[1,3]Dithiane 1,1,3-trioxide | 134461-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: [1,3]Dithiane 1,1,3-trioxide
• 英文别名: 1,3-Dithiane 1,1,3-trioxide
• CAS: 134461-64-6
• 化学式: C₄H₈O₃S₂
• 分子量: 168.238
• InChiKey: WNYLLOIQTPRYNO-UHFFFAOYSA-N

物化性质

• 熔点：
  204-206 °C(Solvent: Methanol)
• 沸点：
  544.9±39.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  9
• 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：
  78.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-dithiane-cis-1,3-dioxide 在 dinitrogen tetraoxide 作用下， 生成 [1,3]Dithiane 1,1,3-trioxide 、 trans-1(RS)-3(RS)-1,3-Dithiane 1,3-dioxide
  参考文献：
  名称：

  Aggarwal, Varinder K.; Davies, Ian W.; Franklin, Richard J., Journal of the Chemical Society. Perkin transactions I, 1991, # 3, p. 662 - 664

  摘要：

  DOI：

文献信息

• [MoO3(2,2′–bipy)]n catalyzed oxidation of amines and sulfides
  作者：Irene Tosi、Carolina Vurchio、Marta Abrantes、Isabel S. Gonçalves、Martyn Pillinger、Fabrizio Cavani、Franca M. Cordero、Alberto Brandi

  DOI：10.1016/j.catcom.2017.09.022

  日期：2018.1

  catalyst [MoO3(2,2′–bipy)]n has been employed in the oxidation of secondary amines to nitrones, and sulfides to sulfoxides or sulfones, using tert–butylhydroperoxide (TBHP) as the stoichiometric oxidant. Whereas the oxidation of amines occurs with less proficiency with respect to other previously studied polymeric Mo catalysts, the oxidation of sulfides occurs in high yield and selectivity. The catalyst

  聚合催化剂[MoO 3（2,2'-bipy）] n已使用叔丁基氢过氧化物（TBHP）作为化学计量氧化剂，用于将仲胺氧化为硝酮，将硫化物氧化为亚砜或砜。相对于其他先前研究的聚合Mo催化剂，胺的氧化效率较低，而硫化物的氧化产率高且选择性高。该催化剂在底物范围（芳族，脂族和环状硫化物，硫杂环化合物，例如二甲基二苯并噻吩，其氧化形成燃料脱硫的氧化/分离过程的基础）方面具有灵活性，并且具有转换亚砜/砜产物选择性的能力通过调节反应条件。
• Studies on the oxidation of 1, 3-dithiane and 5, 5-disubstituted analogues including X-ray crystal structure, equilibration studies and pK a measurements on selected oxides
  作者：Varinder K. Aggarwal、Ian W. Davies、Richard Franklin、John Maddock、Mary F. Mahon、Kieran C. Molloy

  DOI：10.1039/p19940002363

  日期：——

  Oxidation of 1,3-dithiane has been carried out using eight different oxidants under several different reaction conditions. The most favourable conditions for obtaining the required trans-1,3-dithiane 1,3-dioxide were to use either MCPBA in Et(2)O or NaIO4 in MeOH-H2O. Other 5,5-disubstituted-1,3-dithianes were also prepared and subjected to similar oxidations. For these compounds the best oxidant for obtaining the trans-dioxides was O-3. A rationalisation for the stereochemical outcome of the oxidations is presented and requires that trans-1,3-dithiane 1,3-dioxide is more stable than cis-1,3-dithiane 1,3-dioxide. This is borne out by equilibration studies of the two diastereoisomeric sulfoxides using N2O4. A rationalisation for the greater stability of the trans compared to the cis isomer is also presented and fits with the pK(a) values and melting points of the two compounds.