2-ethyl-10-hydroxy-9-anthrone | 108840-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-ethyl-10-hydroxy-9-anthrone
• 英文别名: 2-ethyloxanthrone；2-ethyl-10-hydroxy-anthrone；2-Aethyl-10-hydroxy-anthron；2-Ethyl-10-hydroxyanthracen-9(10H)-one；2-ethyl-10-hydroxy-10H-anthracen-9-one
• CAS: 108840-69-3
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: FLEGEBKMNCEPSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙基蒽醌 在 氢气 、 钯 作用下， 20.0~55.0 ℃ 、101.33 kPa 条件下， 反应 0.58h， 生成 2-乙基-9,10-二氢蒽-9,10-二醇 、 2-ethyl-10-hydroxy-9-anthrone
  参考文献：
  名称：

  Degradation Reactions in Anthraquinone Process of Hydrogen Peroxide Synthesis

  摘要：

  Present research concentrates on the process of anthraquinone degradation in the course of hydrogenation carried out in the presence of palladium catalyst. Hydrogenation experiments were carried out using agitated glass laboratory batch type reactor at atmospheric pressure of hydrogen and temperature of 55 A degrees C. Catalytic tests were performed using solutions composed of 2-ethyl-9,10-anthraquinone (eAQ) and a mixture of eAQ and 2-ethyloxanthrone (OXO) with various proportions. Degradation of anthraquinone was studied and in particular, the role of reduced forms of quinone namely hydroquinone and its tautomer OXO is discussed. A difference in the course of reactions pathways: hydrogenation of aromatic rings to give 2-ethyl-5,6,7,8-tetrahydro-9,10-anthraquinone (active quinone) and hydrogenolysis reactions yielding degradation products was observed.

  DOI：

  10.1007/s10562-010-0413-1

文献信息

• Photophysical and Photochemical Processes of 2-Methyl, 2-Ethyl, and 2-<i>tert</i>-Butylanthracenes on Silica Gel. A Substituent Effect Study
  作者：Reza Dabestani、Jashua Higgin、Daniel Stephenson、Ilia N. Ivanov、Michael E. Sigman

  DOI：10.1021/jp0022555

  日期：2000.11.1

  The photophysics and photochemistry of 2-methylanthracene (2MA), 2-ethylanthracene (2EA), and 2-tert-butylanthracene (2TBA) adsorbed on silica was studied at a silica/air interface to determine the substituent effect on the above processes. In contrast to anthracene (AN), which forms ground state stable pairs at surface coverages as low as 1% of a monolayer, 2MA, 2EA, and 2TBA show no evidence of any

  在二氧化硅/空气界面研究了吸附在二氧化硅上的 2-甲基蒽 (2MA)、2-乙基蒽 (2EA) 和 2-叔丁基蒽 (2TBA) 的光物理和光化学，以确定取代基对上述过程的影响。与在表面覆盖率低至单层的 1% 时形成基态稳定对的蒽 (AN) 相比，2MA、2EA 和 2TBA 即使在高表面覆盖率下也没有显示任何基态配对的证据。漫反射和荧光数据表明 2MA、2EA 和 2TBA 在较高的表面覆盖率下在表面上结晶。2MA、2EA 和 2TBA 在二氧化硅/空气界面的光解比 AN 的光解更有效地产生相应的 9,10-内过氧化物，通过将单线态分子氧（II 型）添加到基态分子中形成。热不稳定的内过氧化物在二氧化硅表面缓慢分解，生成相应的 9,10-醌和 2MA、2EA 和 2TBA 的其他羟基化产物。虽然光解AN...
• Degradation Reactions in Anthraquinone Process of Hydrogen Peroxide Synthesis
  作者：R. Kosydar、A. Drelinkiewicz、J. P. Ganhy

  DOI：10.1007/s10562-010-0413-1

  日期：2010.11

  Present research concentrates on the process of anthraquinone degradation in the course of hydrogenation carried out in the presence of palladium catalyst. Hydrogenation experiments were carried out using agitated glass laboratory batch type reactor at atmospheric pressure of hydrogen and temperature of 55 A degrees C. Catalytic tests were performed using solutions composed of 2-ethyl-9,10-anthraquinone (eAQ) and a mixture of eAQ and 2-ethyloxanthrone (OXO) with various proportions. Degradation of anthraquinone was studied and in particular, the role of reduced forms of quinone namely hydroquinone and its tautomer OXO is discussed. A difference in the course of reactions pathways: hydrogenation of aromatic rings to give 2-ethyl-5,6,7,8-tetrahydro-9,10-anthraquinone (active quinone) and hydrogenolysis reactions yielding degradation products was observed.