Ethyl α-fluoro-α-(phenylthio)acetoacetate | 139101-25-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Ethyl α-fluoro-α-(phenylthio)acetoacetate
• 英文别名: ethyl 2-fluoro-2-(phenylthio)-3-oxobutyrate；Ethyl 2-fluoro-3-oxo-2-phenylsulfanylbutanoate
• CAS: 139101-25-0
• 化学式: C₁₂H₁₃FO₃S
• 分子量: 256.298
• InChiKey: AJNWQAJTCSJPEY-UHFFFAOYSA-N

物化性质

• 沸点：
  313.5±42.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl α-fluoro-α-(phenylthio)acetoacetate 在 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到2,3,3-Trifluoro-2-phenylsulfanyl-butyric acid ethyl ester
  参考文献：
  名称：

  Synthesis of Tetrasubstituted Vicinal Difluoroolefines

  摘要：

  DOI：

  10.1016/00404-0399(50)09345-
• 作为产物：
  描述：

  2-phenylsulfanyl-acetoacetic acid ethyl ester 在 过氯酰氟 、 sodium hydride 作用下， 生成 Ethyl α-fluoro-α-(phenylthio)acetoacetate
  参考文献：
  名称：

  Chemistry of novel compounds with multifunctional carbon structure. 7. Synthetic studies of the potentially versatile monofluoro molecules, .alpha.-functionalized .alpha.-fluoro-.beta.-keto esters

  摘要：

  DOI：

  10.1021/jo00033a058

文献信息

• Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position .alpha. to the Sulfur Atom
  作者：Toshio Fuchigami、Moriyasu Shimojo、Akinori Konno

  DOI：10.1021/jo00116a037

  日期：1995.6

  Regiospecific monofluorination of various sulfides bearing electron-withdrawing substituents, cyano, ester, acyl, amino, and phosphonate groups,at their alpha-positions was successfully carried out by the anodic oxidation of the sulfides in Et(3)N . 3HF/MeCN using an undivided cell. Fluorine was introduced at the position alpha to the sulfur atom selectively. Fluorination of alpha-(phenylthio)-substituted cyclic carbonyl compounds was also successful. Furthermore, anodic alpha,alpha-difluorination of ethyl alpha-(phenylthio)acetate was also successfully carried out although a large amount of electricity was required.
• Chemistry of novel compounds with multifunctional carbon structure. 7. Synthetic studies of the potentially versatile monofluoro molecules, .alpha.-functionalized .alpha.-fluoro-.beta.-keto esters
  作者：Yoshio Takeuchi、Hironobu Ogura、Arihiro Kanada、Toru Koizumi

  DOI：10.1021/jo00033a058

  日期：1992.3
• Synthesis of Tetrasubstituted Vicinal Difluoroolefines
  作者：S Bildstein

  DOI：10.1016/00404-0399(50)09345-

  日期：1995.7.10