyl)bis(hexan-1-ol)
• 英文别名: 6-[3-(6-hydroxyhexyl)-1H-inden-1-yl]hexan-1-ol
• CAS: 1388068-69-6
• 化学式: C₂₁H₃₂O₂
• 分子量: 316.484
• InChiKey: JTACXXCIVHZLEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-6,6'-(1H-indene-1,3-diyl)bis(hexan-1-ol) 在 苄基三乙基氯化铵 、 对甲苯磺酸 、 sodium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 反应 8.5h， 生成 6,6'-(1,1-dichloro-1,1a,6,6a-tetrahydrocyclopropa[a]indene-1a,6-diyl)bis(hexan-1-ol)
  参考文献：
  名称：

  Proton-Coupled Mechanochemical Transduction: A Mechanogenerated Acid

  摘要：

  A novel mechanophore with acid-releasing capability is designed to produce a simple catalyst for chemical change in materials under mechanical stress. The mechanophore, based on a gem-dichlorocyclopropanated indene, is synthesized and used as a cross-linker in poly(methyl acrylate). Force-dependent rearrangement is demonstrated for cross-linked mechanophore samples loaded in compression, while the control shows no significant response. The availability of the released acid is confirmed by exposing a piece of insoluble compressed polymer to a pH indicator solution. The development of this new mechanophore is the first step toward force-induced remodeling of stressed polymeric materials utilizing acid-catalyzed cross-linking reactions.

  DOI：

  10.1021/ja305645x
• 作为产物：
  描述：

  6-[3-(5-carboxypentyl)-1H-inden-1-yl]hexanoic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以28.2 g的产率得到(+/-)-6,6'-(1H-indene-1,3-diyl)bis(hexan-1-ol)
  参考文献：
  名称：

  Proton-Coupled Mechanochemical Transduction: A Mechanogenerated Acid

  摘要：

  A novel mechanophore with acid-releasing capability is designed to produce a simple catalyst for chemical change in materials under mechanical stress. The mechanophore, based on a gem-dichlorocyclopropanated indene, is synthesized and used as a cross-linker in poly(methyl acrylate). Force-dependent rearrangement is demonstrated for cross-linked mechanophore samples loaded in compression, while the control shows no significant response. The availability of the released acid is confirmed by exposing a piece of insoluble compressed polymer to a pH indicator solution. The development of this new mechanophore is the first step toward force-induced remodeling of stressed polymeric materials utilizing acid-catalyzed cross-linking reactions.

  DOI：

  10.1021/ja305645x