2,2,5,5-tetramethyl-4-nitromethyleneimidazolidine-1-oxyl | 60829-54-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 2,2,5,5-tetramethyl-4-nitromethyleneimidazolidine-1-oxyl
• 英文别名: 2,2,5,5-tetramethyl-4-nitromethyleneimidazolidin-1-oxyl；2,2,5,5-Tetramethyl-4-nitromethylen-imidazolin-1-oxyl
• CAS: 60829-54-1
• 化学式: C₈H₁₄N₃O₃
• 分子量: 200.217
• InChiKey: STQLHIHOESRNFM-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2,5,5-tetramethyl-4-nitromethyleneimidazolidine-1-oxyl 在 苯甲酰氯 、 三乙胺 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 1.25h， 生成 4-cyanohydroximinomethyl-2,2,5,5-tetramethyl-3-imidazolin-1-oxyl
  参考文献：
  名称：

  Acyl chlorides of 2,2,5,5-tetramethyl-3-imidazolin-1-oxyl-4-0-acylhydroximic acids

  摘要：

  Acylation of nitroenamine derivatives of imidazolidin-1-oxyl with carboxylic acid chlorides leads to O-acylhydroximic acid chloride derivatives of 3-imidazolin-1-oxyl. The reaction proceeds apparently through a nitrile oxide. It was shown for the O-benzoyl derivative that reaction of the obtained acyl chlorides with nucleophilic reagents usually gives products of chlorine atom substitution with simultaneous cleavage of the acyl group.

  DOI：

  10.1007/bf00965436
• 作为产物：
  描述：

  1-hydroxy-4-hydroxyiminomethyl-2,2,5,5-tetramethyl-3-imidazoline 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 2,2,5,5-tetramethyl-4-nitromethyleneimidazolidine-1-oxyl 、 4-hydroxyiminomethyl-2,2,5,5-tetramethyl-3-imidazolin-1-oxyl
  参考文献：
  名称：

  Paramagnetic derivatives of hexahydroimidazo[1,5-c]pyrimidine

  摘要：

  DOI：

  10.1007/bf00473466

文献信息

• Reactions of chloro-substituted enaminoketones,viz., derivatives of imidazolidine nitroxides, with sodium cyanide
  作者：V. A. Reznikov、I. Yu. Bagryanskaya、Yu. V. Gatilov

  DOI：10.1007/bf02494716

  日期：2000.5

  The reactions of chloro-substituted enaminoketones,viz., derivatives of imidazolidine nitroxides, with sodium cyanide afford the corresponding nitriles. The reactions proceed through formation of epoxides. The structure of one of these epoxides was confirmed by X-ray diffraction analysis.

  氯取代的烯氨基酮，即咪唑烷硝基氧化物的衍生物，与氰化钠反应得到相应的腈。反应通过形成环氧化物进行。这些环氧化物之一的结构通过 X 射线衍射分析得到证实。
• Transformations of conjugated enamines of the imidazolidine 1-oxide series in the Vilsmeier-Haack reaction
  作者：Ch. S. Becker、G. I. Roshchupkina、T. V. Rybalova、Yu. V. Gatilov、V. A. Reznikov

  DOI：10.1007/s11172-007-0183-0

  日期：2007.6

  In some cases, the reactions of enaminones of the imidazolidine 1-oxide series with the Vilsmeier reagent afford electrophilic substitution products containing the dimethyl-aminomethylene group. In an acidic medium, these products undergo either hydrolytic elimination of the dimethylaminomethylene moiety or hydrolysis of the latter to form the aldehyde group. The reaction of nitroenamine, which is

  在某些情况下，咪唑烷 1-氧化物系列的烯胺酮与 Vilsmeier 试剂的反应提供含有二甲基氨基亚甲基的亲电取代产物。在酸性介质中，这些产物要么水解消除二甲氨基亚甲基部分，要么水解后者形成醛基。硝基烯胺（咪唑烷 1-氧化物的衍生物）与 Vilsmeier 试剂反应生成呋喃烷，即硝酰基双自由基。后者的还原提供二肟双自由基。
• Acyl chlorides of 2,2,5,5-tetramethyl-3-imidazolin-1-oxyl-4-0-acylhydroximic acids
  作者：V. A. Reznikov、L. A. Vishnivetskaya、L. B. Volodarskii

  DOI：10.1007/bf00965436

  日期：1991.2

  Acylation of nitroenamine derivatives of imidazolidin-1-oxyl with carboxylic acid chlorides leads to O-acylhydroximic acid chloride derivatives of 3-imidazolin-1-oxyl. The reaction proceeds apparently through a nitrile oxide. It was shown for the O-benzoyl derivative that reaction of the obtained acyl chlorides with nucleophilic reagents usually gives products of chlorine atom substitution with simultaneous cleavage of the acyl group.
• Paramagnetic derivatives of hexahydroimidazo[1,5-c]pyrimidine
  作者：V. A. Reznikov、L. B. Volodarskii

  DOI：10.1007/bf00473466

  日期：1987.8