3-hydroxy-3,4-dimethylpentyl p-methylphenyl sulfide | 134209-09-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-hydroxy-3,4-dimethylpentyl p-methylphenyl sulfide
• 英文别名: (3S)-3,4-dimethyl-1-(4-methylphenyl)sulfanylpentan-3-ol
• CAS: 134209-09-9
• 化学式: C₁₄H₂₂OS
• 分子量: 238.394
• InChiKey: UMYQKLAJOWMIKW-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxy-3,4-dimethylpentyl p-methylphenyl sulfide 在 oxygen 作用下， 以 丙酮 为溶剂， 生成 3-isopropyl-3-butenyl p-tolyl sulfone 、 (Z)-3,4-dimethyl-2-pentenyl p-tolyl sulfone 、 (E)-3,4-dimethyl-2-pentenyl p-tolyl sulfone 、 (S)-3,4-Dimethyl-1-(toluene-4-sulfinyl)-pentan-3-ol 、 (S)-3,4-Dimethyl-1-(toluene-4-sulfonyl)-pentan-3-ol
  参考文献：
  名称：

  Kinetic implications of remote participation during photooxidation at sulfur

  摘要：

  The kinetic behavior of 17 hydroxy-substituted sulfides in their reactions with singlet oxygen have been investigated by using a time-resolved kinetic method and by competition. A dramatic 11.6-fold rate increase in the chemical rate was observed when the hydroxy groups were separated from the sulfide reaction center by three carbon atoms, indicative of remote hydroxy participation and the presence of a sulfurane on the reaction surface.

  DOI：

  10.1021/jo00018a007
• 作为产物：
  描述：

  4-甲苯硫酚 在 sodium hydroxide 、 magnesium 作用下， 反应 8.33h， 生成 3-hydroxy-3,4-dimethylpentyl p-methylphenyl sulfide
  参考文献：
  名称：

  Effect of temperature on sulfide photooxidations. Evidence for a reversibly formed exciplex?

  摘要：

  A kinetic study of the reactions of single oxygen with pentamethylenesulfide, 1,4-dithiane, and 3-hydroxy-3,4-dimethylpentyl p-methylphenyl sulfide has been conducted as a function of temperature. The total rates of singlet oxygen removal (k(T)) and the chemical rates of sulfide disappearance (k(r)) have been measured and the physical quenching rates determined from the relationship k(T) = k(r) + k(q). The activation barriers for the photooxidations are very different from those observed in photooxidations of other substrates and are explained by tighter binding in sulfide/oxygen exciplexes and bimolecular conversions of the exciplexes to products.

  DOI：

  10.1021/jo00013a039