3,3'-((1R,2S)-3,3-dibromocyclopropane-1,2-diyl)dipropanoyl chloride | 1374569-24-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 3,3'-((1R,2S)-3,3-dibromocyclopropane-1,2-diyl)dipropanoyl chloride
• CAS: 1374569-24-0
• 化学式: C₉H₁₀Br₂Cl₂O₂
• 分子量: 380.891
• InChiKey: GPVNKQOUNXQZDX-OLQVQODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 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)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6,6'-diol 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以51%的产率得到Z-13,13-dibromo-2,3,4,5,12,12a,13,13a,14,15-decahydro-10H-1,18:6,8-diethenodicyclopenta[d,f]cyclopropa[n][1,10]dioxacyclooctadecine-10,16(11H)-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：

  1,5-cis,cis-cyclooctadiene 在 potassium permanganate 、 chlorosulphone 、 potassium tert-butylate 、 碳酸氢钠 作用下， 以 四氯化碳 、 正己烷 、 丙酮 为溶剂， 反应 50.0h， 生成 3,3'-((1R,2S)-3,3-dibromocyclopropane-1,2-diyl)dipropanoyl chloride
  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