Dimethyl 2-fluoropentanedioate | 7766-74-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Dimethyl 2-fluoropentanedioate
• 英文别名: α-Fluor-dimethylglutarat；Monofluoro dimethyl glutarate
• CAS: 7766-74-7
• 化学式: C₇H₁₁FO₄
• 分子量: 178.16
• InChiKey: PUCKJKGHEKWARP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  α-Fluor-α-carbaethoxy-diaethyl-glutarat 在 盐酸 作用下， 生成 Dimethyl 2-fluoropentanedioate
  参考文献：
  名称：

  Cavalleri,B. et al., Gazzetta Chimica Italiana, 1966, vol. 96, p. 227 - 252

  摘要：

  DOI：

文献信息

• 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.
• Cavalleri,B. et al., Gazzetta Chimica Italiana, 1966, vol. 96, p. 227 - 252
  作者：Cavalleri,B. et al.

  DOI：——

  日期：——