5-fluoro-5-phenylpentanoic acid | 1430423-75-8

• 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: 5-fluoro-5-phenylpentanoic acid
• CAS: 1430423-75-8
• 化学式: C₁₁H₁₃FO₂
• 分子量: 196.221
• InChiKey: MODPYRDIUPEEJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-苯基戊酸 在 N,N-dihydroxypyromellitimide 、 Selectfluor 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以51%的产率得到5-fluoro-5-phenylpentanoic acid
  参考文献：
  名称：

  Metal-Free Fluorination of C(sp³)–H Bonds Using a Catalytic N-Oxyl Radical

  摘要：

  A direct conversion of C(sp(3))-H bonds to C(sp(3))-F bonds has been developed. In this process, a catalytic N-oxyl radical generated from N,N-dihydroxypyromellitimide abstracts hydrogen from the C(sp(3))-H bond and Selectfluor acts to trap the resulting carbon radical to form the C(sp(3))-F bond. This simple metal-free protocol enables the chemoselective introduction of a fluorine atom into various aromatic and aliphatic compounds and serves as a powerful tool for the efficient synthesis of fluorinated molecules.

  DOI：

  10.1021/ol4006757

文献信息

• Unstrained C–C bond activation and directed fluorination through photocatalytically-generated radical cations
  作者：Cody Ross Pitts、Michelle Sheanne Bloom、Desta Doro Bume、Qinze Arthur Zhang、Thomas Lectka

  DOI：10.1039/c5sc01973g

  日期：——

  Unstrained C–C activationviaputative radical cation formation promotes a directed radical fluorination event using Selectfluor, catalytic 9-fluorenone, and light.

  通过假定的自由基阳离子形成的无限制C-C活化，利用Selectfluor、催化9-芴酮和光促进了定向自由基氟化反应。
• Metal-Free Fluorination of C(sp³)–H Bonds Using a Catalytic <i>N</i>-Oxyl Radical
  作者：Yuuki Amaoka、Masanori Nagatomo、Masayuki Inoue

  DOI：10.1021/ol4006757

  日期：2013.5.3

  A direct conversion of C(sp(3))-H bonds to C(sp(3))-F bonds has been developed. In this process, a catalytic N-oxyl radical generated from N,N-dihydroxypyromellitimide abstracts hydrogen from the C(sp(3))-H bond and Selectfluor acts to trap the resulting carbon radical to form the C(sp(3))-F bond. This simple metal-free protocol enables the chemoselective introduction of a fluorine atom into various aromatic and aliphatic compounds and serves as a powerful tool for the efficient synthesis of fluorinated molecules.