2-thiatricyclo<3.3.1.1^3,7>decane-4,8-dione | 61521-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻庚烷
• 英文名称: 2-thiatricyclo<3.3.1.1^3,7>decane-4,8-dione
• 英文别名: 2-Thiaadamantane-4,8-dione；2-thiatricyclo[3.3.1.13,7]decane-4,8-dione
• CAS: 61521-28-6
• 化学式: C₉H₁₀O₂S
• 分子量: 182.243
• InChiKey: FBAOJYLPVGWTEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-thiatricyclo<3.3.1.1^3,7>decane-4,8-dione 在 间氯过氧苯甲酸 作用下， 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  The determination of sulfoxide configuration in six-membered rings using NMR spectroscopy and DFT calculations

  摘要：

  Cyclic six-membered ring sulfoxides and sulfones were prepared by a stepwise in situ oxidation of the corresponding sulfides with meta-chloroperbenzoic acid in an NMR tube. The oxidation was followed by NMR spectra and the H-1 and C-13 NMR data were collected. The geometries of all of the compounds were optimized using the DFT B3LYP/6-31G** method and the C-13 and H-1 NMR chemical shifts were calculated for geometry-optimized structures with the DFT B3LYP/6-31++G** method. The calculated C-13 NMR chemical shifts induced by oxidation (Delta delta values) are in very good agreement with the experimental data and can be used to determine the oxidation state of the sulfur atom (-S-, -SO-, -SO2-). The characteristic differences of the induced oxidation chemical shifts of carbon atoms at the alpha- and beta-position to sulfur were successfully used for distinguishing between the diastereoisomeric sulfoxides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.001
• 作为产物：
  描述：

  2,6-di(pyrrolidin-1-yl)bicyclo[3.3.1]nona-2,6-diene 在 二氯化硫 、 三乙胺 作用下， 以 氯仿 为溶剂， 生成 2-thiatricyclo<3.3.1.1^3,7>decane-4,8-dione
  参考文献：
  名称：

  Bridgehead alkylated 2-thiaadamantanes: novel markers for sulfurisation processes occurring under high thermal stress in deep petroleum reservoirs

  摘要：

  已在石油中鉴定出两种桥头烷基化 2-硫金刚烷（1,5-二甲基和 1-甲基）；这些化合物为影响经历高热应力的石油的硫化过程提供了线索。

  DOI：

  10.1039/b203551k

文献信息

• Hawkins, Stephen C.; Scudder, Marcia L.; Craig, Donald C., Journal of the Chemical Society. Perkin transactions II, 1990, # 6, p. 855 - 870
  作者：Hawkins, Stephen C.、Scudder, Marcia L.、Craig, Donald C.、Rae, A. David、Raof, Razman B. Abdul、et al.

  DOI：——

  日期：——
• Hawkins, Stephen C.; Bishop, Roger; Craig, Donald C., Journal of the Chemical Society. Perkin transactions II, 1993, # 10, p. 1737 - 1746
  作者：Hawkins, Stephen C.、Bishop, Roger、Craig, Donald C.、Dance, Ian G.、Rae, A. David、Scudder, Marcia L.

  DOI：——

  日期：——
• Bishop, Roger; Lee, Gum-Hee, Australian Journal of Chemistry, 1987, vol. 40, # 2, p. 249 - 255
  作者：Bishop, Roger、Lee, Gum-Hee

  DOI：——

  日期：——