4-acetonyl-2-formylmethylbutanolide | 113369-09-8

• 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: 4-acetonyl-2-formylmethylbutanolide
• 英文别名: 3-(2-Oxopropyl)-5-(propoxymethyl)oxolan-2-one
• CAS: 113369-09-8
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: TUOGIUOZKSGBNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-acetonyl-2-formylmethylbutanolide 、 1,2-丙二醇 以78%的产率得到
  参考文献：
  名称：

  ARUTYUNYAN, V. S.;NAM, O MI;KOCHIKYAN, T. V.;NAZARYAN, N. R.;AVETISYAN, A+, ARM. XIM. ZH., 40,(1987) N 7, 448-451

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-methyl-2,3-dihydroxy)propyl-4-propoxymethylbutanolide 在 lead(IV) acetate 作用下， 以 苯 为溶剂， 反应 4.0h， 以75%的产率得到4-acetonyl-2-formylmethylbutanolide
  参考文献：
  名称：

  Synthesis and some transformations of 2-alkenyl-4-alkoxymethylbutanolides

  摘要：

  The alkylation of 4-alkoxymethyl-2-ethoxycarbonylbutanolides led to the formation of 2-alkenyl-4-alkoxymethyl-2-ethoxycarbonylbutanolides which at alkaline hydrolysis provided new 2-alkenyl-4-alkoxymethylbutanolides. By oxidation of the latter with a mixture of hydrogen peroxide and formic acid 4-alkoxymethyl-2-(2-R-2,3-dihydroxy)propylbutanolides were obtained. The diololactones were shown to suffer under the conditions of the pinacol-pinacolone rearrangement a conversion into previously unknown formyl- and epoxylactones.

  DOI：

  10.1134/s1070428006080136

文献信息

• ARUTYUNYAN, V. S.;NAM, O MI;KOCHIKYAN, T. V.;NAZARYAN, N. R.;AVETISYAN, A+, ARM. XIM. ZH., 40,(1987) N 8, 532-533
  作者：ARUTYUNYAN, V. S.、NAM, O MI、KOCHIKYAN, T. V.、NAZARYAN, N. R.、AVETISYAN, A+

  DOI：——

  日期：——
• ARUTYUNYAN, V. S.;NAM, O MI;KOCHIKYAN, T. V.;NAZARYAN, N. R.;AVETISYAN, A+, ARM. XIM. ZH., 40,(1987) N 7, 448-451
  作者：ARUTYUNYAN, V. S.、NAM, O MI、KOCHIKYAN, T. V.、NAZARYAN, N. R.、AVETISYAN, A+

  DOI：——

  日期：——
• Synthesis and some transformations of 2-alkenyl-4-alkoxymethylbutanolides
  作者：T. V. Kochikyan、M. A. Samvelyan、E. V. Arutyunyan、V. S. Arutyunyan、A. A. Avetisyan

  DOI：10.1134/s1070428006080136

  日期：2006.8

  The alkylation of 4-alkoxymethyl-2-ethoxycarbonylbutanolides led to the formation of 2-alkenyl-4-alkoxymethyl-2-ethoxycarbonylbutanolides which at alkaline hydrolysis provided new 2-alkenyl-4-alkoxymethylbutanolides. By oxidation of the latter with a mixture of hydrogen peroxide and formic acid 4-alkoxymethyl-2-(2-R-2,3-dihydroxy)propylbutanolides were obtained. The diololactones were shown to suffer under the conditions of the pinacol-pinacolone rearrangement a conversion into previously unknown formyl- and epoxylactones.