t-butyl-t-butoxy nitroxide | 52323-95-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: t-butyl-t-butoxy nitroxide
• 英文别名: tert-butyl tert-butoxy nitroxide radical；tert-butoxy-tert-butylnitroxyl radical；t-butyl t-butoxy nitroxyl radical；tert-butoxyl-tert-butylaminoxyl；tert-butoxy-tert-butylnitroxyl；tert-butoxyl-tertbutylaminoxyl
• CAS: 52323-95-2
• 化学式: C₈H₁₈NO₂
• 分子量: 160.236
• InChiKey: KAYNYFQEUPJJMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  13.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  t-butyl-t-butoxy nitroxide 生成 叔-丁氧基自由基 、 亚硝基叔丁烷
  参考文献：
  名称：

  Kinetic EPR studies of the decay of tert-butyl alkoxy, silyloxy, germyloxy, and stannyloxy nitroxides

  摘要：

  The kinetics of decomposition of oxynitroxides Me3CN(O.)OMR3, with R3M = Me3C, Bu3Sn, Ph3Ge, and Ph3Si, has been studied by EPR at different temperatures, and the activation parameters have been determined. While the first nitroxide undergoes cleavage at the nitrogen-oxygen bond more readily than at the nitrogen-carbon bond, the organometallic nitroxides essentially fragment with elimination of a tert-butyl radical with rates of fragmentation increasing, at ordinary temperatures, along the sequence Ph3Ge < Ph3Si < Ph3Sn. A very large reduction of the frequency factor for the decomposition was observed on descending the periodic table. This has been explained in terms of an equilibrium between the nitroxide adduct and its dimer; experimental evidence supporting the existence of this equilibrium has been obtained.

  DOI：

  10.1021/ja00050a046
• 作为产物：
  描述：

  叔丁基过氧化氢 、 亚硝基叔丁烷 在 titanium(IV) tetrabutoxide 作用下， 以 苯 为溶剂， 生成 t-butyl-t-butoxy nitroxide
  参考文献：
  名称：

  10.1007/s11176-008-2015-9

  摘要：

  DOI：

  10.1007/s11176-008-2015-9

文献信息

• Reactions of ozonate and superoxide radical anions
  作者：Alexander R. Forrester、Vemishetti Purushotham

  DOI：10.1039/f19878300211

  日期：——

  Potassium ozonate has been prepared by reaction of ozone with potassium superoxide dispersed in Freon-12. Orange solutions of potassium ozonate in benzene or toluene containing 18-crown-6 react with nitrone traps to give spin adducts mainly derived from the oxide radical anion, which is a decomposition product of the ozonate radical anion. With 2-methyl-2-nitrosopropane in toluene solution the ozonate

  臭氧化钾是通过使臭氧与分散在氟利昂12中的超氧化钾反应制得的。含氧氮酸钾在苯或甲苯中的18-crown-6的橙色溶液与硝酮阱反应，生成主要衍生自氧化物氧自由基阴离子的自旋加合物，该氧化物是臭氧氧自由基阴离子的分解产物。用在甲苯溶液中的2-甲基-2-亚硝基异丙基丙烷，该膦酸酯产生五个氮氧化物自由基，在该氮氧化物自由基的形成中又牵涉到氧化物自由基阴离子。与亚硝基苯发生电子转移。描述了与超氧化物的可比反应。
• trans-1,2-Disiloxybenzocyclobutene, an adequate partner for the auto-oxidation: EPR/spin trapping and theoretical studies
  作者：Jean Drujon、Raphaël Rahmani、Virginie Héran、Romain Blanc、Yannick Carissan、Béatrice Tuccio、Laurent Commeiras、Jean-Luc Parrain

  DOI：10.1039/c3cp55077j

  日期：——

  The auto-oxidation of trans-1,2-disiloxybenzocyclobutene 1 was found to be very efficient, giving endo-peroxide 7 in quantitative yield. Each step of the mechanism of spin-forbidden addition of triplet oxygen O2(3Σg) was studied by both EPR/spin trapping and theoretical studies.

  的自动氧化反式-1,2- disiloxybenzocyclobutene 1被认为是非常有效的，使内-peroxide 7以定量的产量。自旋禁加成三线态氧的的机构的各步骤O中2（3 Σ克），研究了既EPR /自旋捕获和理论研究。
• Spin trapping of radicals generated in the UV photolysis of alkyl disulfides
  作者：Avinash Joshi、George C. Yang

  DOI：10.1021/jo00331a035

  日期：1981.8
• Reactions of tris(trimethylsilyl)silyl radicals with nitro alkanes. EPR, kinetic, and product studies
  作者：Marco Ballestri、Chryssostomos Chatgilialoglu、Marco Lucarini、Gian Franco Pedulli

  DOI：10.1021/jo00029a029

  日期：1992.1

  The radical-initiated reaction of tris(trimethylsilyl)silane with a variety of aliphatic nitro derivatives has been investigated. This silane, which for many applications is a valid alternative to tributyltin hydride, is unable to reduce tertiary nitroalkanes to the corresponding hydrocarbons. EPR results, as well as kinetic and products studies, have shown that this ''anomalous'' behavior is due to the fact that the nitroxide adducts formed by addition of tris(trimethylsilyl)silyl radicals to the nitro compounds fragment preferentially at the nitrogen-oxygen bond rather than at the carbon-nitrogen bond as in the analogous tributyltin adducts. The resulting silyloxy radical, (Me3Si)3SiO+, undergoes a fast rearrangement (k greater-than-or-equal-to 10(7) s-1 at room temperature) with migration of a Me3Si group from silicon to oxygen to give (Me3Si)2SiOSiMe3 which adds to the nitro compound affording a secondary nitroxide adduct. The kinetics of the decay of both primary and secondary adducts to nitromethane has been studied over a wide range of temperatures. With tertiary nitroalkanes persistent aminyl radicals, RNOSi(SiMe3)3, have also been detected.
• Spin-trapping of α-azidoalkyl radicals
  作者：Malcolm D. Cook、Lee Len Ng、Brian P. Roberts

  DOI：10.1016/s0040-4039(00)94528-3

  日期：1983.1