2-tert-butylperoxy-2-phenylbutane

• 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: 2-tert-butylperoxy-2-phenylbutane
• 英文别名: tert-butyl-(1-methyl-1-phenyl-propyl)-peroxide；tert-Butyl-(1-methyl-1-phenyl-propyl)-peroxid；2-t-Butylperoxy-2-phenylbutane；2-tert-butylperoxybutan-2-ylbenzene
• 化学式: C₁₄H₂₂O₂
• 分子量: 222.327
• InChiKey: DPGRESOVTGLJAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-苯基-2-丁醇 在 叔丁基过氧化氢 、 硫酸 、 溶剂黄146 作用下， 生成 2-tert-butylperoxy-2-phenylbutane
  参考文献：
  名称：

  Davies et al., Journal of the Chemical Society, 1954, p. 2200,2203

  摘要：

  DOI：

文献信息

• New syntheses of mixed peroxides under Gif–Barton oxidation of alkylbenzenes, conjugated alkenes and alkanes; a free-radical mechanism
  作者：Francesco Minisci、Francesca Fontana、Silvia Araneo、Francesco Recupero

  DOI：10.1039/c39940001823

  日期：——

  peroxides are performed under Gif oxidation of alkylaromatics, electron-rich conjugated alkenes (styrene, α-methylstyrene) or cyclohexane and acrylonitrile; chemical and kinetic evidence support a free-radical redox chain mechanism.

  混合过氧化物的合成是在烷基芳烃，富电子共轭烯烃（苯乙烯，α-甲基苯乙烯）或环己烷和丙烯腈的Gif氧化作用下进行的；化学和动力学证据支持自由基氧化还原链机理。
• Kharasch and Metalloporphyrin Catalysis in the Functionalization of Alkanes, Alkenes, and Alkylbenzenes by t-BuOOH. Free Radical Mechanisms, Solvent Effect, and Relationship with the Gif Reaction
  作者：F. Minisci、F. Fontana、S. Araneo、F. Recupero、S. Banfi、S. Quici

  DOI：10.1021/ja00106a026

  日期：1995.1

  New results for the oxidation of alkanes, alkenes, and alkylbenzenes by t-BuOOH according to the Kharasch reaction and Mn(III)- and Fe(III)-porphyrin catalysis are reported. Chemical and kinetic evidence show the role of t-BuO(.) and t-BuOO(.) radicals in these oxidations and the strict relationship with the Gif reaction, for which recently a free-radical mechanism has been emphasized in contrast with the Barton interpretation. A key step appears to be the hydrogen abstraction from t-BuOOH by t-BuO(.), very fast in nonbasic solvents, but inhibited by solvents which form hydrogen bonds with t-BuOOH. As a consequence, the generally accepted Kochi mechanism of the Kharasch reaction must be modified, and the similar mechanistic features of the three types of catalysis (Kharasch, metalloporphyrins, and Gif) are discussed.
• Oxidizing properties of the tert-butyl hydroperoxide-tetra-tert-butoxychromium system
  作者：L. P. Stepovik、A. Yu. Potkina、A. I. Poddelskii

  DOI：10.1134/s1070363213110066

  日期：2013.11

  tert-Butyl hydroperoxide reacts with the tetra-tert-butoxychromium by oxidizing the latter to chromyl Cr-V=O (C6H6, 20 degrees C). At t-BuOOH-Cr(OBu-t)(4) ratio of 2 : 1 or higher, oxygen is released. The occuring processes include the formation of chromium-containing peroxides and peroxytrioxydes. The t-BuOOH-Cr(OBu-t)(4) system oxidizes aromatic hydrocarbons of various structures (anthracene, 9,10-dimethylanthracene, 1,1-diphenylethylene, alkylarenes), as well as primary and secondary alcohols. Depending on the structure of the substrate, the oxidants are: in situ generated oxygen including that in the singlet state, peroxy radicals, or chromium-containing peroxides.
• Davies et al., Journal of the Chemical Society, 1954, p. 2200,2203
  作者：Davies et al.

  DOI：——

  日期：——