11-(12-iodododecyldisulfanyl)undecan-1-ol | 187339-36-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: 11-(12-iodododecyldisulfanyl)undecan-1-ol
• CAS: 187339-36-2
• 化学式: C₂₃H₄₇IOS₂
• 分子量: 530.662
• InChiKey: GEMVQYMBOCZYNS-UHFFFAOYSA-N

物化性质

• 沸点：
  557.4±15.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.21
• 重原子数：
  27.0
• 可旋转键数：
  24.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  11-(12-iodododecyldisulfanyl)undecan-1-ol 在 水 作用下， 以 六甲基磷酰三胺 为溶剂， 生成 11-hydroxyundecyl 12'-hydroxydodecyl 1,1'-disulfide
  参考文献：
  名称：

  Quantum Interference Effects in Self-Assembled Asymmetric Disulfide Monolayers:  Comparisons between Experiment and ab Initio/Monte Carlo Theories

  摘要：

  Electron transfer measurements between solution redox probes and a Au electrode coated with self-assembled monolayers of symmetric and asymmetric omega-hydroxyalkane disulfides are used to probe the quantum interference between hydrocarbon chains of different lengths, While nb initio theory predicts a measurable destructive interference effect between hydrocarbon chains differing in length by a single methylene unit, electron transfer rates for the ferricyanide and horse heart cytochrome c are more consistent with rates estimated in the absence of the interference effect. The discrepancy between theory and experiment is discussed in light of possible interchain electronic coupling and phase segregation within the monolayers and limitations of the theoretical models.

  DOI：

  10.1021/jp962731k
• 作为产物：
  描述：

  1,12-二碘十二烷 在 sodium hydroxide 、 碘 、 硫脲 作用下， 以 乙醇 为溶剂， 反应 1.33h， 生成 11-(12-iodododecyldisulfanyl)undecan-1-ol
  参考文献：
  名称：

  Quantum Interference Effects in Self-Assembled Asymmetric Disulfide Monolayers:  Comparisons between Experiment and ab Initio/Monte Carlo Theories

  摘要：

  Electron transfer measurements between solution redox probes and a Au electrode coated with self-assembled monolayers of symmetric and asymmetric omega-hydroxyalkane disulfides are used to probe the quantum interference between hydrocarbon chains of different lengths, While nb initio theory predicts a measurable destructive interference effect between hydrocarbon chains differing in length by a single methylene unit, electron transfer rates for the ferricyanide and horse heart cytochrome c are more consistent with rates estimated in the absence of the interference effect. The discrepancy between theory and experiment is discussed in light of possible interchain electronic coupling and phase segregation within the monolayers and limitations of the theoretical models.

  DOI：

  10.1021/jp962731k