6-乙基-1,2,3,4-四氢蒽-9,10-二醇 | 68279-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 6-乙基-1,2,3,4-四氢蒽-9,10-二醇
• 英文名称: 2-ethyl-5,6,7,8-tetrahydro-9,10-anthrahydroquinone
• 英文别名: 6-ethyl-1,2,3,4-tetrahydroanthracene-9,10-diol；2-ethyltetrahydroanthrahydroquinone；5,6,7,8-Tetrahydro-2-aethylanthraquinone；9,10-Anthracenediol, 6-ethyl-1,2,3,4-tetrahydro-
• CAS: 68279-54-9
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: CCJCCAFGRJMKIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙基蒽醌 在 palladium 、 氢气 作用下， 以 辛醇 、 甲苯 为溶剂， 50.0 ℃ 、202.66 kPa 条件下， 生成 6-乙基-1,2,3,4-四氢蒽-9,10-二醇
  参考文献：
  名称：

  结晶度对2-乙基-9,10-蒽醌加氢中钯催化剂选择性的影响

  摘要：

  在2-乙基-9,10-蒽醌的加氢反应中研究了从各种前体获得的钯微晶的催化性能。在50°C下，从Pd（dba）2获得的未改性Pd微晶，H 2 O 2的收率最高（88％）。在Pd粒子的相干畴尺寸（CDS）和蒽酮的含量之间建立了S型关系，蒽酮的含量是eAQ转化的副产物。较小的Pd簇以及eAQ羰基的还原主要促进eAQH 2芳环的氢化。对于CDS为3–5 nm的钯催化剂，观察到副过程的贡献最小。

  DOI：

  10.1016/j.catcom.2020.106124

文献信息

• The Effect of Particle Size and the Modifier on the Properties of Palladium Catalysts in the Synthesis of Hydrogen Peroxide by the Anthraquinone Method
  作者：T. P. Sterenchuk、L. B. Belykh、N. I. Skripov、S. B. Sanzhieva、K. L. Gvozdovskaya、F. K. Schmidt

  DOI：10.1134/s0023158418050166

  日期：2018.9

  reducing agent) and hydrogenation of aromatic rings in 2-ethyl-9,10-anthrahydroquinone (in the case of AlEt3 as a reducing agent). Elementary phosphorus was found to have a promoting effect on the selectivity of palladium catalysts in the synthesis of hydrogen peroxide by the anthraquinone method. The main factors that make it possible to control the selectivity of palladium catalysts were discussed.

  研究了催化体系的组成和粒径对2-乙基-9,10-蒽醌加氢中钯催化剂性能的影响。结果表明，根据还原剂（H 2，AlEt 3）的性质，在不存在改性剂的情况下形成的钯物质与2-乙基-9,10-蒽醌一起在很大程度上催化了各种副反应。氢化：主要是氢解（在H 2作为还原剂的情况下）和2-乙基-9,10-蒽氢醌中的芳香环的氢化（在AlEt 3的情况下）作为还原剂）。发现在蒽醌法合成过氧化氢中，元素磷对钯催化剂的选择性具有促进作用。讨论了可以控制钯催化剂选择性的主要因素。
• The effect of solvents on the rate of catalytic hydrogenation of 6-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione
  作者：Vojtěch Fajt、Ladislav Kurc、Libor Červený

  DOI：10.1002/kin.20309

  日期：2008.5

  The rate of hydrogenation of 6-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione was investigated at 313 K and 0.1 MPa in 20 solvents. A multiple linear regression was used to describe the solvent effect. The regression of the reaction rates was carried out using two five-parameter linear regression models: the Abraham–Kamlet–Taft (AKT) and the Koppel–Palm (KP) model. After the elimination of the insignificant

  在 313 K 和 0.1 MPa 条件下，在 20 种溶剂中研究了 6-乙基-1,2,3,4-四氢蒽-9,10-二酮的氢化速率。使用多元线性回归来描述溶剂效应。使用两个五参数线性回归模型对反应速率进行回归：Abraham-Kamlet-Taft (AKT) 和 Koppel-Palm (KP) 模型。从回归模型中剔除不显着的项后，发现溶剂的基本性质及其希尔德布兰德凝聚能密度是影响加氢速率的最重要属性。对两种模型的分析得出了相同的结论。与 KP 模型相比，得到的简化 AKT 模型更适合。研究结果有助于蒽醌法生产过氧化氢工业过程中蒽醌加氢动力学的溶剂选择。© 2008 Wiley Periodicals, Inc. Int J Chem Kinet 40: 240–252, 2008
• Fasman, A. B.; Zabotin, P. I.; Maksimova, N. A., Journal of applied chemistry of the USSR, 1983, vol. 56, # 11, p. 2382 - 2386
  作者：Fasman, A. B.、Zabotin, P. I.、Maksimova, N. A.、Druz', S. V.、Zagor'ev, A. M.、Mikhailenko, S. D.

  DOI：——

  日期：——
• Drelinkiewicz, Alicja, Bulletin of the Polish Academy of Sciences: Chemistry, 1995, vol. 43, # 1, p. 51 - 66
  作者：Drelinkiewicz, Alicja

  DOI：——

  日期：——
• Mesoporous silica-supported NiB amorphous alloy catalysts for selective hydrogenation of 2-ethylanthraquinone
  作者：Xueying Chen、Shuai Wang、Jihua Zhuang、Minghua Qiao、Kangnian Fan、Heyong He

  DOI：10.1016/j.jcat.2004.08.002

  日期：2004.10.25

  The effects of pore structure on the reaction rates and selectivities in the liquid-phase hydrogenation of 2-ethylanthraquinone over Ni-B amorphous alloy catalysts prepared by the reductant-impregnation method were studied by regular (HMS, MCM-41, and SBA-15) and commercial mesoporous silicas as supports. The composition, particle size, and location of the Ni-B particles were profoundly influenced by the pore structure of the supports. It is found that the location of the Ni-B particles depended on the pore size of the supports, whereas the uniformity of particle size was related to the interaction between the Ni-B particles and the supports. The hydrogenation rate was much faster on Ni-B catalysts with pore diameters exceeding 5 nm than on the narrow-pore catalysts, whereas the selectivity to 2-ethyldihydroanthraquinone, the carbonyl group hydrogenation product, was higher on Ni-B catalysts supported on regular mesoporous silicas. The best activity and selectivity were achieved when using SBA-15 as the support, which is attributable to the formation of more uniform active sites due to the unique pore structure of SBA-15. (C) 2004 Elsevier Inc. All rights reserved.