(2,2,6,6-tetramethylpiperidin-1-yl)phosphoramidic acid diethyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2,2,6,6-tetramethylpiperidin-1-yl)phosphoramidic acid diethyl ester
• 英文别名: N-diethoxyphosphoryl-2,2,6,6-tetramethylpiperidin-1-amine
• 化学式: C₁₃H₂₉N₂O₃P
• 分子量: 292.359
• InChiKey: QKKBQDCFDOXSRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,2,6,6-四甲基哌啶 在 盐酸 、 lithium aluminium tetrahydride 、 正丁基锂 、 sodium nitrite 作用下， 以 四氢呋喃 、 正己烷 、 二丁醚 为溶剂， 反应 33.0h， 生成 (2,2,6,6-tetramethylpiperidin-1-yl)phosphoramidic acid diethyl ester
  参考文献：
  名称：

  EPR Properties of Two New Cyclic Phosphinylhydrazyl Radicals and of Their Inclusion Complexes with Cyclodextrins

  摘要：

  Two phosphorus-containing hydrazines, namely morpholin-4-ylphosphoramidic acid diethyl ester (1a) and (2,2,6,6-tetramethylpiperidin-1-yl)phosphoramidic acid diethyl ester (2a), have been synthesized. The corresponding hydrazyl radicals (1b and 2b) have been obtained, by in situ oxidation, and their properties have been investigated by EPR spectroscopy. The Ib radical shows spectra strongly dependent on temperature due to the inversion of the morpholin ring and to rotation about the N-N bond. Since, in the investigated temperature range, both motions take place in the EPR time scale, a kinetic study of these process could be made by analyzing the spectral lineshape variations. The 2b radical is highly persistent and shows a strong temperature and solvent dependence of the phosphorus splitting. The latter property was usefully exploited to study the guest-host interaction of this radical with cyclodextrins. A method is also proposed for the determination of affinity constants for cyclodextrins of nonparamagnetic compounds.

  DOI：

  10.1021/jo9918293