5-Oxa-8-nonen-3-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-Oxa-8-nonen-3-one
• 英文别名: 1-But-3-enoxybutan-2-one
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: OKZIXRBOTDMZML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-碘-1-丁烯 、 1-羟基-2-丁酮 在 calcium sulfate 、 silver(l) oxide 作用下， 反应 10.0h， 以62%的产率得到5-Oxa-8-nonen-3-one
  参考文献：
  名称：

  Stereochemical Investigations of Samarium(II) Iodide-Promoted 5-Exo and 6-Exo Ketyl-Olefin Radical Cyclization Reactions

  摘要：

  Samarium(II) iodide (SmI2)-promoted ketyl cyclizations of several substituted, unsaturated ketones, providing various cyclopentyl and cyclohexyl systems, have been investigated. The resulting experiments provide stereochemical insight into these reactions and in addition outline the synthetic potential of these 5-exe and 6-exo radical cyclization processes.

  DOI：

  10.1021/jo00109a018

文献信息

• Stereochemical Investigations of Samarium(II) Iodide-Promoted 5-Exo and 6-Exo Ketyl-Olefin Radical Cyclization Reactions
  作者：Gary A. Molander、Jeffrey A. McKie

  DOI：10.1021/jo00109a018

  日期：1995.2

  Samarium(II) iodide (SmI2)-promoted ketyl cyclizations of several substituted, unsaturated ketones, providing various cyclopentyl and cyclohexyl systems, have been investigated. The resulting experiments provide stereochemical insight into these reactions and in addition outline the synthetic potential of these 5-exe and 6-exo radical cyclization processes.