| 21999-41-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 21999-41-7
• 化学式: C₁₅H₂₄NO
• 分子量: 234.362
• InChiKey: NAJAQCUXXOQUDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  正溴丁烷 、 N-叔丁基-α-苯基硝酮 在 triphenylphosphine-protected Au nanoparticles 作用下， 以 甲苯 为溶剂， 反应 0.02h， 生成
  参考文献：
  名称：

  金纳米粒子引发的自由基氧化和卤素抽象。

  摘要：

  我们报告了使用EPR光谱和自旋捕获技术来检测在金纳米粒子的存在下形成的自由基中间体。发现被膦和胺保护的金纳米颗粒会引发空气中含有活性氢原子的有机底物的空气氧化，例如胺和氧化膦。受较强结合的配体（例如硫醇）保护的纳米颗粒在这些反应中没有活性。我们还发现，金纳米颗粒能够从卤代化合物中提取卤素原子，这可能是由于金金属对卤素的高度亲和力所致。金纳米粒子与氯仿的反应显示出不同寻常的反同位素效应。当金纳米粒子与CDCl（3）而不与CHCl（3）混合时，观察到三氯甲基自旋加合物。

  DOI：

  10.1039/b711573c

文献信息

• 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。
• An ESR and HPLC-EC Assay for the Detection of Alkyl Radicals
  作者：Christo P. Novakov、Dennis Feierman、Arthur I. Cederbaum、Detcho A. Stoyanovsky

  DOI：10.1021/tx015507h

  日期：2001.9.1

  The correlation of lipid peroxidation with release of alkanes (RH) is considered a noninvasive method for the in vivo evaluation of oxidative stress. The formation of RH is believed to reflect a lipid hydroperoxide (LOOH)-dependent generation of alkoxyl radicals (LO.) that undergo, beta -scission with release of alkyl radicals (R-.). Alternatively, R-. could be spin-trapped with a nitrone before the formation of RH and analyzed by ESR. Extracts from the liver and lung of CCl4- and asbestos-treated rats that were previously loaded with nitrones exhibited ESR spectra suggesting the formation of iso-propyl, n-butyl, ethyl, and pentyl radical-derived nitroxides. In biological systems, various nitroxides with indistinguishable ESR spectra could be formed. Hence, experiments with N-tert-butyl-alpha -phenylnitrone (PBN) for spin trapping of R-. were carried out in which the nitroxides formed were separated and analyzed by HPLC with electrochemical detection (EC). The C1-5 homologous series of PBN nitroxides and hydroxylamines were synthesized, characterized by ESR, GC-MS, and HPLC-EC, and used as HPLC standards. For in vivo generation and spin trapping of R-., rats were loaded with CCl4 and PBN. The HPLC-EC chromatograms of liver extracts from CCl4-treated rats demonstrated the formation of both the nitroxide and hydroxylamine forms of PBN/(CCl3)-C-., as well as the formation of a series of unidentified PBN nitroxides and hydroxylamines. However, formation of PBN adducts with retention times similar to these of the PBN/C2-5 derivatives was not observed. In conclusion, we could not correlate the production of PBN-detectable alkyl radicals with the reported CCl4-dependent production Of C1-5 alkanes. We speculate that the major reason for this is the low steady-state concentrations of R-. produced because only a small fraction of LO. undergo,beta -scission to release R-..
• Gold nanoparticle-initiated free radical oxidations and halogen abstractions
  作者：Petre Ionita、Marco Conte、Bruce C. Gilbert、Victor Chechik

  DOI：10.1039/b711573c

  日期：——

  containing active hydrogen atoms, such as amines and phosphine oxides. Nanoparticles protected by stronger bound ligands (e.g., thiols) were inactive in these reactions. We also found that gold nanoparticles are able to abstract a halogen atom from the halogenated compounds, presumably due to the high affinity of gold metal for halogens. Reaction of Au nanoparticles with chloroform showed an unusual

  我们报告了使用EPR光谱和自旋捕获技术来检测在金纳米粒子的存在下形成的自由基中间体。发现被膦和胺保护的金纳米颗粒会引发空气中含有活性氢原子的有机底物的空气氧化，例如胺和氧化膦。受较强结合的配体（例如硫醇）保护的纳米颗粒在这些反应中没有活性。我们还发现，金纳米颗粒能够从卤代化合物中提取卤素原子，这可能是由于金金属对卤素的高度亲和力所致。金纳米粒子与氯仿的反应显示出不同寻常的反同位素效应。当金纳米粒子与CDCl（3）而不与CHCl（3）混合时，观察到三氯甲基自旋加合物。