1,1',5,5'-tetrahydro-7,7',8,8'-tetramethyl-3,3'-spirobi<2,4-benzodithiepin>

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,1',5,5'-tetrahydro-7,7',8,8'-tetramethyl-3,3'-spirobi<2,4-benzodithiepin>
• 英文别名: 7,7',8,8'-Tetramethyl-3,3'-spirobi[1,5-dihydro-2,4-benzodithiepine]
• 化学式: C₂₁H₂₄S₄
• 分子量: 404.686
• InChiKey: LGVNYRXYRDGYGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-二(氯甲基)-4,5-二甲苯 、 sodium trithiocarbonate 以 乙醇 为溶剂， 以94%的产率得到1,1',5,5'-tetrahydro-7,7',8,8'-tetramethyl-3,3'-spirobi<2,4-benzodithiepin>
  参考文献：
  名称：

  Synthesis and Conformational Dynamics of 1,1',5,5'-Tetrahydro-7,7',8,8'-tetramethyl-3,3'-spirobi[2,4-benzodithiepin]

  摘要：

  The title compound 1 was prepared in one step from 1,2-bis(chloro methyl)-4,5-dimethylbenzene and sodium trithiocarbonate generated in situ from carbon disulfide, hydrogen sulfide, and sodium ethoxide in ethanol. Conformational analysis of 1 has been carried out using H-1- and C-13-NMR spectroscopy, X-ray analysis, and semiempirical calculations. The results indicate that in the solid state 1 exists in a chair-twist-boat conformation while in solution it undergoes two intramolecular dynamic processes, pseudorotation at lower temperature (similar to 250 K) and ring inversion at higher temperature (similar to 280 K), with the activation energies (Delta G(double dagger)) of approximately 54 and 56 kc/mol, respectively....................................................................................................................................................................................................................goes two intramolecular dynamic processes, pseudorotation at lower temperature (similar to 250 K) and ring inversion at higher temperature (similar to 280 K), with the activation energies (Delta G double dagger) of approximately 54 and 56 kc/mol, respectively.

  DOI：

  10.1021/jo00125a019