10-methyl-10-(tert-butyldioxy)-9-anthrone | 86543-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 10-methyl-10-(tert-butyldioxy)-9-anthrone
• 英文别名: 10-methyl-10-(tert-butylsioxy)-9-anthrone；10-methyl-10-tert-butylperoxy-9-anthrone；10-t-butyldioxy-10-methyl-9-anthrone；10-(tert-Butylperoxy)-10-methylanthracen-9(10H)-one；10-tert-butylperoxy-10-methylanthracen-9-one
• CAS: 86543-49-9
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: PIUASEUYGQACJB-UHFFFAOYSA-N

物化性质

• 沸点：
  397.7±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-methyl-10-(tert-butyldioxy)-9-anthrone 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以97%的产率得到10-hydroxy-10-methylanthracen-9(10H)-one
  参考文献：
  名称：

  The transannular ozonide of 9-tert-butyl-10-methylanthracene

  摘要：

  DOI：

  10.1021/ja00355a034
• 作为产物：
  描述：

  9-t-butyl-10-methyl-9,10-endotrioxy-9,10-dihydroanthracene 以 甲醇 为溶剂， 以59%的产率得到10-methyl-10-(tert-butyldioxy)-9-anthrone
  参考文献：
  名称：

  9-t-丁基-10-甲基-9,10-内三氧-9,10-二氢蒽与过渡金属化合物的反应

  摘要：

  9-t-丁基-10-甲基-9,10-endotrioxy-9,10-dihydroanthracene 容易与具有单电子还原性的过渡金属化合物发生还原分解，意外地导致较短的 O-O 键的特异性断裂接近三氧化物中的叔丁基最终生成10-甲基氧杂蒽酮和叔丁醇。讨论了一个合理的机制。

  DOI：

  10.1246/cl.1985.993

文献信息

• Monooxygen transfer potential of the transannular ozonide of 9-tert-butyl-10-methylanthracene
  作者：Yoshikatsu Ito、Akira Matsuura、Teruo Matsuura

  DOI：10.1016/s0040-4039(01)80194-5

  日期：——

  The efficiency of oxygen transfer from the transannular ozonide 1 to several organic substrates was investigated. The efficiency was estimated to be as high as 90% in the case of Ph3P as the substrate.

  研究了氧气从环过氧化臭氧化物1转移到几种有机基质的效率。在以Ph 3 P为基材的情况下，效率估计高达90％。
• 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.
• Interaction of 9-substituted anthracenes with oxidation systems tert-butylhydroperoxide-metal tert-butoxide
  作者：L. P. Stepovik、Yu. B. Malysheva、G. K. Fukin

  DOI：10.1134/s1070363215060080

  日期：2015.6

  9-R-Anthracenes (R = Me, Ph) are effective acceptors of peroxyl and metalalkoxyl radicals in the systems tert-butylhydroperoxide-metal tert-butoxide (M = Al, V, Cr; C6H6, 20A degrees C). Isolation of 9-R-9,10-dihydro-9,10-di-tert-butylperoxyanthracenes, 10-R-10-tert-butylperoxy-9-anthrones as major products reliably confirms the formation of tert-butylperoxy radicals and can be used for quantitative assessment of their content.
• ITO, YOSHIKATSU;MATSUURA, AKIRA;MATSUURA, TERUO, TETRAHEDRON LETT., 1984, 25, N 14, 1491-1494
  作者：ITO, YOSHIKATSU、MATSUURA, AKIRA、MATSUURA, TERUO

  DOI：——

  日期：——
• MATSUURA, AKIRA;ITO, YOSHIKATSU;MATSUURA, TERUO, J. ORG. CHEM., 1986, 50, N 24, 5002-5004
  作者：MATSUURA, AKIRA、ITO, YOSHIKATSU、MATSUURA, TERUO

  DOI：——

  日期：——