tert-Butyl methyl nitroxide | 6146-37-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tert-Butyl methyl nitroxide
• CAS: 6146-37-8
• 化学式: C₅H₁₂NO
• 分子量: 102.156
• InChiKey: QJKMIKLTPRJNLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  甲基自由基 、 亚硝基叔丁烷 以 水 为溶剂， 生成 tert-Butyl methyl nitroxide
  参考文献：
  名称：

  Madden, Keith P.; Taniguchi, Hitoshi, Journal of the American Chemical Society, 1991, vol. 113, # 15, p. 5541 - 5547

  摘要：

  DOI：

文献信息

• Use of spin traps to elucidate radical mechanisms of oxidations by hydroperoxides catalyzed by hemeproteins
  作者：Brenda Walker Griffin

  DOI：10.1139/v82-212

  日期：1982.6.15

  The use of the spin traps nitrosobenzene and 2-methyl-2-nitrosopropane has established that metmyoglobin and liver microsomal cytochrome P-450 initiate a radical decomposition of cumene hydroperoxide. With metmyoglobin and the alkyl nitroso compound, the only radical product of cumene hydroperoxide trapped was the methyl radical formed by β scission of the cumyloxy radical. With both hemeprotein initiators, nitrosobenzene trapped only the cumyl radical, considered to be a decomposition product of the unstable spin adduct phenylcumyloxynitroxide. Support for this proposal includes: (1) previous spin trapping studies of the chemical decomposition of cumene hydroperoxide; and (2) significant inhibition by nitrosobenzene of the one-electron oxidation of aminopyrine and the autoxidation of unsaturated membrane lipids resulting from addition of the hydroperoxide to liver microsomes. Aminopyrine altered the epr signal amplitudes of the spin adducts produced with both nitroso compounds, indicative of oxidation of aminopyrine by the methyl radical and reduction of cumene hydroperoxide by the aminopyrine radical. The participation of hydroperoxide-derived radicals in the low peroxidatic activities of certain hemeproteins is quite distinct from the catalytic function of the true hemeprotein peroxidases, which bring about an efficient two-electron reduction of specific hydroperoxides.

  使用自旋陷阱亚硝基苯和2-甲基-2-亚硝基丙烷的方法确定了肌红蛋白和肝微粒体细胞色素P-450启动了叔丁基苯过氧化物的自由基分解。使用肌红蛋白和烷基亚硝基化合物时，叔丁基苯过氧化物的唯一自由基产物是由叔丁氧自由基的β断裂形成的甲基自由基。对于两种血红蛋白启动剂，亚硝基苯仅捕获了叔丁基自由基，被认为是不稳定的自旋加合物苯基叔丁氧亚硝酰的分解产物。这个提议的支持包括：（1）先前关于叔丁基苯过氧化物的化学分解的自旋陷阱研究；和（2）亚硝基苯显著抑制氨基比林的单电子氧化和添加过氧化物到肝微粒体后不饱和膜脂自动氧化的结果。氨基比林改变了两种亚硝基化合物产生的自旋加合物的epr信号幅度，表明甲基自由基氧化了氨基比林，而氨基比林自由基还原了叔丁基苯过氧化物。过氧化物衍生自由基参与某些血红蛋白低过氧化活性的过程与真正的血红蛋白过氧化物酶的催化功能非常不同，后者能够有效地将特定的过氧化物还原为两个电子。
• Dodonov, V. A.; Grishin, D. F.; Cherkasov, V. K., Journal of general chemistry of the USSR, 1982, vol. 52, p. 755 - 761
  作者：Dodonov, V. A.、Grishin, D. F.、Cherkasov, V. K.

  DOI：——

  日期：——
• Studies on spin-trapped radicals in .gamma.-irradiated aqueous solutions of 2-methyl-2-nitrosopropane by high-performance liquid chromatography and ESR spectroscopy
  作者：Keisuke Makino

  DOI：10.1021/j100446a016

  日期：1980.5
• Madden, Keith P.; Taniguchi, Hitoshi, Journal of the American Chemical Society, 1991, vol. 113, # 15, p. 5541 - 5547
  作者：Madden, Keith P.、Taniguchi, Hitoshi

  DOI：——

  日期：——