1-羟基-8-(2-羟基乙氧基)蒽-9,10-二酮 | 880758-61-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1-羟基-8-(2-羟基乙氧基)蒽-9,10-二酮
• 英文名称: 1-hydroxy-8-(2-hydroxyethoxy)anthraquinone
• 英文别名: 1-Hydroxy-8-(2-hydroxyethoxy)anthracene-9,10-dione；1-hydroxy-8-(2-hydroxyethoxy)anthracene-9,10-dione
• CAS: 880758-61-2
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: YJSCODYYEYNBBC-UHFFFAOYSA-N

物化性质

• 沸点：
  555.5±50.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-羟基-8-(2-羟基乙氧基)蒽-9,10-二酮 在 正丁基锂 、 四丁基溴化铵 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.83h， 生成 2-[9,10-Bis-benzo[1,3]dithiol-2-ylidene-8-(2-hydroxy-ethoxy)-9,10-dihydro-anthracen-1-yloxy]-ethanol
  参考文献：
  名称：

  Novel 9,10-Bis(1,3-dithiol-2-ylidene)-9,10- dihydroanthracene Derivatives Bridged by a Crown Ether Unit at the 1,8-Positions: A New Type of Redox-switchable Hosts Undergoing Reversible Structural Changes

  摘要：

  Novel redox-switchable host molecules (2) composed of a 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene unit and a crown ether moiety bridging the 1,8-positions have been synthesized. Cyclic voltammetry and X-Ray analyses revealed that the molecules undergo a significant structural change upon oxidation. 'H-NMR titration experiments on the neutral and dication states show that the binding abilities of the dication states for alkali metal cations (Li+, Na+, K+) are considerably lower than those of the neutral molecules. The binding properties of 2 were also investigated by cyclic voltammetry.

  DOI：

  10.3987/com-05-s(t)55
• 作为产物：
  描述：

  碳酸乙烯酯 、 1,8-二羟基蒽醌 在 四丁基溴化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以71%的产率得到1-羟基-8-(2-羟基乙氧基)蒽-9,10-二酮
  参考文献：
  名称：

  Novel 9,10-Bis(1,3-dithiol-2-ylidene)-9,10- dihydroanthracene Derivatives Bridged by a Crown Ether Unit at the 1,8-Positions: A New Type of Redox-switchable Hosts Undergoing Reversible Structural Changes

  摘要：

  Novel redox-switchable host molecules (2) composed of a 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene unit and a crown ether moiety bridging the 1,8-positions have been synthesized. Cyclic voltammetry and X-Ray analyses revealed that the molecules undergo a significant structural change upon oxidation. 'H-NMR titration experiments on the neutral and dication states show that the binding abilities of the dication states for alkali metal cations (Li+, Na+, K+) are considerably lower than those of the neutral molecules. The binding properties of 2 were also investigated by cyclic voltammetry.

  DOI：

  10.3987/com-05-s(t)55

文献信息

• Novel 9,10-Bis(1,3-dithiol-2-ylidene)-9,10- dihydroanthracene Derivatives Bridged by a Crown Ether Unit at the 1,8-Positions: A New Type of Redox-switchable Hosts Undergoing Reversible Structural Changes
  作者：Akira Ohta、Taeko Numae、Yoshiro Yamashita、Kunihide Fujimori

  DOI：10.3987/com-05-s(t)55

  日期：——

  Novel redox-switchable host molecules (2) composed of a 9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene unit and a crown ether moiety bridging the 1,8-positions have been synthesized. Cyclic voltammetry and X-Ray analyses revealed that the molecules undergo a significant structural change upon oxidation. 'H-NMR titration experiments on the neutral and dication states show that the binding abilities of the dication states for alkali metal cations (Li+, Na+, K+) are considerably lower than those of the neutral molecules. The binding properties of 2 were also investigated by cyclic voltammetry.