2-methyl-2-propanesulfenic 2-methyl-2-propanesulfonic thioanhydride | 52754-01-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 2-methyl-2-propanesulfenic 2-methyl-2-propanesulfonic thioanhydride
• 英文别名: tert-Butylsulfenyl tert-butylsulfonyl thioanhydride；2-(Tert-butylsulfonyldisulfanyl)-2-methylpropane
• CAS: 52754-01-5
• 化学式: C₈H₁₈O₂S₃
• 分子量: 242.428
• InChiKey: AJRMRDFRVUDEGM-UHFFFAOYSA-N

物化性质

• 沸点：
  322.1±25.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 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：
  93.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methyl-2-propanesulfenic 2-methyl-2-propanesulfonic thioanhydride 在 二甲基二环氧乙烷 作用下， 以 氘代氯仿 为溶剂， 反应 728.0h， 生成 trifluoromethane sulfonic anhydride
  参考文献：
  名称：

  Synthesis and Decomposition of Tri- and Tetraoxide Derivatives of Dialkyl Trisulfides

  摘要：

  The first isolation and characterization of sulfinyl sulfonyl thioanhydride 1 and its tetrasulfide analog are presented here, along with those of disulfonyl thio- and dithioanhydrides 2. The oxidation of various substrates at different temperatures has shown that, contrary to current belief, oxidation takes place regiospecifically at the external sulfinyl sulfur rather than at the internal sulfenyl sulfur. The decomposition of these compounds has also been investigated and was found to be consistent with the mechanism proposed for the decomposition of trisulfide monoxides.

  DOI：

  10.1021/jo952244l
• 作为产物：
  描述：

  叔丁基二硫 在 tungsten(VI) oxide 盐酸 、 双氧水 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 24.0h， 生成 2-methyl-2-propanesulfenic 2-methyl-2-propanesulfonic thioanhydride
  参考文献：
  名称：

  Carbon-13 nuclear magnetic resonance spectral properties of alkyl disulfides, thiolsulfinates, and thiolsulfonates

  摘要：

  DOI：

  10.1021/jo01292a032

文献信息

• The Chemistry of Alkylsulfenyl Alkylsulfinyl Thioanhydrides. The Mechanism of Decomposition
  作者：Gerard Derbesy、David N. Harpp

  DOI：10.1021/jo00119a025

  日期：1995.7

  The decomposition mechanism of alkylsulfenyl alkylsulfinyl thioanhydrides has been investigated. Although the product mixture is complex in most cases, a detailed decomposition study as well as a careful analysis of the products allows for a proposal for a general mechanism which is interesting and not simple. We find, however, that the decomposition process is consistent with that of related systems.
• Synthesis and Decomposition of Some Dialkyl Oxide Derivatives of Organotrisulfides
  作者：Gérard Derbesy、David N. Harpp

  DOI：10.1021/jo950826x

  日期：1996.1.1

  The isolation or detection of sulfenic sulfonic thioanhydrides 1 (e.g., 6), sulfenyl vic-disulfoxides 4 (e.g., 9, 14), and sulfinic thioanhydrides 5 (e.g., 20) has been carried out by oxidative procedures at various temperatures. The decomposition of these compounds has been investigated and is shown to be consistent with the mechanism proposed for the decomposition of trisulfide monoxides.
• Chemistry of alkyl thiosulfinate esters. VII. Mechanistic studies and synthetic applications
  作者：Eric Block、John O'Connor

  DOI：10.1021/ja00819a034

  日期：1974.6
• Mechanism of the reaction of thiols with selenite
  作者：John L. Kice、Thomas W. S. Lee、Shu-Teh Pan

  DOI：10.1021/ja00533a025

  日期：1980.6
• Peroxidation of S-(2-methyl-2-propyl) 2-methyl-2-propanesulfinothioate
  作者：Fillmore Freeman、Choonsun Lee

  DOI：10.1021/jo00241a025

  日期：1988.3