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
• ¹H NMR of (α-Substituted benzyl-<i>t</i>-butyl)hydroxylamines and EPR of Their Oxidized Forms
  作者：Gatherina T. Migita、Masaharu Nakayama、Makoto Takeuchi、Kotaro Ogura

  DOI：10.1246/cl.1991.737

  日期：1991.5

  1H NMR study of several (benzyl-t-butyl)hydroxylamine derivatives (BBHA) was performed, which were obtained through the addition of Grignard agents to α-phenyl-N-t-butylnitrone (PEN) or the reduction of PEN. Concomitantly, EPR of their oxidized forms (nitroxide radicals, BEN) was measured. It was proved that the joint application of 1H NMR and EPR provides decisive evidences to assign the α-substituents.

  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。