2-hydroxy-5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)chroman-4-one | 381707-95-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-hydroxy-5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)chroman-4-one
• CAS: 381707-95-5
• 化学式: C₁₃H₁₂F₄O₃
• 分子量: 292.23
• InChiKey: TXXYHFCEACMOMR-UHFFFAOYSA-N

物化性质

• 沸点：
  406.2±45.0 °C(Predicted)
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-hydroxy-5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)chroman-4-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.25h， 以57%的产率得到5-(2-Hydroxy-4,6-dimethyl-phenyl)-3-(1,1,2,2-tetrafluoro-ethyl)-3,4-dihydro-2H-pyrazol-3-ol
  参考文献：
  名称：

  摘要：

  The reaction of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydrazine affords 5-hydroxy-3-(2-hydroxyaryl)-5-polyfluoroalkyl-Delta(2)-pyrazolines, whereas 2-polyfluoroalkylchromones under similar conditions produce 3(5)-(2-hydroxyaryl)-5(3)-polyfluoroalkylpyrazoles. 5 - (2-Hydroxyaryl)-1-methyl-3-polyfluoroalkylpyrazoles were synthesized in the reaction with methylhydrazine, and the reaction with phenylhydrazine afforded regioisomeric 3(5)-(2-hydroxyphenyl)-1-phenyl-5(3)-polyfluoroalkylpyrazoles.

  DOI：

  10.1023/a:1020960815497
• 作为产物：
  描述：

  1-(2-羟基-4,6-二甲基苯基)乙酮 、 ethyl (2,2,3,3-tetrafluoro)propionate 在 lithium hydride 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到2-hydroxy-5,7-dimethyl-2-(1,1,2,2-tetrafluoroethyl)chroman-4-one
  参考文献：
  名称：

  摘要：

  The nitration of 5,7-dimethyl-2-polyhaloalkylchromones affords either 5,7-dimethyl-6-nitro- or 5,7-dimethyl-6,8-dinitro-2-polyhaloalkylchromones, depending on the reaction conditions. Signals in the H-1 and C-13 NMR spectra of the sterically hindered chromones were completely assigned using the 2D NOESY, HETCOR, and COLOC spectra. The influence of nonplanar nitro groups on chemical shifts of carbon atoms was studied. Some spectral peculiarities of the peri-methyl group were revealed. The H-1-H-1 and C-13-H-1 spin-spin coupling constants, including the extreme six-bond long-range coupling between the protons of the Me(5) group and H(8), were determined.

  DOI：

  10.1023/a:1021340132279

文献信息

• A Novel and Convenient Synthesis of 3-(Polyhaloacyl)chromones Using Diethoxymethyl Acetate
  作者：Vyacheslav Ya. Sosnovskikh、Roman A. Irgashev

  DOI：10.1055/s-2005-865199

  日期：——

  The reaction of 2-hydroxy-2-(polyhaloalkyl)chroman-4-ones with diethoxymethyl acetate readily occurs at 140-150 °C for 15 minutes to give 3-(polyhaloacyl)chromones in good yields.

  2-羟基-2-(多卤代烷基)色满-4-酮与乙酸二乙氧基甲酯的反应很容易在140-150°C下反应15分钟，以良好的产率得到3-(多卤代酰基)色酮。