N-(1,2-diphenylethyl)-N-tert-butylnitroxyl | 21894-25-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N-(1,2-diphenylethyl)-N-tert-butylnitroxyl
• CAS: 21894-25-7
• 化学式: C₁₈H₂₂NO
• 分子量: 268.379
• InChiKey: PKGZEKGFQZYSHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  23.14
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  dibenzylaminonitrene 在 N-叔丁基-α-苯基硝酮 作用下， 以 二甲基亚砜 为溶剂， 生成 N-(1,2-diphenylethyl)-N-tert-butylnitroxyl
  参考文献：
  名称：

  Savin, V. I.; Morozov, V. I.; Kitaev, Yu. P., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 866 - 870

  摘要：

  DOI：

文献信息

• Vitamin E Chemistry. Studies into Initial Oxidation Intermediates of α-Tocopherol:  Disproving the Involvement of 5a-<i>C</i>-Centered “Chromanol Methide” Radicals
  作者：Thomas Rosenau、Elisabeth Kloser、Lars Gille、Francesco Mazzini、Thomas Netscher

  DOI：10.1021/jo062553j

  日期：2007.4.1

  days of vitamin E research, one-electron oxidation of vitamin E does not involve 5a-C-centered radicals. A combined approach of analytical techniques, in particular electron paramagnetic resonance spectroscopy (EPR), organic synthesis of special derivatives, isotopic labeling, kinetic studies, and computational chemistry was used to re-evaluate the one-electron and two-electron oxidation chemistry of α-tocopherol

  与维生素E研究初期文献中提出的概念相反，维生素E的单电子氧化不涉及以5a- C为中心的自由基。分析技术的组合方法，特别是电子顺磁共振光谱法（EPR），特殊衍生物的有机合成，同位素标记，动力学研究和计算化学方法，被用于重新评估α的单电子和二电子氧化化学-生育酚（α-toc）。EPR与5a - 13 C标记的化合物结合使用，未提供涉及5a- C中心自由基的迹象。特殊生育酚衍生物的氧化被用来证明5a- C的发生中心的单电子中间体。此外，还表明，通常被诱使以C为中心的生育酚自由基参与的那些维生素E反应实际上是通过杂化即非自由基中间体进行的。结果将有助于消除对维生素E化学的广泛传播的误解，并将对基于生育酚的超分子结构和5a-取代的α-生育酚衍生物的合成具有机械学意义。
• Use of spin traps in the study of silyl radicals in the gas phase
  作者：Harish Chandra、Iain M. T. Davidson、Martyn C. R. Symons

  DOI：10.1039/f19837902705

  日期：——

  this study was to probe the utility of the spin-trapping technique for the identification and estimation of radicals derived from organosilicon compounds in the gas phase. The methods of generation comprised electric discharge and mercury-sensitized photolysis; the traps were Me3 C—NO and PhCNN(O)CMe3. After establishing that the procedures were satisfactory, using toluene and n-hexane as radical sources

  这项研究的目的是探索自旋捕集技术在气相中识别和评估衍生自有机硅化合物的自由基的实用性。产生方法包括放电和汞敏化光解；陷阱是Me 3 C-NO和PhCN N（O）CMe 3。在确定程序令人满意之后，使用甲苯和正己烷作为自由基源，研究了一系列甲硅烷。几个系统给出了自旋陷阱自由基的合理产率。例如，SiMe 4得到H 2 CSiMe 3加合物，Me 3 SiH得到H 2 CSi（H）Me 2和Me 3Si·加合物和PhSiH 3给出了PhSiH 2加合物。某些氯硅烷会通过放电产生氯原子加成物，但是使用光解法只能从未知自由基衍生物中获得非常微弱的信号。
• Substituent effects on ESR parameters of α-phenyl-N-tert-butylnitrone spin adducts. Resolution enhancement and mass spectrometry
  作者：Kai Pan、Chiou-Rong Lin、Tong-Ing Ho

  DOI：10.1002/mrc.1260310705

  日期：1993.7

  The combination of high‐performance liquid chromatography (HPLC) and ESR spectrometry was used to isolate the free radicals produced by the reaction of a Grignard reagent with 15 substituted α‐Phenyl‐N‐tert‐butylnitrone. Long‐range hyperfine splitting constants (hfsc) were obtained by the resolution enhancement method. Linear correlation studies between hfsc and Hammett σp constants are reported. Dual‐parameter

  高效液相色谱 (HPLC) 和 ESR 光谱法相结合，用于分离格氏试剂与 15 取代的 α-苯基-N-叔丁基硝酮反应产生的自由基。通过分辨率增强方法获得长程超精细分裂常数（hfsc）。报告了 hfsc 和 Hammett σp 常数之间的线性相关性研究。还研究了使用 σR 和 σI 的双参数相关性。报告了 HPLC 分离的自旋加合物的质谱及其碎片模式。
• Photochemistry of stilbene-amine. Spin-trapping study
  作者：Chiou Rong Lin、Cheng Nan Wang、Tong Ing Ho

  DOI：10.1021/jo00017a009

  日期：1991.8

  2-Methyl-2-nitrosopropane (MNP) was used as a spin-trap reagent to study the radicals formed in the photochemical reaction of substituted trans-stilbenes (TS) with tertiary amines. Seven 1,2-(p,p'-disubstitited phenyl)ethyl radicals were trapped by MNP and isolated and identified by HPLC-EPR. The nitrogen hyperfine splitting constants (hfsc) of these radicals are linearly correlated with the Hammett substituent constants sigma-P. There is also a linear correlation of the nitrogen hfsc with both the single sigma-P parameter and the dual sigma-R', sigma-I parameters. The inductive and resonance effects are of equal importance. The correlation between proton hfsc and a single sigma-P parameter is not linear. There is fair correlation between the beta-proton hfsc and the dual parameters sigma-R', sigma-I. The only fair correlation may be due to the large dihedral angle between the nitrogen pi orbital and the N-C-H plane.
• Rate constants for addition of triethylsilyl radicals to spin traps
  作者：R. G. Gasanov、L. V. Ivanova、R. Kh. Freidlina

  DOI：10.1007/bf00947858

  日期：1984.4