4,8-dimethylene-2-thiatricyclo<3.3.1.1^3,7>decane | 23504-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: 4,8-dimethylene-2-thiatricyclo<3.3.1.1^3,7>decane
• 英文别名: 4,8-Dimethylene-2-thiaadamantane；4,8-dimethylidene-2-thiatricyclo[3.3.1.13,7]decane
• CAS: 23504-90-7
• 化学式: C₁₁H₁₄S
• 分子量: 178.298
• InChiKey: YTWVHGATJGAWAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,8-dimethylene-2-thiatricyclo<3.3.1.1^3,7>decane 在 mercury(II) diacetate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.25h， 以58%的产率得到anti-4,anti-8-dihydroxy-4,8-dimethyl-2-thiatricyclo<3.3.1.1^3,7>decane
  参考文献：
  名称：

  Hawkins, Stephen C.; Scudder, Marcia L.; Craig, Donald C., Journal of the Chemical Society. Perkin transactions II, 1990, # 6, p. 855 - 870

  摘要：

  DOI：
• 作为产物：
  描述：

  2-thiatricyclo<3.3.1.1^3,7>decane-4,8-dione 、 亚甲基三苯基膦烷 以 二甲基亚砜 为溶剂， 以67%的产率得到4,8-dimethylene-2-thiatricyclo<3.3.1.1^3,7>decane
  参考文献：
  名称：

  Hawkins, Stephen C.; Scudder, Marcia L.; Craig, Donald C., Journal of the Chemical Society. Perkin transactions II, 1990, # 6, p. 855 - 870

  摘要：

  DOI：

文献信息

• 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：——
• The determination of sulfoxide configuration in six-membered rings using NMR spectroscopy and DFT calculations
  作者：M. Dračínský、R. Pohl、L. Slavětínská、J. Janků、M. Buděšínský

  DOI：10.1016/j.tetasy.2011.02.001

  日期：2011.2

  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.
• 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：——