(Z)-6'-(hydroxymethyl)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6-ol | 1374569-38-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Z)-6'-(hydroxymethyl)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6-ol
• CAS: 1374569-38-6
• 化学式: C₁₉H₁₈O₂
• 分子量: 278.351
• InChiKey: PYGJQFZABGWVDP-MSUUIHNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,3'-((1R,2S)-3,3-dibromocyclopropane-1,2-diyl)dipropanoyl chloride 、 (Z)-6'-(hydroxymethyl)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6-ol 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以32%的产率得到Z-14,14-dibromo-3,4,5,9,13,13a,14,14a,15,16-decahydro-2H,11H-1,19:6,8-diethenodicyclopenta[m,o]cyclopropa[e][1,10]dioxacyclononadecine-11,17(12H)-dione
  参考文献：
  名称：

  Force–Reactivity Property of a Single Monomer Is Sufficient To Predict the Micromechanical Behavior of Its Polymer

  摘要：

  We demonstrate an accurate prediction of the micromechanical behavior of a single chain of cydopropanated polybutadiene, which is governed by rapid isomerization of the cyclopropane moieties at similar to 1.2 nN, from the force rate correlation of this reaction measured in a small series of increasingly strained macrocycles. The data demonstrate that a single physical quantity, force, uniquely defines the dynamics across length scales from >100 to <1 nm and that strain imposed through molecular design and that imposed by micromanipulation techniques have equivalent effects on the kinetics of a chemical reaction. This represents a new method of screening potential monomers for applications in stress-responsive materials that could also facilitate atomistic interpretations of single-molecule force experiments.

  DOI：

  10.1021/ja301928d
• 作为产物：
  描述：

  3-oxo-2,3-dihydro-1H-inden-5-yl 6-bromohexanoate 在 lithium aluminium tetrahydride 、 四丁基溴化铵 、 四氯化钛 、 potassium carbonate 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 (Z)-6'-(hydroxymethyl)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6-ol
  参考文献：
  名称：

  Force–Reactivity Property of a Single Monomer Is Sufficient To Predict the Micromechanical Behavior of Its Polymer

  摘要：

  We demonstrate an accurate prediction of the micromechanical behavior of a single chain of cydopropanated polybutadiene, which is governed by rapid isomerization of the cyclopropane moieties at similar to 1.2 nN, from the force rate correlation of this reaction measured in a small series of increasingly strained macrocycles. The data demonstrate that a single physical quantity, force, uniquely defines the dynamics across length scales from >100 to <1 nm and that strain imposed through molecular design and that imposed by micromanipulation techniques have equivalent effects on the kinetics of a chemical reaction. This represents a new method of screening potential monomers for applications in stress-responsive materials that could also facilitate atomistic interpretations of single-molecule force experiments.

  DOI：

  10.1021/ja301928d