1-(1,3-氧硫杂环戊烷-2-基)乙酮 | 76887-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧硫杂环戊烷
• 中文名称: 1-(1,3-氧硫杂环戊烷-2-基)乙酮
• 英文名称: 2-acetyl-1,3-oxathiolane
• 英文别名: 1-(1,3-Oxathiolan-2-yl)ethan-1-one；1-(1,3-oxathiolan-2-yl)ethanone
• CAS: 76887-11-1
• 化学式: C₅H₈O₂S
• 分子量: 132.183
• InChiKey: RMINDFBKTVQYEX-UHFFFAOYSA-N

物化性质

• 沸点：
  239.7±40.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(2-Hydroxy-ethylsulfanyl)-2,3-dimethyl-2H-isoxazol-5-one 以 苯 为溶剂， 以18%的产率得到1-(1,3-氧硫杂环戊烷-2-基)乙酮
  参考文献：
  名称：

  4-取代的异恶唑啉-5-酮的光解：硫稳定的亚氨基碳烯

  摘要：

  4-亚氨基化的2，3-二甲基异恶唑啉-5-酮的光解反应通过亚氨基卡宾中间体进行，该中间体被甲醇捕集，得到丙酮酸醛缩醛。

  DOI：

  10.1039/c39800001054

文献信息

• SASAKI TADASHI; HAYAKAWA KENJI; HISHIDA SUMIO, J. CHEM. SOC. CHEM. COMMUN., 1980, NO 22, 1054-1055
  作者：SASAKI TADASHI、 HAYAKAWA KENJI、 HISHIDA SUMIO

  DOI：——

  日期：——
• ——
  作者：N. A. Keiko、E. A. Funtikova、L. G. Stepanova、Yu. A. Chuvashev、A. I. Albanov、M. G. Voronkov

  DOI：10.1023/a:1013909715161

  日期：——

  The reaction between 2-alkoxypropenals and 2-mercaptoethanol was studied at 20 and 60degreesC by means of H-1 NMR and GC-MS methods. Under kinetically controlled conditions (20degreesC, 7-30 days) with no catalyst the addition of 2-mercaptoethanol to 2-alkoxypropenals occurs along Markownikoff rule. The arising 2'-hydroxyethylthio-2-alkoxypropanal undergoes isomerization into the 2-hydroxy-3-alkoxy-3-methyl-1,4-oxathiane that at heating in the presence of catalytic amounts of acids is converted into 2-methyl-2-formyl-1, 3-oxathiolane. The reaction of 2-alkoxypropenals with 2-mercaptoethanol at heating (60degreesC, 3 h) in the presence of acids affords 2-methyl-2,2'-bi(1,3-oxathiolane) even at 2-mercaptoethanol deficit. At the double excess of the latter the 2-methyl-2,2'-bi(1,3-oxathiolane) was obtained in quantitative yield. The presumable schemes of conversion of 2-hydroxy-3-alkoxy-3-methyl-1,4-oxathiane into 2-methyl-2-formyl-1,3-oxathiolane and 2-acetyl-1,3-oxathiolane are discussed.
• Photolysis of 4-substituted isoxazolin-5-ones: sulphur-stabilized iminocarbenes
  作者：Tadashi Sasaki、Kenji Hayakawa、Sumio Nishida

  DOI：10.1039/c39800001054

  日期：——

  Photolyses of 4-sulphenylated 2,3-dimethylisoxazolin-5-one proceed via iminocarbene intermediates which are trapped with methanol to give pyruvic aldehyde thioacetals.

  4-亚氨基化的2，3-二甲基异恶唑啉-5-酮的光解反应通过亚氨基卡宾中间体进行，该中间体被甲醇捕集，得到丙酮酸醛缩醛。