1-(4-chlorobutyl)-2-oxo-cyclododecanecarbonitrile | 173030-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-chlorobutyl)-2-oxo-cyclododecanecarbonitrile
• CAS: 173030-70-1
• 化学式: C₁₇H₂₈ClNO
• 分子量: 297.868
• InChiKey: FMZJQWOGBBTFEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  40.86
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(4-chlorobutyl)-2-oxo-cyclododecanecarbonitrile 在 sodium azide 、 samarium diiodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 1-(4-aminobutyl)-2-oxo-cyclododecanecarbonitrile
  参考文献：
  名称：

  Samarium diiodide induced ring enlargement of azidocyclododecanones to various macrocyclic lactams

  摘要：

  The synthesis of 2-cyanocyclododecanones 3 a-c alpha-substituted by an azidoalkyl chain is described. Compounds 3a (n=3) and 3b (n=4) were treated with SmI2 to afford in one step, the macrocyclic lactams 4a and 4b via five- and six- membered rings, respectively. For comparison, these lactams were also synthesized from 3a-b by a standard procedure. The synthesis of the 23-membered ring lactam 4c from 3c (n=10) was then attempted by both methods.

  DOI：

  10.1016/0040-4020(95)00753-u
• 作为产物：
  描述：

  1-溴-4-氯丁烷 、 2-氧代环十二烷-1-腈 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 48.0h， 生成 1-(4-chlorobutyl)-2-oxo-cyclododecanecarbonitrile
  参考文献：
  名称：

  Samarium diiodide induced ring enlargement of azidocyclododecanones to various macrocyclic lactams

  摘要：

  The synthesis of 2-cyanocyclododecanones 3 a-c alpha-substituted by an azidoalkyl chain is described. Compounds 3a (n=3) and 3b (n=4) were treated with SmI2 to afford in one step, the macrocyclic lactams 4a and 4b via five- and six- membered rings, respectively. For comparison, these lactams were also synthesized from 3a-b by a standard procedure. The synthesis of the 23-membered ring lactam 4c from 3c (n=10) was then attempted by both methods.

  DOI：

  10.1016/0040-4020(95)00753-u