2-(2-carboxyethyl)-4-pentanolide | 90482-51-2

• 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-(2-carboxyethyl)-4-pentanolide
• 英文别名: 3-(5-methyl-2-oxo-tetrahydro-furan-3-yl)-propionic acid；3-(5-methyl-2-oxo-tetrahydro-[3]furyl)-propionic acid；3-(5-Methyl-2-oxo-tetrahydro-[3]furyl)-propionsaeure；α-<2-Carboxy-ethyl>-γ-valerolacton；3-(5-methyl-2-oxooxolan-3-yl)propanoic acid
• CAS: 90482-51-2
• 化学式: C₈H₁₂O₄
• 分子量: 172.181
• InChiKey: KCFUGVMSKQJUDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• 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：

  2-(2-cyanoethyl)-4-pentanolide 在 盐酸 作用下， 反应 5.0h， 生成 2-(2-carboxyethyl)-4-pentanolide
  参考文献：
  名称：

  Condensation of 4-Substituted 2-Ethoxycarbonyl-4-pentanolides with  , -Unsaturated Compounds

  摘要：

  Condensation of 4-substituted 2-ethoxycarbonyl-4-pentanolides with methyl acrylate and acrylonitrile under Michael reaction conditions in the presence of sodium methylate affords 4-substituted 2-ethoxycarbonyl-2-(2-methoxycarbonyl- or cyano)ethyl-4-pentanolides. The latter were subjected to alkaline hydrolysis, and 4-substituted 2-carboxy-2-(2-carboxyethyl)-4-pentanolides were isolated which on decarboxylation yielded 4-substituted 2-(2-carboxyethyl)-4-pentanolides. The partial hydrolysis of 2-ethoxy-carbonyl-2-(2-cyanoethyl)-4-pentanolides gave rise to previously unknown cyanolactones.

  DOI：

  10.1023/b:rujo.0000010182.81247.09

文献信息

• McRae et al., Canadian Journal of Research, Section B: Chemical Sciences, 1943, vol. 21, p. 186,191
  作者：McRae et al.

  DOI：——

  日期：——