Methyl 3,5-diphenyl-1,2,4-trioxolane-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三氧戊环
• 英文名称: Methyl 3,5-diphenyl-1,2,4-trioxolane-3-carboxylate
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: PMEMHRZBVUTITB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲酰甲酸甲酯 、 Β-苯乙烯甲醚 在 臭氧 作用下， 以 乙醚 为溶剂， 以77%的产率得到Methyl 3,5-diphenyl-1,2,4-trioxolane-3-carboxylate
  参考文献：
  名称：

  Ozonolysis of vinyl ethers in the presence of .alpha.-diketones and .alpha.-keto esters

  摘要：

  Ozonolysis of vinyl ethers in the presence of alpha-diketones provided two types of products, i.e., a Baeyer-Villiger oxidation product and 3-acyl-1,2,4-trioxolane. The evidence suggests that the latter product is labile and, therefore, the former one might be produced by decomposition of the latter. In contrast, 1,2,4-trioxolane-3-carboxylates were stable. As a result, ozonolysis of vinyl ethers in the presence of alpha-keto esters yielded the expected ozonides in high yield.

  DOI：

  10.1021/jo00023a026

文献信息

• Ozonolysis of vinyl ethers in the presence of .alpha.-diketones and .alpha.-keto esters
  作者：Toshihiko Tabuchi、Masatomo Nojima

  DOI：10.1021/jo00023a026

  日期：1991.11

  Ozonolysis of vinyl ethers in the presence of alpha-diketones provided two types of products, i.e., a Baeyer-Villiger oxidation product and 3-acyl-1,2,4-trioxolane. The evidence suggests that the latter product is labile and, therefore, the former one might be produced by decomposition of the latter. In contrast, 1,2,4-trioxolane-3-carboxylates were stable. As a result, ozonolysis of vinyl ethers in the presence of alpha-keto esters yielded the expected ozonides in high yield.