1-环戊基-1-戊烯-4-炔-3-酮 | 125443-06-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-环戊基-1-戊烯-4-炔-3-酮
• 英文名称: 1-cyclopentyl-1-penten-4-yn-3-one
• CAS: 125443-06-3；125443-10-9
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: HEMCQYMHGJHABY-UHFFFAOYSA-N

物化性质

• 沸点：
  227.4±23.0 °C(Predicted)
• 密度：
  1.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-环戊基-1-戊烯-4-炔-3-酮 在 collidinium p-toluene sulfonate 、 对苯二酚 作用下， 以 均三甲苯 为溶剂， 反应 16.0h， 以14%的产率得到4-甲基茚满-5-醇
  参考文献：
  名称：

  Enynones in Organic Synthesis. 8. Synthesis of the Antimicrobial-Cytotoxic Agent Juncusol and Members of the Effusol Class of Phenols

  摘要：

  Two new syntheses of phenols have been developed which have been utilized in an efficient preparation of the antimicrobial-cytotoxic agent juncusol (22) and several members of the effusol (23) class of phenols. These results complement our earlier studies with enynones of type 42 and provide for the highly efficient conversion of 42 to either methylenecyclopentenones 45 or phenols of type 47 or 54 with virtually 100% selectivity.

  DOI：

  10.1021/jo00107a017

文献信息

• Enynones in organic synthesis. III. A novel synthesis of phenols
  作者：Peter A. Jacobi、Joseph I. Kravitz

  DOI：10.1016/s0040-4039(00)88463-4

  日期：1988.1
• Enynones in Organic Synthesis. 8. Synthesis of the Antimicrobial-Cytotoxic Agent Juncusol and Members of the Effusol Class of Phenols
  作者：Peter A. Jacobi、Joseph I. Kravitz、Wanjun Zheng

  DOI：10.1021/jo00107a017

  日期：1995.1

  Two new syntheses of phenols have been developed which have been utilized in an efficient preparation of the antimicrobial-cytotoxic agent juncusol (22) and several members of the effusol (23) class of phenols. These results complement our earlier studies with enynones of type 42 and provide for the highly efficient conversion of 42 to either methylenecyclopentenones 45 or phenols of type 47 or 54 with virtually 100% selectivity.