5,5,10,10-tetramethyl-15-methylenetrispiro[3.1.3.1.3.1]pentadecane | 192378-62-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5,5,10,10-tetramethyl-15-methylenetrispiro[3.1.3.1.3.1]pentadecane
• 英文别名: 10,10,15,15-Tetramethyl-5-methylidenetrispiro[3.1.36.1.311.14]pentadecane
• CAS: 192378-62-4
• 化学式: C₂₀H₃₂
• 分子量: 272.474
• InChiKey: NXSOJIOUKFMNHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5,5,10,10-tetramethyl-15-methylenetrispiro[3.1.3.1.3.1]pentadecane 在 platinum(IV) oxide zinc silver 、 氢气 作用下， 以 乙醚 、 正己烷 、 溶剂黄146 为溶剂， 45.0~50.0 ℃ 、111.46 kPa 条件下， 反应 13.0h， 生成 3,3,5,5-tetramethyl-dispiro[bicyclo[4.3.0]non-1(6)-en-2,1':4,1''-biscyclobutane]
  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：

  5,5,10,10,15-pentamethyltrispiro[3.1.3.1.3.1]pentadecan-15-ol 在 吡啶 、 三氯氧磷 作用下， 生成 5,5,10,10-tetramethyl-15-methylenetrispiro[3.1.3.1.3.1]pentadecane 、 2,2,4,4,6-pentamethyl-dispiro[bicyclo[4.3.0]non-1(9)-ene-3,1':5,1''-biscyclobutane]
  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