2-methylquinolin-8-yl tert-butyl(phenyl)posphinate | 1227180-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-methylquinolin-8-yl tert-butyl(phenyl)posphinate
• 英文别名: 8-[Tert-butyl(phenyl)phosphoryl]oxy-2-methylquinoline
• CAS: 1227180-24-6
• 化学式: C₂₀H₂₂NO₂P
• 分子量: 339.374
• InChiKey: PWEFTUOGCNNYLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-羟基喹哪啶 、 tert-butylphenylphosphinic acid chloride 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以95%的产率得到2-methylquinolin-8-yl tert-butyl(phenyl)posphinate
  参考文献：
  名称：

  Synthesis, spectroscopy and computational studies of some biologically important hydroxyhaloquinolines and their novel derivatives

  摘要：

  A series crystalline compounds of methyl and phosphinyl derivatives of 2-methylquinolin-8-ol (1a) and related 5,7-dichloro-2-methylquinolin-8-ol (1b) were quantitatively prepared and characterized by microanalysis, IR, UV-vis and multinuclear NMR spectroscopy. Five of them have been characterized by single crystal X-ray diffraction method. The known compounds, 8-methoxy-2-methylquinoline (2a) and 8-methoxyquinoline (2d), were synthesised by a new route. NMR solution spectra at ambient temperature, showed readily diagnostic H-1 and C-13 signals from methyl groups. The geometries of the studied compounds were optimized in singlet states using the density functional theory (DFT) method with B3LYP functional. In general, the predicted bond lengths and angles are in a good agreement with the values based on the X-ray crystal structure data. Electronic spectra were calculated by TDDFT method. Crown Copyright (C) 2010 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.01.054