5a,6,7,8,9,10-hexahydro-5H-cycloheptanaphthalene | 129156-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5a,6,7,8,9,10-hexahydro-5H-cycloheptanaphthalene
• 英文别名: 7,8,9,10,10a,11-hexahydro-6H-cyclohepta[b]naphthalene
• CAS: 129156-32-7
• 化学式: C₁₅H₁₈
• 分子量: 198.308
• InChiKey: LWCJSNMTNIOTKC-UHFFFAOYSA-N

物化性质

• 沸点：
  319.0±17.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-<(2-ethenylphenyl)methyl>cycloheptanone 在 titanium(III) chloride 、 臭氧 、 三苯基膦 作用下， 以 乙二醇二甲醚 为溶剂， 反应 14.17h， 生成 5a,6,7,8,9,10-hexahydro-5H-cycloheptanaphthalene
  参考文献：
  名称：

  New low-valent titanium reagents for dicarbonyl coupling and their use in a general method of annulation

  摘要：

  New low-valent titanium reagents have been prepared by reducing TiCl3 (1 mol) with C8K (2 mol) or by reducing TiCl4 (1 mol) with Na-naphthalene (2.75 mol). Ketones carrying a chain that incorporates a suitably placed oxo function (aldehyde or ketone) undergo intramolecular dicarbonyl coupling to produce a bicyclic compound when treated with an excess (16-17 mol of titanium halide per mol of dicarbonyl compound) of one of these reagents. The procedure works well even for highly oxygenated substrates and constitutes a general method of annulation. Other reducing agents besides C8K or Na-naphthalene are suitable, and a brief examination of Na(Hg) and Na-K alloy was made. The C8K/TiCl3 system was also used to convert a cis-1,2-diol into the corresponding olefin.

  DOI：

  10.1021/jo00022a042