N-tert-Butyl-N-(1-phenyl-propyl)-hydroxylamine | 134955-18-3

• 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: N-tert-Butyl-N-(1-phenyl-propyl)-hydroxylamine
• 英文别名: N-tert-butyl-N-(1-phenylpropyl)hydroxylamine
• CAS: 134955-18-3
• 化学式: C₁₃H₂₁NO
• 分子量: 207.316
• InChiKey: JRKKOJNUVFAMMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-tert-Butyl-N-(1-phenyl-propyl)-hydroxylamine 在 氧气 作用下， 以 苯 为溶剂， 生成 ethyl adduct of α-phenyl-N-t-butylnitrone
  参考文献：
  名称：

  ¹H NMR of (α-Substituted benzyl-t-butyl)hydroxylamines and EPR of Their Oxidized Forms

  摘要：

  对几种（苄基-t-丁基）羟胺衍生物（BBHA）进行了1H NMR研究，这些衍生物是通过Grignard试剂与α-苯基-N-t-丁基亚胺（PEN）反应或对PEN进行还原获得的。同时，测量了它们的氧化形式（亚硝基自由基，BEN）的EPR。研究证明，1H NMR与EPR的联合应用为α-取代基的分配提供了决定性证据。

  DOI：

  10.1246/cl.1991.737
• 作为产物：
  描述：

  N-叔丁基-α-苯基硝酮 、 乙基溴化镁 生成 N-tert-Butyl-N-(1-phenyl-propyl)-hydroxylamine
  参考文献：
  名称：

  ¹H NMR of (α-Substituted benzyl-t-butyl)hydroxylamines and EPR of Their Oxidized Forms

  摘要：

  对几种（苄基-t-丁基）羟胺衍生物（BBHA）进行了1H NMR研究，这些衍生物是通过Grignard试剂与α-苯基-N-t-丁基亚胺（PEN）反应或对PEN进行还原获得的。同时，测量了它们的氧化形式（亚硝基自由基，BEN）的EPR。研究证明，1H NMR与EPR的联合应用为α-取代基的分配提供了决定性证据。

  DOI：

  10.1246/cl.1991.737

文献信息

• 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-..
• RING-OPENED AZLACTONE INITIATORS FOR NITROXIDE-MEDIATED POLYMERIZATION
  申请人：3M Innovative Properties Company

  公开号：EP1590387B1

  公开（公告）日：2009-10-21