(S)-2-(perfluorobutyl)octan-1-ol | 1180131-16-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-(perfluorobutyl)octan-1-ol
• 英文别名: (2S)-2-(Nonafluorobutyl)octan-1-ol；(2S)-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)octan-1-ol
• CAS: 1180131-16-1
• 化学式: C₁₂H₁₇F₉O
• 分子量: 348.252
• InChiKey: YZHBNWFCJSAYBH-QMMMGPOBSA-N

物化性质

• 沸点：
  238.6±40.0 °C(Predicted)
• 密度：
  1.272±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：
  22
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (S)-2-(perfluorobutyl)octan-1-ol 、 2-萘甲酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

  摘要：

  The first enantioselective, organocatalytic alpha-trifluoromethytation and alpha-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of alpha-trifluoromethyl and alpha-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting alpha-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.

  DOI：

  10.1021/ja9053338
• 作为产物：
  描述：

  (S)-2-(perfluorobutyl)octanal 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以0.178 g的产率得到(S)-2-(perfluorobutyl)octan-1-ol
  参考文献：
  名称：

  Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

  摘要：

  The first enantioselective, organocatalytic alpha-trifluoromethytation and alpha-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of alpha-trifluoromethyl and alpha-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting alpha-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.

  DOI：

  10.1021/ja9053338

文献信息

• Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis
  作者：David A. Nagib、Mark E. Scott、David W. C. MacMillan

  DOI：10.1021/ja9053338

  日期：2009.8.12

  The first enantioselective, organocatalytic alpha-trifluoromethytation and alpha-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of alpha-trifluoromethyl and alpha-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting alpha-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.