4-hydroxyimino-2,2,6,6-tetramethylpiperidin-1-yloxyl | 3229-75-2

• 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: 4-hydroxyimino-2,2,6,6-tetramethylpiperidin-1-yloxyl
• 英文别名: 2,2,6,6-Tetramethyl-4-(hydroxyimino)-piperidin-1-oxyl
• CAS: 3229-75-2
• 化学式: C₉H₁₇N₂O₂
• mdl: MFCD00982502
• 分子量: 185.246
• InChiKey: LIZYZMPNJBHHQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  36.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-hydroxyimino-2,2,6,6-tetramethylpiperidin-1-yloxyl 、 四硝基甲烷 以 水 为溶剂， 生成
  参考文献：
  名称：

  Effect of the chemical structure of nitroxyl radicals on their reactivity in the reaction with hydrazobenzene and tetranitromethane

  摘要：

  The reaction rate constants of reduction of stable radicals of different classes by hydrazobenzene in hexane at approximately 20-degrees-C, in the range of 0.4-5.10(3) M-1.sec-1, were determined; a single scale of the oxidative properties of stable nitroxyl radicals was constructed. The rate constants of oxidation of a series of nitroxyl radicals by tetranitromethane in aqueous medium at approximately 20-degrees-C, in the range of 0.06-10 M-1.sec-1, were determined. It was shown that the oxidative properties of the nitroxyl group decrease slightly with an increase in its reducing properties for nitroxyl radicals of the piperidine and imidazoline series in reactions with ascorbic acid and tetranitromethane in aqueous medium, respectively.

  DOI：

  10.1007/bf00958847
• 作为产物：
  描述：

  2,2,6,6-四甲基-4-哌啶酮肟 在 1-癸磺过氧酸 作用下， 以 氯仿 为溶剂， 以40%的产率得到4-hydroxyimino-2,2,6,6-tetramethylpiperidin-1-yloxyl
  参考文献：
  名称：

  The oxidation of secondary amines by alkanesulfonic peracids

  摘要：

  Alkanesulfonic peracids are efficient oxidation agents for the conversion of secondary amines to the corresponding nitroxyl radicals.

  DOI：

  10.1007/bf00961711

文献信息

• First example of direct introduction of nucleophiles bearing a stable radical moiety into azaaromatic substrates
  作者：E. V. Verbitskiy、G. L. Rusinov、P. A. Slepukhin、A. I. Matern、Yu. N. Shvachko、D. V. Starichenko、V. N. Charushin、O. N. Chupakhin

  DOI：10.1007/s11172-006-0558-7

  日期：2006.11

  Addition products of 4-hydroximino-2,2,6,6-tetramethylpiperidine-1-oxyl with 5-aryl-2,3-dicyano-1-ethylpyrazinium salts were isolated for the first time. Crystallographic data on the three-dimensional structures of σH-adducts bearing a stable radical moiety were obtained.

  首次分离出 4-hydroximino-2,2,6,6-tetramethylpiperidine-1-oxyl 与 5-aryl-2,3-dicyano-1-ethylpyrazinium 盐的加成产物。获得了带有稳定基分子的 σH 加合物三维结构的晶体学数据。
• A convenient high yield synthesis of nitroxides
  作者：Robert W. Murray、Megh Singh

  DOI：10.1016/s0040-4039(00)80578-x

  日期：——
• Oxidation of di-tert-alkylhydroxylamines to nitroxide radicals by nitrous acid
  作者：L. A. Krinitskaya、L. B. Volodarskii

  DOI：10.1007/bf00957948

  日期：1983.2
• Glowacka; Szczepek; Wrona, Polish Journal of Chemistry, 2000, vol. 74, # 9, p. 1341 - 1348
  作者：Glowacka、Szczepek、Wrona

  DOI：——

  日期：——
• Kaliska, Viera; Toma, Stefan; Lesko, Jan, Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 9, p. 2266 - 2273
  作者：Kaliska, Viera、Toma, Stefan、Lesko, Jan

  DOI：——

  日期：——