Methyl 2-hydroxy-5-methyl-4-oxo-hexanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Methyl 2-hydroxy-5-methyl-4-oxo-hexanoate
• 英文别名: Methyl 2-hydroxy-5-methyl-4-oxohexanoate
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: XJLFAURLNOSJOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异丁醛 、 丙烯酸甲酯（MA） 在 cobalt(II) 乙酸酐 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以58%的产率得到Methyl 2-hydroxy-5-methyl-4-oxo-hexanoate
  参考文献：
  名称：

  Cobalt(II)-Catalyzed Reaction of Enolizable Aldehydes with Alkenes in the Presence of Dioxygen: The Role of Acyl Radical

  摘要：

  Complex [bis(salicylidene-N-phenethyl)] cobalt(II) (1) catalyzes the reaction of enolizable aliphatic aldehydes and dioxygen with an electron-deficient alkene to afford the adducts 4 and 5, whereas the reaction with unactivated alkenes leads to the corresponding epoxides 6. These reactions are proposed to proceed via a common pathway involving acyl radicals.

  DOI：

  10.1021/jo00083a029

文献信息

• Cobalt(II) catalysed reaction of alkenes with aliphatic aldehydes and molecular oxygen: scope and mechanism
  作者：Sonika Bhatia、T. Punniyamurthy、Beena Bhatia、Javed Iqbal

  DOI：10.1016/s0040-4020(01)87194-5

  日期：1993.7

  prepared using Schiff's bases derived from aromatic aldehydes and amines or α-aminoesters. These complexes are versatile catalyst for the reaction between aliphatic aldehydes and various alkenes. The outcome of the reaction is controlled by the electronic nature of the alkene as the electron deficient alkenes undergo oxidative addition of aldehydes followed by dioxygen incorporation to yield 2-hydr

  可以使用衍生自芳族醛和胺或α-氨基酯的席夫碱制备各种钴（II）配合物。这些络合物是脂肪族醛与各种烯烃之间反应的通用催化剂。反应的结果受烯烃的电子性质控制，因为缺电子的烯烃经历醛的氧化加成反应，然后引入双氧生成2-羟基（酰氧基）-4-氧酸酯或腈，而未活化或富电子的烯烃则提供了相应的环氧化物。这些反应是通过自由基途径进行的，并提出了一种常见的酰基钴中间体，用于形成4和环氧化物7。
• Cobalt(II)-Catalyzed Reaction of Enolizable Aldehydes with Alkenes in the Presence of Dioxygen: The Role of Acyl Radical
  作者：T. Punniyamurthy、Beena Bhatia、Javed Iqbal

  DOI：10.1021/jo00083a029

  日期：1994.2

  Complex [bis(salicylidene-N-phenethyl)] cobalt(II) (1) catalyzes the reaction of enolizable aliphatic aldehydes and dioxygen with an electron-deficient alkene to afford the adducts 4 and 5, whereas the reaction with unactivated alkenes leads to the corresponding epoxides 6. These reactions are proposed to proceed via a common pathway involving acyl radicals.