6-chloro-3-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone | 367922-83-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-chloro-3-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone
• CAS: 367922-83-6
• 化学式: C₁₂H₉ClO₆
• 分子量: 284.653
• InChiKey: ATRLBASBVDFDOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115.06
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 6-chloro-3-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone 以 乙醚 为溶剂， 以76%的产率得到6-chloro-3-ethyl-2,5,8-trihydroxy-7-methoxy-1,4-naphthoquinone
  参考文献：
  名称：

  摘要：

  A set of substituted 2-hydroxy-6(7)-methoxynaphthazarins and 7(8)-hydroxypyranonaphthazarins were synthesized. The IR spectra of 2-hydroxy-6-methoxynaphthazarins and 7-hydroxypyranonaphthazarins, on the one hand, and of 2-hydroxy-7-methoxynaphthazarins and 8-hydroxypyranonaphthazarins, on the other hand, have the characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. These regularities confirm the structures of cristazarin and 6-methylcristazarin, which are metabolites of lichen Cladonia cristatella.

  DOI：

  10.1023/a:1009533403588
• 作为产物：
  描述：

  6,7-dichloro-2-hydroxynaphthazarin 在 aluminum oxide 、 氢溴酸 、 cesium fluoride 作用下， 以 乙醚 、 叔丁醇 为溶剂， 反应 10.25h， 生成 6-chloro-3-ethyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone
  参考文献：
  名称：

  摘要：

  A set of substituted 2,6- and 2,7-dihydroxynaphthazarins were synthesized. The difference in the UV spectra of alkaline alcoholic solutions of 2,6- and 2,7-dihydroxynaphthazarins allows the reliable differentiation of the structures of these compounds. The IR spectra of 2,6- and 2,7-dihydroxynaphthazarins have characteristic nonoverlapping intervals of stretching vibration frequencies of the beta -hydroxy groups. Based on these spectral regularities, the data on cuculoquinone, which has been isolated previously from lichen Cetraria cucullata and has been identified as 7,7'-bis(3-ethyl-2,5,6,8-tetrahydroxynaphthalene-1,4-dione), were revised and the structure of 6,6 '-bis(3-ethyl-2,5,7,8-tetrahydroxynaphthalene- 1,4-dione) was assigned to this compound.

  DOI：

  10.1023/a:1009581319518