Alizarin-2-(β-hydroxy-ethyl)-ether | 22516-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: Alizarin-2-(β-hydroxy-ethyl)-ether
• 英文别名: Alizarin-2-(2-hydroxyethyl)-ether；1-Hydroxy-2-(2-hydroxyethoxy)anthracene-9,10-dione
• CAS: 22516-71-8
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: PVZOCDGAHNQWEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 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

• 作为产物：
  描述：

  1,2-二羟基蒽醌 、 2-氯乙醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以36%的产率得到Alizarin-2-(β-hydroxy-ethyl)-ether
  参考文献：
  名称：

  Studies on Quinones. Part. 33.¹Synthetic Approach to Podands Containing Quinone Fragments

  摘要：

  The preparation and oxidative demethylation attempts of podands 3-5, and 9 containing the 2,5-dimethoxyphenyl substituent are described. The reaction of alizarine 13 with chloroethanol afforded compounds 14 and 15. The pathway formation of heterocycle 15 from 14 is proposed. The synthesis of podand 16 containing the cytotoxic 1-hydroxy-9,10-anthraquinone fragment as the terminal groups is reported.

  DOI：

  10.1080/00397910008087376

文献信息

• Studies on Quinones. Part. 33.¹Synthetic Approach to Podands Containing Quinone Fragments
  作者：Jaime A. Valderrama、Hilda Leiva、Ricardo Tapia

  DOI：10.1080/00397910008087376

  日期：2000.2

  The preparation and oxidative demethylation attempts of podands 3-5, and 9 containing the 2,5-dimethoxyphenyl substituent are described. The reaction of alizarine 13 with chloroethanol afforded compounds 14 and 15. The pathway formation of heterocycle 15 from 14 is proposed. The synthesis of podand 16 containing the cytotoxic 1-hydroxy-9,10-anthraquinone fragment as the terminal groups is reported.