tert-butylsulfenic tert-butylsulfinic dithioanhydride | 62383-66-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫基化合物
• 英文名称: tert-butylsulfenic tert-butylsulfinic dithioanhydride
• 英文别名: tert-Butylsulfenyl tert-butylsulfinyl thioanhydride；tert-butylsulfenic tert-butylsulfinic thioanhydride；tert-butylsulfinyl tert-butyldisulfide；di-tert-butyl trisulfide-1-oxide；bis(tert-butyl)trisulfide 1-S-oxide；Bis(tert.butyl)trisulfan-1-oxid；2-(tert-butylsulfinyldisulfanyl)-2-methylpropane
• CAS: 62383-66-8
• 化学式: C₈H₁₈OS₃
• 分子量: 226.428
• InChiKey: HIEPUWVTWJEABN-UHFFFAOYSA-N

物化性质

• 熔点：
  63-65 °C(Solv: ligroine (8032-32-4))
• 沸点：
  318.1±25.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butylsulfenic tert-butylsulfinic dithioanhydride 在 间氯过氧苯甲酸 作用下， 反应 5.0h， 以48%的产率得到2-methyl-2-propanesulfenic 2-methyl-2-propanesulfonic thioanhydride
  参考文献：
  名称：

  Synthesis and Decomposition of Some Dialkyl Oxide Derivatives of Organotrisulfides

  摘要：

  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.

  DOI：

  10.1021/jo950826x
• 作为产物：
  描述：

  二叔丁基四硫醚 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以73%的产率得到tert-butylsulfenic tert-butylsulfinic dithioanhydride
  参考文献：
  名称：

  Synthesis and Decomposition of Some Dialkyl Oxide Derivatives of Organotrisulfides

  摘要：

  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.

  DOI：

  10.1021/jo950826x

文献信息

• The antioxidant activity of polysulfides: it's radical!
  作者：Jean-Philippe R. Chauvin、Markus Griesser、Derek A. Pratt

  DOI：10.1039/c9sc00276f

  日期：——

  high temperatures, produces branched polysulfides. Due to their anti-wear properties, they are indispensible additives to lubricants, but are also added to other petroleum-derived products as oxidation inhibitors. Polysulfides also figure prominently in the chemistry and biology of garlic and other plants of the Allium species. We previously reported that trisulfides, upon oxidation to their corresponding

  烯烃和硫在高温下一起加热的烯烃硫化，会生成支链多硫化物。由于它们的抗磨性能，它们是润滑剂必不可少的添加剂，但也可以作为抗氧化剂添加到其他石油衍生产品中。多硫化物在大蒜和葱属的其他植物的化学和生物学中也很重要物种。我们以前曾报道过，三硫化物在氧化为相应的1-氧化物后，在环境温度下是令人惊讶的有效自由基捕获抗氧化剂（RTA）。在这里，我们表明负责的均质取代机制也适用于四硫化物，但不适用于三硫化物，二硫化物或硫化物。此外，我们表明，这种反应性在高温（160°C）时仍保持不变，使四硫化物不仅能使其1氧化物（即RTA）黯然失色，而且还可以阻止最常见的工业抗氧化剂添加剂酚和烷基化二苯胺。该反应性是高级多硫化物（n≥4），因为在S2上对其进行均质取代会产生稳定的Perthiyl自由基。相对于1-氧化物，在较高温度下，聚硫醚基团的持久性也使多硫化物具有更高的反应性，因为前者可逆地分解S-S键，而后者则不可
• Steudel,R.; Latte,J., Chemische Berichte, 1977, vol. 110, p. 423 - 429
  作者：Steudel,R.、Latte,J.

  DOI：——

  日期：——
• Bleeker, Ido P.; Engberts, Jan B. F. N., Recueil des Travaux Chimiques des Pays-Bas, 1981, vol. 100, # 12, p. 459 - 461
  作者：Bleeker, Ido P.、Engberts, Jan B. F. N.

  DOI：——

  日期：——
• 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.
• BLEEKER, I. P.;ENGBERTS, J. B. F. N., REC. TRAV. CHIM. PAYS-BAS., 1981, 100, N 12, 459-461
  作者：BLEEKER, I. P.、ENGBERTS, J. B. F. N.

  DOI：——

  日期：——