2,2-二氟-1-碘癸烷 | 133932-48-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 中文名称: 2,2-二氟-1-碘癸烷
• 英文名称: 2,2-Difluoro-1-iodo-decane
• 英文别名: 2,2-Difluoro-1-iododecane
• CAS: 133932-48-6
• 化学式: C₁₀H₁₉F₂I
• 分子量: 304.162
• InChiKey: UMIWJVNEXFLADO-UHFFFAOYSA-N

物化性质

• 沸点：
  264.4±8.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-decanone N,N-dimethylhydrazone 在 iodine monofluoride 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以55%的产率得到2,2-Difluorodecane
  参考文献：
  名称：

  Conversion of the carbonyl group to CF2 using iodine monofluoride (IF)

  摘要：

  A novel method for the transformation of CO --> CF2 is described. The easily made hydrazone derivatives of the carbonyl moiety are reacted under mild conditions with IF prepared directly from the corresponding elements. Various hydrazones have been examined and compared with each other. Unsubstituted ones are usually the most suitable although they are not always easy to purify and store. N-Methyl- and N,N-dimethylhydrazones also give quite satisfactory results. The more easily made dinitrophenyl hydrazones (DNPs), semicarbazones, and tosylhydrazones also react, but the yields of the desired CF2 compounds are usually lower. Oximes could also be successfully reacted. The two main byproducts of the reaction are the parent carbonyl compounds, which can be recycled, and the alpha-iododifluoro derivatives. The latter upon treatment with LiAlH4 or Bu3SnH were reduced to the desired product, thus increasing the overall yields.

  DOI：

  10.1021/jo00015a024