1,2,4-trithiolane 4-S-oxide | 58966-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三硫杂环戊烷
• 英文名称: 1,2,4-trithiolane 4-S-oxide
• 英文别名: 1,2,4-Trithiolan-4-oxid；1.2.4-Trithiolan-4-oxid；4-Oxo-1,4-trithiolane；1,2,4-trithiolane 4-oxide
• CAS: 58966-90-8
• 化学式: C₂H₄OS₃
• 分子量: 140.251
• InChiKey: KZEBDBHBXISRMG-UHFFFAOYSA-N

物化性质

• 熔点：
  79.5-80.5 °C(Solv: heptane (142-82-5); chloroform (67-66-3))
• 沸点：
  405.1±25.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2,4-trithiolane 4-S-oxide 、 [Pt(dppe)(η2-C2H4)] 以 甲苯 为溶剂， 以50%的产率得到OS(CH2S)2Pt(dppe)
  参考文献：
  名称：

  Reactions of 1,2,4‐Trithiolane and Its 4‐ S ‐Oxide with Diphosphane Pt ⁰ Complexes

  摘要：

  AbstractReactions of 1,2,4‐trithiolanes with Pt0 complexes often proceed via an oxidative addition of the Pt0 complex fragment into the S–S bond and subsequent extrusion of a thioketone molecule by ring contraction. The six‐membered intermediate 5a, formed in the course of the reaction of the parent 1,2,4‐trithiolane (1a) and Pt0 complex 4, was detected bymeans of low‐temperature NMR spectroscopy. Stable derivatives of this type (compounds 9, 11 and 12) were isolated either by using (dppe)Pt0 complex 8 or 1,2,4‐trithiolane 4‐S‐oxide (10). The molecular structures of platinum complexes 9, 11 and 12, as well as their unexpected stability, are discussed.

  DOI：

  10.1002/ejic.200901229

文献信息

• Thermal Reactions of Regioisomeric 1,2,4-Trithiolane<i>S</i>-Oxides
  作者：Grzegorz Mloston、Jaroslaw Romanski、Michael L. McKee、Hans Peter Reisenauer、Peter R. Schreiner

  DOI：10.1002/ejoc.200901440

  日期：2010.4

  The products of the gas-phase pyrolysis of two regioisomeric 1,2,4-trithiolane S-oxides were collected in an argon matrix at 10 K and studied by means of spectroscopic as well as computational methods. Whereas the main products of the pyrolysis of the "symmetrical" S-oxide were identified as thioformaldehyde S-oxide and thioformaldehyde S-sulfide, the "non-symmetrical" S-oxide gave predominantly dithioformic

  在 10 K 的氩气基质中收集两种区域异构 1,2,4-三硫戊环 S 氧化物的气相热解产物，并通过光谱和计算方法进行研究。“对称”S-氧化物热解的主要产物被鉴定为硫代甲醛S-氧化物和硫代甲醛S-硫化物，而“非对称”S-氧化物主要产生二硫代甲酸，其以s-的混合物形式存在。顺式和 s-反式构象异构体。我们提出了反应途径的合理化，包括密度泛函理论计算。