octahydro-9,10-hydroanthraquinone | 101416-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: octahydro-9,10-hydroanthraquinone
• 英文别名: 1,2,3,4,5,6,7,8-octahydro-anthracene-9,10-diol；1,2,3,4,5,6,7,8-Octahydro-anthracen-9,10-diol；9.10-Dihydroxy-1.2.3.4.5.6.7.8-octahydro-anthracen；1.2.3.4.5.6.7.8-Oktahydro-anthrahydrochinon；9.10-Dioxy-1.2.3.4.5.6.7.8-oktahydro-anthracen；1,2,3,4,5,6,7,8-Octahydroanthracene-9,10-diol
• CAS: 101416-10-8
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: WKYJRKDJIAYZME-UHFFFAOYSA-N

物化性质

• 沸点：
  398.7±42.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  octahydro-9,10-hydroanthraquinone 在 氧气 、 二氧化氮 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以97%的产率得到1,2,3,4,5,6,7,8-Octahydro-9,10-anthraquinone
  参考文献：
  名称：

  通过氢醌与氮氧化物的催化自氧化方便地制备醌

  摘要：

  一种有效，廉价的对苯二酚自动氧化的催化方法利用了气态（NO x）催化剂，该方法允许简单的后处理步骤，仅通过去除溶剂即可分离出醌。

  DOI：

  10.1016/s0040-4039(00)76211-3
• 作为产物：
  描述：

  1,2,3,4-tetrahydro-9,10-anthraquinone 生成 octahydro-9,10-hydroanthraquinone
  参考文献：
  名称：

  Skita, Chemische Berichte, 1925, vol. 58, p. 2694,2696

  摘要：

  DOI：

文献信息

• Production method of aromatic hydroxide
  申请人：Abe Ryu

  公开号：US20090318736A1

  公开（公告）日：2009-12-24

  According to the present invention, two hydroxyl groups can be introduced into the 1-position and the 4-position of the benzene ring of an aromatic compound highly efficiently and highly selectively by a one step process to give the corresponding aromatic hydroxide. The present invention provides a production method of an aromatic hydroxide represented by the formula (2) wherein R 1 , R 2 , R 3 , and, R 4 are each independently a hydrogen atom or an alkyl group having a carbon atom number of 1-20, and R 1 , R 2 and/or R 3 and R 4 are optionally bonded to each other to form a ring, which comprises irradiating light to a photoelectrode comprised of metal oxide while applying a given potential in the presence of an aromatic compound represented by the formula (1) wherein R 1 , R 2 , R 3 , and R 4 are as defined above.

  根据本发明，可以通过一步法将两个羟基高效且高选择性地引入到芳香化合物的苯环1位和4位，从而得到相应的芳香羟化物。本发明提供了一种芳香羟化物的生产方法，其表示为公式（2）所示，其中R1、R2、R3和R4分别独立地为氢原子或碳原子数为1-20的烷基基团，且R1、R2和/或R3和R4可以选择地彼此相连形成环，并在存在公式（1）所示的芳香化合物的情况下，在施加给定电位的同时照射金属氧化物制成的光电极。
• Zahn; Koch, Chemische Berichte, 1938, vol. 71, p. 172,178
  作者：Zahn、Koch

  DOI：——

  日期：——
• Rathore, Rajendra; Bosch, Eric; Kochi, Jay K., Journal of the Chemical Society. Perkin transactions II, 1994, # 6, p. 1157 - 1166
  作者：Rathore, Rajendra、Bosch, Eric、Kochi, Jay K.

  DOI：——

  日期：——
• v. Braun; Bayer, Chemische Berichte, 1925, vol. 58, p. 2682
  作者：v. Braun、Bayer

  DOI：——

  日期：——
• Novel Catalysis of Hydroquinone Autoxidation with Nitrogen Oxides
  作者：E. Bosch、R. Rathore、J. K. Kochi

  DOI：10.1021/jo00088a039

  日期：1994.5

  An efficient catalytic method is described for the preparative conversion of hydroquinones to quinones with dioxygen under mild conditions. The use of the gaseous nitrogen oxide (NOx) catalyst allows a simple workup procedure for the isolation of quinones in essentially quantitative yields by merely removing the low-boiling solvent dichloromethane in vacuo. The mechanism of the catalytic autoxidation of hydroquinones is ascribed to the critical role of nitrosonium (NO+) in the one-electron oxidation of hydroquinone, followed by the reoxidation of the reduced nitric oxide (NO) with dioxygen. An extensive series of complex interchanges among various NOx species in nitrogen-(V), -(IV), -(III), and -(II) oxidation states, coupled with stepwise oxidation of hydroquinone via a successive series of one-electron/proton transfers, form the critical components of the catalytic cycle.