dibenzyl nitroxide | 13408-33-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dibenzyl nitroxide
• 英文别名: Dibenzylaminoxid；N,N-Dibenzyl-nitroxid；Dibenzylnitroxyd；Bis-benzyl-aminoxyl；Dibenzylnitroxid
• CAS: 13408-33-8
• 化学式: C₁₄H₁₄NO
• 分子量: 212.271
• InChiKey: PDRSLQYZOHGKDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  N,N-二苄基羟胺 在 1,1-二苯基-2-苦味酰肼 作用下， 以 四氯化碳 为溶剂， 生成 dibenzyl nitroxide
  参考文献：
  名称：

  Revision of the αH2 value for N,N-dialkylhydroxylamines based on kinetic and spectroscopic measurements

  摘要：

  动力学溶剂效应对2,2-二苯基-1-苦基肼基自由基（DPPH·）从N,N-二乙基羟胺和N,N-二苄基羟胺中夺取氢原子的影响表明，这些化合物作为氢键供体的强度远低于当前公认的αH2值0.453所暗示的程度。通过在四氯化碳中使用红外光谱监测与两种强氢键受体HMPA和DMSO形成1∶1复合物的过程，也得到了较低的αH2值。因此得出结论，对于空间位阻不受限的N,N-二烷基羟胺，其αH2值应向下修正为0.29。

  DOI：

  10.1039/b102247o

文献信息

• Selective Oxidation of Secondary Amines to N,N-Disubstituted Hydroxylamines by Choline Peroxydisulfate
  作者：Akbar Heydari、Alireza Banan、Hassan Valizadeh、Abolghasem Moghimi

  DOI：10.1055/s-0036-1589089

  日期：2017.10

  N,N-Disubstituted hydroxylamines were prepared directly from secondary amines by a reliable method using an oxidizing task-specific ionic liquid, choline peroxydisulfate. The operational simplicity, high selectivity, and green reaction conditions, make this method efficient and practical.

  N,N-二取代羟胺直接由仲胺通过一种可靠的方法使用氧化任务特定的离子液体过硫酸胆碱制备。操作简单、选择性高、反应条件绿色，使该方法高效实用。
• Spin trapping reactions with nitric oxides, I. Dialkyl nitroxides
  作者：Miklós Győr、Antal Rockenbauer、Ferenc Tüdős

  DOI：10.1016/s0040-4039(00)83873-3

  日期：1986.1

  Dialkyl-nitroxide radicals formed from nitric oxide, which trapped two alkyl radicals in consecutive steps, have been detected by Electron Spin Resonance spectroscopy. The structure of radicals was found independent of the way of alkyl radical generation. Stereoselectivity of radical trapping was observed for secondary alkyl radicals with chiral carbons.

  由一氧化氮形成的二烷基硝基氧自由基在连续的步骤中捕获了两个烷基自由基，已通过电子自旋共振光谱法进行了检测。发现自由基的结构与烷基自由基的产生方式无关。对于具有手性碳的仲烷基，观察到了自由基捕获的立体选择性。
• Cholvad, Vlado; Stasko, Andrej; Tkac, Alexander, Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 4, p. 823 - 832
  作者：Cholvad, Vlado、Stasko, Andrej、Tkac, Alexander、Buchanenko, Anatolii L.、Malik, Lubomir

  DOI：——

  日期：——
• Detection of Paramagnetic pH-Dependent Inclusion Complexes between β-Cyclodextrin Dimers and Nitroxide Radicals
  作者：Paola Franchi、Marco Lucarini、Gian Franco Pedulli

  DOI：10.1002/anie.200250526

  日期：2003.4.25
• Revision of the αH2 value for N,N-dialkylhydroxylamines based on kinetic and spectroscopic measurements
  作者：Paola Astolfi、Lucedio Greci、Thomas Paul、Keith U. Ingold

  DOI：10.1039/b102247o

  日期：——

  Kinetic solvent effects on hydrogen-atom abstraction from N,N-diethylhydroxylamine and N,N-dibenzylhydroxylamine by the 2,2-diphenyl-1-picrylhydrazyl radical (DPPH˙) indicated that these compounds are much weaker hydrogen-bond donors than implied by the currently accepted αH2 value of 0.453. Lower αH2 values were also obtained by monitoring 1 ∶ 1 complex formation with two strong hydrogen-bond acceptors, HMPA and DMSO, in tetrachloromethane using IR spectroscopy. It is concluded that the αH2 value for sterically non-hindered N,N-dialkylhydroxylamines should be revised downward to 0.29.

  动力学溶剂效应对2,2-二苯基-1-苦基肼基自由基（DPPH·）从N,N-二乙基羟胺和N,N-二苄基羟胺中夺取氢原子的影响表明，这些化合物作为氢键供体的强度远低于当前公认的αH2值0.453所暗示的程度。通过在四氯化碳中使用红外光谱监测与两种强氢键受体HMPA和DMSO形成1∶1复合物的过程，也得到了较低的αH2值。因此得出结论，对于空间位阻不受限的N,N-二烷基羟胺，其αH2值应向下修正为0.29。