(3E,9E)-1-azidododeca-3,9,11-trien-5-one | 851636-91-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3E,9E)-1-azidododeca-3,9,11-trien-5-one
• CAS: 851636-91-4
• 化学式: C₁₂H₁₇N₃O
• 分子量: 219.286
• InChiKey: LPCWSPMPMUSIIP-YZQQHVNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  16.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65.83
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (3E,9E)-1-azidododeca-3,9,11-trien-5-one 在 双氧水 、 甲基二氯化铝 、 肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 (4S,8S,13R)-1-Aza-tricyclo[6.3.2.0^4,13]tridecan-12-one
  参考文献：
  名称：

  Facile C−N Cleavage in a Series of Bridged Lactams

  摘要：

  A series of strained bi- and tricyclic amides has been shown to be unusually sensitive to cleavage of the C-N bond adjacent to the amide moiety. This bond undergoes facile breaking when subjected to treatment with H2/Pd(OH)2, MeI, and DDQ. In each case, the reaction is highly regioselective and mainly results in breaking the C-N bond that deviates the farthest from its natural planar state. Preliminary experiments that bear on the mechanisms of these reactions are described.

  DOI：

  10.1021/ja050214m
• 作为产物：
  描述：

  在 barium dihydroxide 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 (3E,9E)-1-azidododeca-3,9,11-trien-5-one
  参考文献：
  名称：

  Facile C−N Cleavage in a Series of Bridged Lactams

  摘要：

  A series of strained bi- and tricyclic amides has been shown to be unusually sensitive to cleavage of the C-N bond adjacent to the amide moiety. This bond undergoes facile breaking when subjected to treatment with H2/Pd(OH)2, MeI, and DDQ. In each case, the reaction is highly regioselective and mainly results in breaking the C-N bond that deviates the farthest from its natural planar state. Preliminary experiments that bear on the mechanisms of these reactions are described.

  DOI：

  10.1021/ja050214m