6-bromohexanoyl fluoride | 1334402-02-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 6-bromohexanoyl fluoride
• CAS: 1334402-02-6
• 化学式: C₆H₁₀BrFO
• 分子量: 197.047
• InChiKey: UOHWYNMPJIYLAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  9.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  6-bromohexanoyl fluoride 、 苯甲醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 6-溴己酸苄酯
  参考文献：
  名称：

  Oxidation of Primary Aliphatic and Aromatic Aldehydes with Difluoro(aryl)-λ³-bromane

  摘要：

  Oxidation of primary aliphatic aldehydes with p-trifluoromethylphenyl(difluoro)-lambda(3)-bromane in dichloromethane at 0 degrees C afforded acid fluorides selectively In good yields, while that of aromatic aldehydes In chloroform at room temperature produced aryl difluoromethyl ethers. A larger migratory aptitude of aryl groups compared to primary alkyl groups during a 1,2-shift from carbon to an electron-deficient oxygen atom in bromane(III) Criegee-type intermediates will result in these differences in the reaction courses.

  DOI：

  10.1021/ol202248x
• 作为产物：
  描述：

  6-溴己醛 在 p-(trifluoromethyl)phenyl(difluoro)-λ3-bromane 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 以76%的产率得到6-bromohexanoyl fluoride
  参考文献：
  名称：

  Oxidation of Primary Aliphatic and Aromatic Aldehydes with Difluoro(aryl)-λ³-bromane

  摘要：

  Oxidation of primary aliphatic aldehydes with p-trifluoromethylphenyl(difluoro)-lambda(3)-bromane in dichloromethane at 0 degrees C afforded acid fluorides selectively In good yields, while that of aromatic aldehydes In chloroform at room temperature produced aryl difluoromethyl ethers. A larger migratory aptitude of aryl groups compared to primary alkyl groups during a 1,2-shift from carbon to an electron-deficient oxygen atom in bromane(III) Criegee-type intermediates will result in these differences in the reaction courses.

  DOI：

  10.1021/ol202248x