1-methylthiotricyclo[4.1.0.0(2,7)]heptane

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-methylthiotricyclo[4.1.0.0(2,7)]heptane
• 英文别名: (2R,6S)-1-methylsulfanyltricyclo[4.1.0.02,7]heptane
• 化学式: C₈H₁₂S
• 分子量: 140.249
• InChiKey: SAJNKOZAPXIBKS-XEDAXZNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1-methylthiotricyclo[4.1.0.0(2,7)]heptane 、 苯磺酰溴 生成 syn-7-Bromo-endo-6-methylthio-exo-6-phenylsulfonylbicyclo[3.1.1]heptane
  参考文献：
  名称：

  Regio- and stereoselective addition of methane- and bromomethanesulfonyl bromides to 1-phenylthiotricyclo[4.1.0.02,7]heptane

  摘要：

  1-Phenylthiotricyclo[4.1.0.0(2,7)]heptane reacted with MeSO2Br and BrCH2SO2Br directly at mixing at 20A degrees C in CH2Cl2 along a ionic (electrophilic with respect to bromine) mechanism affording a product of an antistereoselective addition to the central bicyclobutane C-1-C-7 bond of the norpinane structure. The reaction product contains the exo-oriented sulfonyl group in the geminal position to the SPh substituent. The structure of the adduct with MeSO2Br in a single crystal was determined by XRD analysis.

  DOI：

  10.1134/s1070428010050027