CF2C(O)NH2-radical | 4539-14-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: CF2C(O)NH2-radical
• CAS: 4539-14-4
• 化学式: C₂H₂F₂NO
• 分子量: 94.0408
• InChiKey: GFJOLRZSFRGPCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  6.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.09
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,2,2-三氟乙酰胺 以 not given 为溶剂， 生成 CF2C(O)NH2-radical
  参考文献：
  名称：

  Analysis of the Internal Rotation of the · CF2CONH2 Radical as Observed by ESR in Irradiated Trifluoroacetamide Single Crystals

  摘要：

  The temperature-dependent ESR spectrum of the · CF2CONH2radical (found in x-irradiated single crystals of trifluoroacetamide) has been measured at both 9 and 35 GHz over the temperature range from 77 to 290°K. A model is proposed which explains the observed temperature dependence in terms of a torsional oscillatory motion about the C–C bond with a barrier height, V0=3100 cal. Nonadiabatic spin exchange is used to account for the doublet splitting of the central line at 77°K changing to a single sharp line at all angles at 290°K. The exchange rate is described by the empirical equation r−1=3.6 × 108 exp(−410 cal/RT).

  DOI：

  10.1063/1.1678728

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.7, 1, page 1 - 84
  作者：

  DOI：——

  日期：——
• Trifluoromethyl, and Other Radicals, in Irradiated Single Crystals of Trifluoroacetamide
  作者：Max T. Rogers、Lowell D. Kispert

  DOI：10.1063/1.1841190

  日期：1967.4.15

  ESR spectra characteristic of the trifluoromethyl radical are obtained when single crystals of trifluoroacetamide are irradiated and observed at 77°K. The isotropic hyperfine splitting found is the same as has been reported for the trifluoromethyl radical in solution. The anisotropic hyperfine splittings indicate that the radical is oriented in the lattice but can undergo rapid reorientation about the threefold axis at 77°K. The observed 19F and 13C hyperfine-splitting values provide evidence that the radical has essentially the same structure in the crystal as in solution with bond angles (∠FCF) near the tetrahedral value. The ·CF2CONH2 radical is also found and evidence for a new radical ·NH2CO reported.
• Electron Spin Resonance of a γ‐Irradiated Single Crystal of Trifluoroacetamide
  作者：Robert J. Lontz、Walter Gordy

  DOI：10.1063/1.1733285

  日期：1962.9.15

  Electron spin resonance measurements made on γ-irradiated single crystals of CF3CONH2 show that the irradiation breaks a CF bond to leave the detectable free radical CF2CONH2. Although the structure of the crystal is unknown, its form is approximately monoclinic. The present study indicates that there are two molecules in the unit cell. The free radicals formed from these appear to be planar with their planes parallel to the two crystal faces, ac and bc, which have relative orientations of 68°. Nuclear couplings of the two F atoms of the free radical are equivalent and are symmetric about an axis perpendicular to the plane of the free radical with principal elements parallel and perpendicular to the symmetry axis: A∥ = 178 G, A‖ = 24 G. The elements of g are also axially symmetric, and their principal axes have the same direction as those of A, with g∥ = 2.0025±0.0010 and g‖ = 2.0045±0.0010. It is concluded that the electron spin density is in a π orbital perpendicular to the plane of the free radical with approximately 11% of the density in a p orbital of each of the F atoms. The isotropic component in the F19 coupling can be attributed to spin polarization of the σ CF bonds, if it is assumed that the bonding orbital of the F has about 33% s character. Off-diagonal terms in the nuclear coupling give rise to satellite components which for some orientations at 24 kMc/sec are one-fifth as strong as the principal lines.