2-tert-Butyldisulfanyl-butane | 72437-46-8

• 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: 2-tert-Butyldisulfanyl-butane
• 英文别名: 2-(tert-Butyldisulfanyl)butane
• CAS: 72437-46-8
• 化学式: C₈H₁₈S₂
• 分子量: 178.363
• InChiKey: IRWPKEAIAVFRDX-UHFFFAOYSA-N

物化性质

• 沸点：
  215.1±9.0 °C(Predicted)
• 密度：
  0.943±0.06 g/cm3(Predicted)
• 保留指数：
  1153

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-tert-Butyldisulfanyl-butane 在 氢气 作用下， 以 丙酮 为溶剂， -78.0 ℃ 、399.97 Pa 条件下， 反应 0.02h， 生成 叔丁基二硫 、 2-丁硫醇 、 二仲丁基二硫醚 、 叔丁基硫醇
  参考文献：
  名称：

  The Regioselective Reaction of Atomic Hydrogen with Unsymmetric Disulfides and Sulfides

  摘要：

  Unsymmetric disulfides undergo solution phase reduction with atomic hydrogen regioselectively by displacement at the least hindered sulfur atom. The cleavage of the sulfur-sulfur bond forms mixtures of two thiol and two thiyl radicals. At the temperature at which the reactions are carried out, the thiyl radicals form symmetric disulfides by thiyl-thiyl radical coupling and not by thiyl radical displacement on the starting material. The reaction of atomic hydrogen with an unsymmetric sulfide is a cleavage that favors the formation of the most stable radical. The reaction of phenyl cyclohexyl sulfide produces benzene, cyclohexane, cyclohexyl thiol, and thiophenol. Benzene and cyclohexyl thiol produced from the cleavage of the phenyl-sulfur bond are proposed to arise from the ct-scission of an intermediate formed by ipso-addition of atomic hydrogen to the benzene ring.

  DOI：

  10.1021/jo00119a027
• 作为产物：
  描述：

  在 三苯基膦 作用下， 生成 2-tert-Butyldisulfanyl-butane
  参考文献：
  名称：

  通过硒转移试剂制备二硫硒硒

  摘要：

  在独特的硒转移试剂双唑硒化物4中添加两摩尔硫醇可得到非常好的二硫代硒化物（RS-Se-SR）分离产率。

  DOI：

  10.1016/s0040-4039(97)10383-5

文献信息

• Preparation of dithioselenides via a selenium transfer reagent
  作者：M.Dominic Ryan、David N. Harpp

  DOI：10.1016/s0040-4039(97)10383-5

  日期：1997.12

  The addition of two moles of thiol to a unique selenium-transfer reagent, bis azole selenide 4, results in very good isolated yields of dithioselenides (RS-Se-SR).

  在独特的硒转移试剂双唑硒化物4中添加两摩尔硫醇可得到非常好的二硫代硒化物（RS-Se-SR）分离产率。
• The Regioselective Reaction of Atomic Hydrogen with Unsymmetric Disulfides and Sulfides
  作者：Dennis D. Tanner、Liying Zhang、Markandu Vigneswaran、Pramod Kandanarachchi

  DOI：10.1021/jo00119a027

  日期：1995.7

  Unsymmetric disulfides undergo solution phase reduction with atomic hydrogen regioselectively by displacement at the least hindered sulfur atom. The cleavage of the sulfur-sulfur bond forms mixtures of two thiol and two thiyl radicals. At the temperature at which the reactions are carried out, the thiyl radicals form symmetric disulfides by thiyl-thiyl radical coupling and not by thiyl radical displacement on the starting material. The reaction of atomic hydrogen with an unsymmetric sulfide is a cleavage that favors the formation of the most stable radical. The reaction of phenyl cyclohexyl sulfide produces benzene, cyclohexane, cyclohexyl thiol, and thiophenol. Benzene and cyclohexyl thiol produced from the cleavage of the phenyl-sulfur bond are proposed to arise from the ct-scission of an intermediate formed by ipso-addition of atomic hydrogen to the benzene ring.

表征谱图