3-(4'-nitrophenyl)pentyl anion | 128270-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4'-nitrophenyl)pentyl anion
• CAS: 128270-91-7
• 化学式: C₁₁H₁₄NO₂
• 分子量: 192.238
• InChiKey: NCBJLPCELPXEPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  以 二甲基亚砜 为溶剂， 生成 Diaethyl-phenyl-methyl 、 3-(4'-nitrophenyl)pentyl anion
  参考文献：
  名称：

  Transition-state polarization in cleavage of carbon-carbon bonds in radical anions

  摘要：

  DOI：

  10.1021/jo00302a017

文献信息

• Carbon-Carbon Bond Cleavage in Radical Anions of Strained Diphenylethane Derivatives
  作者：Przemyslaw Maslak、Javier N. Narvaez、Thomas M. Vallombroso

  DOI：10.1021/ja00155a001

  日期：1995.12

  Fragmentation reactions of radical anions (mesolytic cleavages) of 1,1,2,2-tetraalkyl-1-(4'-nitrophenyl)-2-phenylethanes with varying degrees of steric strain have been studied in polar solvents. The rates and activation parameters obtained were compared to the corresponding values obtained for homolytic bond scissions in the neutrals. The free energies of activations for both types of reactions strongly depend on the strain present in the molecule. With the exception of the most crowded members of the series, nearly all of the strain is released in the transition state of homolytic reactions, and ca. 77% of it is relieved in the transition states of mesolysis. The mesolytic fragmentations have activation energies that are on average ca. 12.5 kcal/mol lower than the homolytic processes. The observed redox activation is shown to have thermodynamic origins.