cyclododecylidenecyclododecane | 76713-45-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: cyclododecylidenecyclododecane
• 英文别名: (1E)-1-cyclododecylcyclododecene
• CAS: 76713-45-6
• 化学式: C₂₄H₄₄
• 分子量: 332.613
• InChiKey: NDZULADEBPWOJC-FCDQGJHFSA-N

物化性质

• 沸点：
  444.7±12.0 °C(Predicted)
• 密度：
  0.851±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.75
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  cyclododecylidenecyclododecane 生成 环十二烷基环十二烷
  参考文献：
  名称：

  NICKON, A.;JOHN, ZURER, P. ST.;HRNJEZ, B.;TINO, J., TETRAHEDRON, 1983, 39, N 16, 2679-2690

  摘要：

  DOI：
• 作为产物：
  描述：

  环十二酮 在 titanium(III) chloride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 以85%的产率得到cyclododecylidenecyclododecane
  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

文献信息

• NICKON A.; ZURER P. S. J., TETRAHEDRON LETT., 1980, 21, NO 37, 3527-3530,
  作者：NICKON A.、 ZURER P. S. J.

  DOI：——

  日期：——
• NICKON, A.;ZURER, P. ST. J., J. ORG. CHEM., 1981, 46, N 23, 4685-4694
  作者：NICKON, A.、ZURER, P. ST. J.

  DOI：——

  日期：——
• New low-valent titanium reagents for dicarbonyl coupling and their use in a general method of annulation
  作者：Derrick L. J. Clive、Chengzhi Zhang、K. S. Keshava Murthy、William D. Hayward、Sylvain Daigneault

  DOI：10.1021/jo00022a042

  日期：1991.10

  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.
• NICKON, A.;JOHN, ZURER, P. ST.;HRNJEZ, B.;TINO, J., TETRAHEDRON, 1983, 39, N 16, 2679-2690
  作者：NICKON, A.、JOHN, ZURER, P. ST.、HRNJEZ, B.、TINO, J.

  DOI：——

  日期：——