1-(diethylamino)-2,2,2-trifluoroethan-1-ol | 247209-14-9

• 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: 1-(diethylamino)-2,2,2-trifluoroethan-1-ol
• 英文别名: 1-(Diethylamino)-2,2,2-trifluoroethanol
• CAS: 247209-14-9
• 化学式: C₆H₁₂F₃NO
• 分子量: 171.163
• InChiKey: IJEQQDFMLSCGTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  155.5±40.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 1-(diethylamino)-2,2,2-trifluoroethan-1-ol 在 sodium t-butanolate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以48%的产率得到1-苯基-2,2,2-三氟乙醇
  参考文献：
  名称：

  Hemiaminals of trifluoroacetaldehyde, as trifluoromethylating agents

  摘要：

  Hemiaminals of trifluoroacetaldehyde are new trifluoromethylating agents. These reagents are synthesised from amines and gaseous trifluoroacetaldehyde. tBuONa is able to deprotonate the hemiaminals to form trifluoromethyl anion equivalents CF3CH(O-)NMe2. The trifluoromethyl anion has been transferred from such intermediates to benzaldehyde yielding phenyl (trifluoromethyl) methanol. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01369-6
• 作为产物：
  描述：

  2,2,2-三氟乙醛 、 二乙胺 以 四氢呋喃 为溶剂， 生成 1-(diethylamino)-2,2,2-trifluoroethan-1-ol
  参考文献：
  名称：

  Hemiaminals of trifluoroacetaldehyde, as trifluoromethylating agents

  摘要：

  Hemiaminals of trifluoroacetaldehyde are new trifluoromethylating agents. These reagents are synthesised from amines and gaseous trifluoroacetaldehyde. tBuONa is able to deprotonate the hemiaminals to form trifluoromethyl anion equivalents CF3CH(O-)NMe2. The trifluoromethyl anion has been transferred from such intermediates to benzaldehyde yielding phenyl (trifluoromethyl) methanol. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01369-6

文献信息

• SYNTHESIS OF FLUORO HEMIACETALS VIA TRANSITION METAL-CATALYZED FLUORO ESTER AND CARBOXAMIDE HYDROGENATION
  申请人：Triad National Security, LLC

  公开号：US20200308089A1

  公开（公告）日：2020-10-01

  This application is directed to use of transition metal-ligand complexes to hydrogenate fluorinated esters and carboxamides into fluorinated hemiacetals. Methods for synthesis of certain ligands are also provided.

  这项应用涉及使用过渡金属配体络合物将氟化酯和羧酰胺加氢成氟代半缩醛。还提供了合成某些配体的方法。
• Synthesis of fluoro hemiacetals via transition metal-catalyzed fluoro ester and carboxamide hydrogenation
  申请人：Triad National Security, LLC

  公开号：US11370736B2

  公开（公告）日：2022-06-28

  This application is directed to use of transition metal-ligand complexes to hydrogenate fluorinated esters and carboxamides into fluorinated hemiacetals. Methods for synthesis of certain ligands are also provided.

  本申请涉及使用过渡金属配体络合物将氟化酯和羧酰胺氢化成氟化半乙酸酯。本申请还提供了某些配体的合成方法。
• Microwave-assisted preparation of trifluoroacetaldehyde (fluoral): isolation and applications
  作者：Shainaz M. Landge、Dmitry A. Borkin、Béla Török

  DOI：10.1016/j.tetlet.2007.06.170

  日期：2007.9

  A novel method for the preparation of trifluoroacetaldehyde (fluoral, TFAc, CF3CHO) from commercially available trifluoroacetaldehyde ethylhemiacetal (TFAE) by microwave irradiation is described. The isolation, characterization and reaction of fluoral with various nucleophiles were studied to verify the diverse applicability of this new method. (C) 2007 Elsevier Ltd. All rights reserved.
• Hemiaminals of trifluoroacetaldehyde, as trifluoromethylating agents
  作者：Clotilde Mispelaere、Nicolas Roques

  DOI：10.1016/s0040-4039(99)01369-6

  日期：1999.8

  Hemiaminals of trifluoroacetaldehyde are new trifluoromethylating agents. These reagents are synthesised from amines and gaseous trifluoroacetaldehyde. tBuONa is able to deprotonate the hemiaminals to form trifluoromethyl anion equivalents CF3CH(O-)NMe2. The trifluoromethyl anion has been transferred from such intermediates to benzaldehyde yielding phenyl (trifluoromethyl) methanol. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.