Diisopropyl-nitroxid | 3229-59-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Diisopropyl-nitroxid
• 英文别名: Diisopropyl-nitroxyd-Radikal
• CAS: 3229-59-2
• 化学式: C₆H₁₄NO
• 分子量: 116.183
• InChiKey: UIHITNZQJONWIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  4.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二异丙胺 在 正丁基锂 、 氧气 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 Diisopropyl-nitroxid
  参考文献：
  名称：

  A new synthesis of (chiral) nitroxides involving a single electron transfer between lithium amides and molecular oxygen.

  摘要：

  DOI：

  10.1016/s0040-4039(01)80027-7

文献信息

• Aromatic radical anions as possible intermediates in the nucleophilic aromatic substitution (SNAr): an EPR study
  作者：Loris Grossi、Samantha Strazzari

  DOI：10.1039/a903407b

  日期：——

  The reactions among halonitrobenzenes or polynitrobenzenes and alkoxides, thiolates or tertiary amines have provided the evidence that in a SNAr reaction type a single electron transfer from the nucleophile to the aromatic substrate, to generate two radical species within the solvent cage, can take place to some extent. The detection of radical intermediates by EPR spectroscopy, in several SNAr reactions

  卤代硝基苯或多硝基苯与醇盐，硫醇盐或叔胺之间的反应提供了证据，表明在S N Ar反应类型中，可以发生从亲核体到芳族底物的单电子转移，从而在溶剂笼内产生两个自由基在某种程度上。通过EPR光谱学，在几μs自由基中间体的检测Ñ氩反应报道。
• Base-catalyzed autoxidation of trialkylamines. An e.s.r study
  作者：Loris Grossi

  DOI：10.1016/s0040-4039(00)95520-5

  日期：1987.1

  When a freshly distilled tertiary alkyl amine is dissolved in water a base-catalyzed oxidative dealkylation process takes place, leading to the formation of secondary nitroxyl radicals, alkenes and carbonyl-containing compounds.

  当将新鲜蒸馏的叔烷基胺溶解在水中时，会发生碱催化的氧化脱烷基过程，从而导致仲硝氧基自由基，烯烃和含羰基化合物的形成。
• Korth, Hans-Gert; Sustmann, Reiner; Dupuis, Jacques, Chemische Berichte, 1987, vol. 120, p. 1197 - 1202
  作者：Korth, Hans-Gert、Sustmann, Reiner、Dupuis, Jacques、Giese, Bernd

  DOI：——

  日期：——
• Reactions of tris(trimethylsilyl)silyl radicals with nitro alkanes. EPR, kinetic, and product studies
  作者：Marco Ballestri、Chryssostomos Chatgilialoglu、Marco Lucarini、Gian Franco Pedulli

  DOI：10.1021/jo00029a029

  日期：1992.1

  The radical-initiated reaction of tris(trimethylsilyl)silane with a variety of aliphatic nitro derivatives has been investigated. This silane, which for many applications is a valid alternative to tributyltin hydride, is unable to reduce tertiary nitroalkanes to the corresponding hydrocarbons. EPR results, as well as kinetic and products studies, have shown that this ''anomalous'' behavior is due to the fact that the nitroxide adducts formed by addition of tris(trimethylsilyl)silyl radicals to the nitro compounds fragment preferentially at the nitrogen-oxygen bond rather than at the carbon-nitrogen bond as in the analogous tributyltin adducts. The resulting silyloxy radical, (Me3Si)3SiO+, undergoes a fast rearrangement (k greater-than-or-equal-to 10(7) s-1 at room temperature) with migration of a Me3Si group from silicon to oxygen to give (Me3Si)2SiOSiMe3 which adds to the nitro compound affording a secondary nitroxide adduct. The kinetics of the decay of both primary and secondary adducts to nitromethane has been studied over a wide range of temperatures. With tertiary nitroalkanes persistent aminyl radicals, RNOSi(SiMe3)3, have also been detected.