1,4-dineohexyl-2,3,5,6-tetraethylbenzene | 137039-61-3

• 分子结构分类: 有机化合物 - 碳氢化合物
• 英文名称: 1,4-dineohexyl-2,3,5,6-tetraethylbenzene
• 英文别名: 1,4-Bis(3,3-dimethylbutyl)-2,3,5,6-tetraethylbenzene
• CAS: 137039-61-3
• 化学式: C₂₆H₄₆
• 分子量: 358.651
• InChiKey: LLYNXIKTZDCDEA-UHFFFAOYSA-N

物化性质

• 沸点：
  407.1±40.0 °C(Predicted)
• 密度：
  0.856±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,4-dineohexyl-2,3,5,6-tetraethylbenzene 、 六羰基铬 以 1,4-二氧六环 为溶剂， 以36%的产率得到(1,4-dineohexyl-2,3,5,6-tetraethylbenzene)chromium tricarbonyl
  参考文献：
  名称：

  Effect of transition-metal complexation on the stereodynamics of persubstituted arenes. Evidence for steric complementarity between arene and metal tripod

  摘要：

  The stereodynamics in 1,4-dimethoxy-2,3,5,6-tetraethylbenzene (5), 1,4-bis(methoxymethyl)-2,3,5,6-tetraethylbenzene (6), and 1,4-dineohexyl-2,3,5,6-tetraethylbenzene (7) and their respective tricarbonylchromium complexes, 5(Cr), 6(Cr), and 7(Cr), have been studied by variable-temperature NMR techniques. Barriers to rotation about the sp2-sp3 bonds for 5-7 and 5(Cr)-7(Cr) have been determined using the Gutowsky-Holm approximation to be 7.7, 9.4, 11.2, 6.6, 8.9, and 11.8 kcal/mol, respectively. Unlike previous studies in this area, the stereodynamics of the arene do not change demonstrably upon metal complexation. This observation is attributed to a lock-and-key complementarity between the metal tripod and the arene. The possibility of correlated dynamics between the metal tripod rotation and the ethyl group rotation is discussed.

  DOI：

  10.1021/ja00027a033
• 作为产物：
  描述：

  3,3-二甲基丁酰氯 在 sodium hydroxide 、 三氯化铝 、 一水合肼 作用下， 以 二硫化碳 为溶剂， 反应 56.0h， 生成 1,4-dineohexyl-2,3,5,6-tetraethylbenzene
  参考文献：
  名称：

  Effect of transition-metal complexation on the stereodynamics of persubstituted arenes. Evidence for steric complementarity between arene and metal tripod

  摘要：

  The stereodynamics in 1,4-dimethoxy-2,3,5,6-tetraethylbenzene (5), 1,4-bis(methoxymethyl)-2,3,5,6-tetraethylbenzene (6), and 1,4-dineohexyl-2,3,5,6-tetraethylbenzene (7) and their respective tricarbonylchromium complexes, 5(Cr), 6(Cr), and 7(Cr), have been studied by variable-temperature NMR techniques. Barriers to rotation about the sp2-sp3 bonds for 5-7 and 5(Cr)-7(Cr) have been determined using the Gutowsky-Holm approximation to be 7.7, 9.4, 11.2, 6.6, 8.9, and 11.8 kcal/mol, respectively. Unlike previous studies in this area, the stereodynamics of the arene do not change demonstrably upon metal complexation. This observation is attributed to a lock-and-key complementarity between the metal tripod and the arene. The possibility of correlated dynamics between the metal tripod rotation and the ethyl group rotation is discussed.

  DOI：

  10.1021/ja00027a033