3,4-bis(thioisocyanomethyl)-1,3,5-cycloheptatriene | 899811-31-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫氰酸盐
• 英文名称: 3,4-bis(thioisocyanomethyl)-1,3,5-cycloheptatriene
• CAS: 899811-31-5
• 化学式: C₁₁H₁₀N₂S₂
• 分子量: 234.346
• InChiKey: NSQSEXUPZXIOOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,4-bis(thioisocyanomethyl)-1,3,5-cycloheptatriene 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.5h， 以70%的产率得到3,6,9-trihydrocyclohepta[d][1,2]dithiin
  参考文献：
  名称：

  Synthesis and Structural Analysis of 3,6,8,11,16-Hexahydrodicyclopenta[c,h][1,6]dithiecin

  摘要：

  The cycloaddition reaction of 3,6,9-tfihydrocyclohepta[c][1,2]dithiin (5), prepared from 3,4-bis(bromomethyl)-1,3,5-cycloheptatriene (3) in two steps, with 3,4-dimethylene-1,5-cycloheptadiene (6) in the presence of boron trifluoride-etherate gave 3,6,8,11,16-hexahydrodicyclohepta[c,h][1,6]dithiecin (2). The temperature-dependent NMR study indicated that 2 possesses the fluxional tetrahydrodithiecin moiety in solution at room temperature. The X-Ray crystal structure analysis showed that 2 has an S-letter shape which was supported as the most stable conformer by DFT molecular orbital calculations.

  DOI：

  10.3987/com-06-10718
• 作为产物：
  描述：

  3,4-bis(bromomethyl)-1,3,5-cycloheptatriene 、 potassium thioacyanate 以 乙醇 为溶剂， 反应 4.0h， 以99%的产率得到3,4-bis(thioisocyanomethyl)-1,3,5-cycloheptatriene
  参考文献：
  名称：

  Synthesis and Structural Analysis of 3,6,8,11,16-Hexahydrodicyclopenta[c,h][1,6]dithiecin

  摘要：

  The cycloaddition reaction of 3,6,9-tfihydrocyclohepta[c][1,2]dithiin (5), prepared from 3,4-bis(bromomethyl)-1,3,5-cycloheptatriene (3) in two steps, with 3,4-dimethylene-1,5-cycloheptadiene (6) in the presence of boron trifluoride-etherate gave 3,6,8,11,16-hexahydrodicyclohepta[c,h][1,6]dithiecin (2). The temperature-dependent NMR study indicated that 2 possesses the fluxional tetrahydrodithiecin moiety in solution at room temperature. The X-Ray crystal structure analysis showed that 2 has an S-letter shape which was supported as the most stable conformer by DFT molecular orbital calculations.

  DOI：

  10.3987/com-06-10718