2-methylene-5-oxaspiro<4.3>octan-6-one | 131515-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2-methylene-5-oxaspiro<4.3>octan-6-one
• 英文别名: 2-methylidene-5-oxaspiro[3.4]octan-6-one
• CAS: 131515-56-5
• 化学式: C₈H₁₀O₂
• 分子量: 138.166
• InChiKey: MQFZTWLUSCMWPA-UHFFFAOYSA-N

物化性质

• 沸点：
  277.8±29.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-碘丙酸 、 [1.1.1]螺桨烷 以 乙醚 为溶剂， 反应 1.0h， 生成 2-methylene-5-oxaspiro<4.3>octan-6-one
  参考文献：
  名称：

  Synthesis of doubly bridgehead substituted bicyclo[1.1.1]pentanes. Radical transformations of bridgehead halides and carboxylic acids

  摘要：

  Synthetic transformations of the 1-bicyclo[1.1.1]pentyl bridgehead radicals 11 generated from the corresponding bridgehead iodides 3 and carboxylic acids 5 are described. The relatively high nucleophilicity of these radicals was utilized in reactions with carbonyl compounds. In the reaction sequence of preparation of the iodides 3 and their further transformations, [1.1.1]propellane (2) is a synthetic equivalent of the recently described bicyclo[1.1.1]penta-1,3-dienyl dianion (8).

  DOI：

  10.1021/jo00001a058

文献信息

• KASZYNSKI, PIOTR;MCMURDIE, NEIL D.;MICHL, JOSEF, J. ORG. CHEM., 56,(1991) N, C. 307-316
  作者：KASZYNSKI, PIOTR、MCMURDIE, NEIL D.、MICHL, JOSEF

  DOI：——

  日期：——
• Synthesis of doubly bridgehead substituted bicyclo[1.1.1]pentanes. Radical transformations of bridgehead halides and carboxylic acids
  作者：Piotr Kaszynski、Neil D. McMurdie、Josef Michl

  DOI：10.1021/jo00001a058

  日期：1991.1

  Synthetic transformations of the 1-bicyclo[1.1.1]pentyl bridgehead radicals 11 generated from the corresponding bridgehead iodides 3 and carboxylic acids 5 are described. The relatively high nucleophilicity of these radicals was utilized in reactions with carbonyl compounds. In the reaction sequence of preparation of the iodides 3 and their further transformations, [1.1.1]propellane (2) is a synthetic equivalent of the recently described bicyclo[1.1.1]penta-1,3-dienyl dianion (8).