4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluoro-1-phenylnonan-1-one | 184643-10-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluoro-1-phenylnonan-1-one
• CAS: 184643-10-5
• 化学式: C₁₅H₉F₁₃O
• 分子量: 452.215
• InChiKey: LFDOKMUZAGULCB-UHFFFAOYSA-N

物化性质

• 沸点：
  278.5±40.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluoro-1-phenylnonan-1-one 在 硼烷四氢呋喃络合物 、 (R)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.25h， 生成 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-phenyl-nonan-1-ol 、 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-1-phenyl-nonan-1-ol
  参考文献：
  名称：

  Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones

  摘要：

  Asymmetric reduction of a mixture of four fluorous ketone analogues was carried out with (R)-oxazaborolidine as a catalyst. The fluorous mixture products were resolved by a reverse phase HPLC with chiral beta-cyclodextrin column to result in good separation of the enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01539-9
• 作为产物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluoro-1-phenyl-nonan-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluoro-1-phenylnonan-1-one
  参考文献：
  名称：

  Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones

  摘要：

  Asymmetric reduction of a mixture of four fluorous ketone analogues was carried out with (R)-oxazaborolidine as a catalyst. The fluorous mixture products were resolved by a reverse phase HPLC with chiral beta-cyclodextrin column to result in good separation of the enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01539-9

文献信息

• Palladium catalyzed coupling reactions of β-perfluoroalkyl-substituted alkyl halides with organostannanes
  作者：Rie Shimizu、Takamasa Fuchikami

  DOI：10.1016/0040-4039(96)01922-3

  日期：1996.11

  β-Perfluoroalkyl-substituted alkyl halides reacted with organostamnanes such as allylphenylethynyl-, β-phenylethenyl-, and phenyl-tributyltin in the presence of palladium-phosphine complexes to give the corresponding cross-coupling products in good yields. When the reaction was carried out under CO pressure, carbonylative coupling of the halides took place affording the corresponding fluorine-contaming

  在钯-膦配合物的存在下，β-全氟烷基取代的烷基卤化物与有机锡（如烯丙基苯基乙炔基-，β-苯基乙烯基-和苯基-三丁基锡）反应，以高收率得到相应的交叉偶联产物。当反应在CO压力下进行时，卤化物的羰基偶合发生，以良好的收率提供了相应的含氟酮。