2,2,6,6-tetramethyl-3,5-dimethylene-4-oxopiperidine-1-oxyl | 103725-51-5

• 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-tetramethyl-3,5-dimethylene-4-oxopiperidine-1-oxyl
• 英文别名: 3,5-dimethylidene-2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl；3,5-dimethylene-2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl
• CAS: 103725-51-5
• 化学式: C₁₁H₁₆NO₂
• 分子量: 194.254
• InChiKey: YBNYQGBKEMCCCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  21.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-亚硝基哌嗪 、 2,2,6,6-tetramethyl-3,5-dimethylene-4-oxopiperidine-1-oxyl 以 甲醇 为溶剂， 以51%的产率得到
  参考文献：
  名称：

  Quantitative study of nucleophilic addition of secondary amines to 3,5-dimethylene-2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl

  摘要：

  DOI：

  10.1007/bf00965375
• 作为产物：
  描述：

  聚合甲醛 、 2,2,6,6-tetramethyl-3-methylene-4-oxopiperidine-1-oxyl 在 sodium hydroxide 作用下， 反应 0.58h， 生成 2,2,6,6-tetramethyl-3,5-dimethylene-4-oxopiperidine-1-oxyl
  参考文献：
  名称：

  Quantitative study of nucleophilic addition of secondary amines to 3,5-dimethylene-2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl

  摘要：

  DOI：

  10.1007/bf00965375

文献信息

• The reactivity of 3,5-dimethylidene-2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl and its diamagneticN-methyl analog in nucleophilic addition of amines and diels—Alder dimerization
  作者：A. B. Shapiro、O. Ya. Borbulevich、S. V. Koroteev、A. D. Malievskii

  DOI：10.1007/bf02496333

  日期：2000.10

  e was shown by the kinetic method to be less reactive than 3,5-dimethylidene-2,2,6,6-tetramethyl-4-oxopiperidin-1-oxyl in the nucleophilic addition of secondary amines and Diels—Alder dimerization. According to the quantum-chemical AM1 calculations, this is due to the difference in the structures of the activated complexes (in the reactions with amines) and to the “press” effect created by theN-methyl

  摘要 3,5-Dimethylidene-1,2,2,6,6-pentAMethyl-4-oxopiperidine 通过动力学方法显示比 3,5-dimethylidene-2,2,6,6-tetrAMethyl-4- 反应性低oxopiperidin-1-oxyl 在仲胺和 Diels-Alder 二聚的亲核加成中。根据量子化学 AM1 计算，这是由于活化配合物的结构不同（在与胺的反应中）以及 N-甲基产生的“压力”效应阻碍了必要的循环平坦化（在Diels-Alder 反应）。
• Kinetics, mechanism, and reactivity of an activated carbon-carbon double bond in nitroxyl radicals and their diamagnetic analog in interaction with some secondary amines and polyethyleneimine
  作者：A. D. Malievskii、S. V. Koroteev

  DOI：10.1007/bf01431300

  日期：1996.4

  Routes for the reaction of a conjugated methylene group of nitroxyl radicals (NR) with secondary amines were suggested and analyzed. Kinetic parameters of the limiting step of this reaction for the NR-amine and diamagnetic analog of NR-amine systems were estimated. The effect of the medium on these reactions was examined. The specific behavior of polyethyleneimine in the reaction with activated methylene groups of 2,2,6,6-tetramethyl-3,5-dimethylene-4-oxopiperidine-1-oxyl was demonstrated.