ethyl α-cyano-2-isophorone acetate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ethyl α-cyano-2-isophorone acetate
• 英文别名: Ethyl 2-cyano-2-(2,4,4-trimethyl-6-oxocyclohexen-1-yl)acetate
• 化学式: C₁₄H₁₉NO₃
• 分子量: 249.31
• InChiKey: ACQQIGBPUQVZPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异佛尔酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 、 双氧水 、 甲基三辛基氯化铵 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 1.02h， 生成 ethyl α-cyano-2-isophorone acetate
  参考文献：
  名称：

  Epoxyisophorone ring-opening: an efficient route for the introduction of functional groups at position 2 of isophorone

  摘要：

  Functional groups were selectively introduced at the C-2 position of isophorone via the epoxide ring-opening with several nucleophiles. Various behaviours were observed depending on the reaction conditions and the nature of nucleophilic reagents. Electronic and steric effects of the reactants were discussed. The best experimental systems involved LiClO4 salt effect in acetonitrile, phase transfer catalysis or KF-alumina under solvent-free conditions under microwaves. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00131-4

文献信息

• Epoxyisophorone ring-opening: an efficient route for the introduction of functional groups at position 2 of isophorone
  作者：Bouchra Rissafi、Noureddine Rachiqi、Ahmed El Louzi、André Loupy、Alain Petit、Souâd Fkih-Tétouani

  DOI：10.1016/s0040-4020(01)00131-4

  日期：2001.4

  Functional groups were selectively introduced at the C-2 position of isophorone via the epoxide ring-opening with several nucleophiles. Various behaviours were observed depending on the reaction conditions and the nature of nucleophilic reagents. Electronic and steric effects of the reactants were discussed. The best experimental systems involved LiClO4 salt effect in acetonitrile, phase transfer catalysis or KF-alumina under solvent-free conditions under microwaves. (C) 2001 Elsevier Science Ltd. All rights reserved.