(3,9-dimethyl-2,4,8,10-tetrathiaspiro[5.5]undecan-3-yl)(4-pyridyl)methanol | 915234-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (3,9-dimethyl-2,4,8,10-tetrathiaspiro[5.5]undecan-3-yl)(4-pyridyl)methanol
• CAS: 915234-53-6
• 化学式: C₁₅H₂₁NOS₄
• 分子量: 359.602
• InChiKey: JYDAMXYTJGVOIY-UHFFFAOYSA-N

物化性质

• 沸点：
  562.7±50.0 °C(predicted)
• 密度：
  1.35±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  33.12
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3,9-dimethyl-2,4,8,10-tetrathiaspiro[5.5]undecan-3-yl)(4-pyridyl)methanol 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Conformational Analysis of Spiro-bis-dithiepins:  A Peculiar Case of Axial Chirality

  摘要：

  Spiro-bis-dithiepins are synthesized via dehydrative ring expansion in alpha-hydroxyalkyl spiro-bis-dithianes. Atypical of spiranes possessing axial chirality, the two most stable conformers of substituted spiro-bis-dithiepin have virtually colinear double bonds; i.e., each enantiomer exists in a form of two energy degenerate syn and anti conformations. Because of the high polarizability of the vinyl sulfide moiety, spiro-bis-dithiepins bearing electron-withdrawing substituents offer access to two-state systems possessing large dipole moments, which can be modulated by conformational events.

  DOI：

  10.1021/ol062172s
• 作为产物：
  描述：

  pentaerythrityl tetrathioacetate 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 26.5h， 生成 (3,9-dimethyl-2,4,8,10-tetrathiaspiro[5.5]undecan-3-yl)(4-pyridyl)methanol
  参考文献：
  名称：

  Conformational Analysis of Spiro-bis-dithiepins:  A Peculiar Case of Axial Chirality

  摘要：

  Spiro-bis-dithiepins are synthesized via dehydrative ring expansion in alpha-hydroxyalkyl spiro-bis-dithianes. Atypical of spiranes possessing axial chirality, the two most stable conformers of substituted spiro-bis-dithiepin have virtually colinear double bonds; i.e., each enantiomer exists in a form of two energy degenerate syn and anti conformations. Because of the high polarizability of the vinyl sulfide moiety, spiro-bis-dithiepins bearing electron-withdrawing substituents offer access to two-state systems possessing large dipole moments, which can be modulated by conformational events.

  DOI：

  10.1021/ol062172s