(R,S)-n-dodecyl trifluoromethyl carbinol | 26902-83-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (R,S)-n-dodecyl trifluoromethyl carbinol
• 英文别名: 1,1,1-trifluoro-tetradecan-2-ol；1,1,1-Trifluorotetradecan-2-ol
• CAS: 26902-83-0
• 化学式: C₁₄H₂₇F₃O
• 分子量: 268.363
• InChiKey: LXKHZFLKDDXJGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  18
• 可旋转键数：
  11
• 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：
  4

反应信息

• 作为反应物：
  描述：

  (R,S)-n-dodecyl trifluoromethyl carbinol 在 sodium hydroxide 作用下， 以 甲醇 、 正己烷 为溶剂， 反应 47.0h， 生成 (2S)-1,1,1-trifluorotetradecan-2-ol
  参考文献：
  名称：

  Highly enantioselective synthesis of long chain alkyl trifluoromethyl carbinols and β-thiotrifluoromethyl carbinols through lipases

  摘要：

  Among a variety of lipases tested, Candida antarctica lipase has been found to promote the enantioselective acylation of long chain alkyl trifluoromethyl carbinols 1a-4a and beta-thiotrifluoromethyl carbinols 5a-7a, producing both R and S enantiomeric alcohols in good to excellent chemical yield and enantioselectivity. In all cases the lipase preferentially acylates the S enantiomer, irrespective the presence or not of a sulfur atom in beta position to the hydroxyl group, When the reaction was carried out on the non-fluorinated substrates 1c-2c, the process occurred much faster and with higher e.e. of the less reacting enantiomer than when conducted on the fluorinated substrates. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00256-x
• 作为产物：
  描述：

  1,1,1,-trifluorotetradecan-2-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 (R,S)-n-dodecyl trifluoromethyl carbinol
  参考文献：
  名称：

  Highly enantioselective synthesis of long chain alkyl trifluoromethyl carbinols and β-thiotrifluoromethyl carbinols through lipases

  摘要：

  Among a variety of lipases tested, Candida antarctica lipase has been found to promote the enantioselective acylation of long chain alkyl trifluoromethyl carbinols 1a-4a and beta-thiotrifluoromethyl carbinols 5a-7a, producing both R and S enantiomeric alcohols in good to excellent chemical yield and enantioselectivity. In all cases the lipase preferentially acylates the S enantiomer, irrespective the presence or not of a sulfur atom in beta position to the hydroxyl group, When the reaction was carried out on the non-fluorinated substrates 1c-2c, the process occurred much faster and with higher e.e. of the less reacting enantiomer than when conducted on the fluorinated substrates. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00256-x

文献信息

• Lapkin,I.I. et al., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 233 - 235
  作者：Lapkin,I.I. et al.

  DOI：——

  日期：——
• Liquid crystal compound
  申请人：Showa Shell Sekiyu Kabushiki Kaisha

  公开号：EP0435240B1

  公开（公告）日：1995-05-24
• US5110498A
  申请人：——

  公开号：US5110498A

  公开（公告）日：1992-05-05
• US5202054A
  申请人：——

  公开号：US5202054A

  公开（公告）日：1993-04-13
• US5207947A
  申请人：——

  公开号：US5207947A

  公开（公告）日：1993-05-04