2-氟-5-氧代己酸二乙酯 | 110683-84-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-氟-5-氧代己酸二乙酯
• 英文名称: diethyl 2-fluoro-5-oxohexanoate
• 英文别名: Ethyl 2-fluoro-5-oxohexanoate
• CAS: 110683-84-6
• 化学式: C₈H₁₃FO₃
• 分子量: 176.188
• InChiKey: IURTWYBQDSAYTK-UHFFFAOYSA-N

物化性质

• 沸点：
  235.4±20.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氟-5-氧代己酸二乙酯 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 2-fluoro-1,5-hexanediol
  参考文献：
  名称：

  Chemistry of novel compounds with a multifunctional carbon structure. 5. Molecular design of versatile building blocks for aliphatic monofluoro molecules by manipulation of multifunctional carbon structure

  摘要：

  DOI：

  10.1021/jo00284a017
• 作为产物：
  描述：

  ethyl 2-fluoro-2-nitro-5-oxohexanoate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 2-氟-5-氧代己酸二乙酯
  参考文献：
  名称：

  Chemistry of novel compounds with a multifunctional carbon structure. 5. Molecular design of versatile building blocks for aliphatic monofluoro molecules by manipulation of multifunctional carbon structure

  摘要：

  DOI：

  10.1021/jo00284a017

文献信息

• The first versatile and practical building blocks equivalent to the synthon of monofluoromethylene dicarbanion
  作者：Yoshio Takeuchi、Kazuhiro Nagata、Toru Koizumi

  DOI：10.1021/jo00231a053

  日期：1987.10
• Novel and practical preparation of α-fluoro-functionalized esters from fluoroiodoacetates
  作者：Chengxin Zhi、Qing-Yun Chen

  DOI：10.1039/p19960001741

  日期：——

  The addition reaction of fluoroiodoacetates 2 to various electron-rich alkenes 3 initiated by iron powder in dry THF at 70-80 degrees C gave 1 : 1 adducts 4 in good yields. A variety of functionalities in the alkenes such as trimethylsilyl, alkoxy, acetoxy, hydroxy and ester could be tolerated under the reaction conditions. Reduction of the adducts 4 with Zn-AcOH in ethanol or Zn-NiCl2 . 6H(2)O in moist THF was readily accomplished, and the overall procedure was amenable to a convenient one-flask procedure, Treatment of fluoroiodoacetates 2 with electron-deficient alkenes 7 in the presence of an Fe-CrCl3 . 6H(2)O-bpy bimetal redox system in ethanol at 70-80 degrees C resulted in the formation of iodine-free 1 : 1 adducts 8 in moderate to good yields. It is proposed that the addition reactions of fluoroiodoacetates 2 to electron-rich and electron-deficient alkenes proceeded through a single-electron-transfer mechanism.
• TAKEUCHI, YOSHIO;NAGATA, KAZUHIRO;KOIZUMI, TORU, J. ORG. CHEM., 54,(1989) N3, C. 5453-5459
  作者：TAKEUCHI, YOSHIO、NAGATA, KAZUHIRO、KOIZUMI, TORU

  DOI：——

  日期：——
• TAKEUCHI, Y.;NAGATA, K.;KOIZUMI, T., J. ORG. CHEM., 52,(1987) N 22, 5061-5063
  作者：TAKEUCHI, Y.、NAGATA, K.、KOIZUMI, T.

  DOI：——

  日期：——
• Chemistry of novel compounds with a multifunctional carbon structure. 5. Molecular design of versatile building blocks for aliphatic monofluoro molecules by manipulation of multifunctional carbon structure
  作者：Yoshio Takeuchi、Kazuhiro Nagata、Toru Koizumi

  DOI：10.1021/jo00284a017

  日期：1989.11