[1-D]-trifluoroethanol | 558-54-3

• 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-D]-trifluoroethanol
• 英文别名: 1-deuterio-2,2,2-trifluoro-ethanol；1-Deuterio-2,2,2-trifluor-aethanol；1-Deuterio-2,2,2-trifluoroethanol；1-deuterio-2,2,2-trifluoroethanol
• CAS: 558-54-3
• 化学式: C₂H₃F₃O
• 分子量: 101.032
• InChiKey: RHQDFWAXVIIEBN-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  6
• 可旋转键数：
  0
• 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：

  [1-D]-trifluoroethanol 生成 1,1-difluoroethylene-2-d1
  参考文献：
  名称：

  Vibrational Spectra of CF₂ = CHD and CF₂ = CD₂

  摘要：

  A method has been devised to prepare CF2 = CD2 and CF2 = CHD. The infrared spectra of the gaseous compounds and the Raman spectra of the liquids have been determined. The observed frequencies have been assigned to the fundamental modes of vibration and to overtones and combinations. The torsional frequency has been estimated as ca 720 and ca 520 cm—1 in CF2 = CH2 and CF2 = CD2, respectively. The overtone of the torsional frequency interacts with the CH2 or the CD2 deformation fundamental and this is the cause of the anomalous results with the product rule.

  DOI：

  10.1063/1.1739979
• 作为产物：
  描述：

  2,2,2-三氟乙醛 在 lithium aluminium deuteride 作用下， 生成 [1-D]-trifluoroethanol
  参考文献：
  名称：

  醇中的氢键反映在 Cα-H 键强度上：CD 振动频率和分馏因子的变化

  摘要：

  对于醇作为氢键中的质子供体的情况，已经检查了包含 D-C-O-H 官能团的伯醇和仲醇中 C-D 振动拉伸频率的变化。CD 伸缩频率是由 Hartree-Fock 计算确定的 H 键形成焓的函数，每千卡/摩尔降低约 5 cm-1。这种频率的降低归因于随着 H 键的加强，OH 键合电子与 CD 反键轨道的重叠增加。以水溶液中[1-D]三氟乙醇和[1-D]三氟乙醇盐的拉曼光谱为例；酒精有两个独立的 CD 拉伸，相差 45 cm-1，去质子化导致 CD 拉伸频率平均降低 78 cm-1。

  DOI：

  10.1021/ja001891d

文献信息

• Vibrational Spectra of CF₂ = CHD and CF₂ = CD₂
  作者：Walter F. Edgell、Casper J. Ultee

  DOI：10.1063/1.1739979

  日期：1954.12

  A method has been devised to prepare CF2 = CD2 and CF2 = CHD. The infrared spectra of the gaseous compounds and the Raman spectra of the liquids have been determined. The observed frequencies have been assigned to the fundamental modes of vibration and to overtones and combinations. The torsional frequency has been estimated as ca 720 and ca 520 cm—1 in CF2 = CH2 and CF2 = CD2, respectively. The overtone of the torsional frequency interacts with the CH2 or the CD2 deformation fundamental and this is the cause of the anomalous results with the product rule.
• H-Bonding in Alcohols Is Reflected in the Cα−H Bond Strength:  Variation of C−D Vibrational Frequency and Fractionation Factor
  作者：Ewa Gawlita、Marily Lantz、Piotr Paneth、Alasdair F. Bell、Peter J. Tonge、Vernon E. Anderson

  DOI：10.1021/ja001891d

  日期：2000.11.1

  overlap of the O−H bonding electrons with the C−D antibonding orbital as the H-bond is strengthened. The Raman spectra of [1-D]trifluoroethanol and [1-D]trifluoroethoxide in aqueous solution serve as an example; the alcohol has two separate C−D stretches that differ by 45 cm-1 and deprotonation results in an average 78 cm-1 decrease in the C−D stretching frequency. A measured deuterium equilibrium isotope

  对于醇作为氢键中的质子供体的情况，已经检查了包含 D-C-O-H 官能团的伯醇和仲醇中 C-D 振动拉伸频率的变化。CD 伸缩频率是由 Hartree-Fock 计算确定的 H 键形成焓的函数，每千卡/摩尔降低约 5 cm-1。这种频率的降低归因于随着 H 键的加强，OH 键合电子与 CD 反键轨道的重叠增加。以水溶液中[1-D]三氟乙醇和[1-D]三氟乙醇盐的拉曼光谱为例；酒精有两个独立的 CD 拉伸，相差 45 cm-1，去质子化导致 CD 拉伸频率平均降低 78 cm-1。