2-ethyl-2-nonen-4-ynal | 566190-80-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-ethyl-2-nonen-4-ynal
• 英文别名: (Z)-2-ethylnon-2-en-4-ynal
• CAS: 566190-80-5
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: OYUSLQOCHZPBAP-LUAWRHEFSA-N

物化性质

• 沸点：
  248.3±23.0 °C(Predicted)
• 密度：
  0.891±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-ethyl-2-nonen-4-ynal 以 四氢呋喃 、 氯仿 为溶剂， 反应 36.0h， 生成 4-ethyl-2-[(E)-2-methoxyhept-2-en-3-yl]-N,N-dimethylpyrrol-1-amine
  参考文献：
  名称：

  Synthesis of Pyrroles through Coupling of Enyne-hydrazones with Fischer Carbene Complexes

  摘要：

  The coupling of enyne-imines with Fischer carbene complexes leads to the formation of alkenylpyrrole derivatives. Maximum yields of pyrrole adducts were obtained using N,N-dimethylhydrazones. A mechanism involving alkyne insertion followed by nucleophilic attack of the imine nitrogen at the intermediate alkenylcarbene complex was proposed.

  DOI：

  10.1021/ol034414j
• 作为产物：
  描述：

  (Z)-2-ethylnon-2-en-4-yn-1-ol 生成 2-ethyl-2-nonen-4-ynal
  参考文献：
  名称：

  A General and Facile Synthesis of Substituted Furans by Palladium-Catalyzed Cycloisomerization of (Z)-2-En-4-yn-1-ols

  摘要：

  A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 degrees C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.

  DOI：

  10.1021/jo990847h