5,5,10,10,15-pentamethyltrispiro[3.1.3.1.3.1]pentadecan-15-ol | 192378-59-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5,10,10,15-pentamethyltrispiro[3.1.3.1.3.1]pentadecan-15-ol
• CAS: 192378-59-9
• 化学式: C₂₀H₃₄O
• 分子量: 290.489
• InChiKey: CJQABRTZTUPHNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5,5,10,10,15-pentamethyltrispiro[3.1.3.1.3.1]pentadecan-15-ol 在 吡啶 、 zinc silver 、 三氯氧磷 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.3.0]heptadecane
  参考文献：
  名称：

  Sterically crowded cyclohexanes—10 Synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.3.0]heptadecane

  摘要：

  The synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.-3.0]hepradecane (11) are described. 11 adopts a chair conformation in solution. Its barrier of inversion proved inaccessible by DNMR but could be determined from equilibration studies with stereoselectively labeled [1-C-13](e)-11. The results were as follows: Delta H-not equal = 104.7 kJ/mol Delta S-not equal = -13.1 J/mol.K and Delta G(298)(not equal) = 108.6 kJ/mol. The stereoisomers of [1-C-13](e,a)-11 thus represent a further case of conformational isomerism within the cyclohexane family. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00440-7
• 作为产物：
  描述：

  甲基锂 、 5,5,10,10-tetramethyltrispiro[3.1.3.1.3.1]pentadecan-15-one 以 乙醚 为溶剂， 以96%的产率得到5,5,10,10,15-pentamethyltrispiro[3.1.3.1.3.1]pentadecan-15-ol
  参考文献：
  名称：

  Sterically crowded cyclohexanes—10 Synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.3.0]heptadecane

  摘要：

  The synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.-3.0]hepradecane (11) are described. 11 adopts a chair conformation in solution. Its barrier of inversion proved inaccessible by DNMR but could be determined from equilibration studies with stereoselectively labeled [1-C-13](e)-11. The results were as follows: Delta H-not equal = 104.7 kJ/mol Delta S-not equal = -13.1 J/mol.K and Delta G(298)(not equal) = 108.6 kJ/mol. The stereoisomers of [1-C-13](e,a)-11 thus represent a further case of conformational isomerism within the cyclohexane family. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00440-7

文献信息

• Sterically crowded cyclohexanes—10 Synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.3.0]heptadecane
  作者：Beate Rissom、Lutz Fitjer

  DOI：10.1016/s0040-4020(97)00440-7

  日期：1997.6

  The synthesis, conformation and dynamics of 8,8,13,13-tetramethyltetraspiro[2.0.3.1.3.1.-3.0]hepradecane (11) are described. 11 adopts a chair conformation in solution. Its barrier of inversion proved inaccessible by DNMR but could be determined from equilibration studies with stereoselectively labeled [1-C-13](e)-11. The results were as follows: Delta H-not equal = 104.7 kJ/mol Delta S-not equal = -13.1 J/mol.K and Delta G(298)(not equal) = 108.6 kJ/mol. The stereoisomers of [1-C-13](e,a)-11 thus represent a further case of conformational isomerism within the cyclohexane family. (C) 1997 Elsevier Science Ltd.