(E)-ethyl 5,6-dimethyl-7-oxohept-5-enoate | 1431792-24-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-ethyl 5,6-dimethyl-7-oxohept-5-enoate
• 英文别名: ethyl (E)-5,6-dimethyl-7-oxohept-5-enoate
• CAS: 1431792-24-3
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: JSUASTBUDQPNFY-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 7-hydroxy-5,6-dimethylhept-5-enoate 在 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 (E)-ethyl 5,6-dimethyl-7-oxohept-5-enoate 、 (Z)-ethyl 5,6-dimethyl-7-oxohept-5-enoate
  参考文献：
  名称：

  α-Diazo-β-ketonitriles: Uniquely Reactive Substrates for Arene and Alkene Cyclopropanation

  摘要：

  An investigation of the intramolecular cyclopropanation reactions of alpha-diazo-beta-ketonitriles is reported. These studies reveal that alpha-diazo-beta-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor acceptor-substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products. alpha-Diazo-beta-ketonitriles also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes. In addition, the alpha-cyano-alpha-ketocyclopropane products are demonstrated to serve as substrates for S(N)2, S(N)2', and aldehyde cycloaddition reactions.

  DOI：

  10.1021/ja401610p