1,3,6,8-Tetramethoxyphenanthrene-9,10-dione | 132961-48-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1,3,6,8-Tetramethoxyphenanthrene-9,10-dione
• 英文别名: 1,3,6,8-tetramethoxyphenanthrene-9,10-dione
• CAS: 132961-48-9
• 化学式: C₁₈H₁₆O₆
• 分子量: 328.321
• InChiKey: YRKCTJZRCJFYJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  草酰氯 、 1-(3,5-二甲氧基苯基)-3,5-二甲氧基苯 在 aluminum (III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 15.0h， 以51%的产率得到1,3,6,8-Tetramethoxyphenanthrene-9,10-dione
  参考文献：
  名称：

  Rediscovering the Double Friedel-Crafts Acylation: An Expedient Entry to Phenanthrene-9,10-diones

  摘要：

  The double Friedel-Crafts acylation of readily accessible biaryls with oxalyl chloride delivers the respective phenanthrene-9,10-diones, providing an alternative to the traditional methods, which require harsh oxidizing conditions and multistep sequences. This simple method allows the synthesis of various symmetrical and non-symmetrical targets, and is even effective for the synthesis of the parent ring system from (unactivated) biphenyl.

  DOI：

  10.1055/s-0032-1318481

文献信息

• Rediscovering the Double Friedel-Crafts Acylation: An Expedient Entry to Phenanthrene-9,10-diones
  作者：Kye-Simeon Masters、Stefan Bräse、Nicoletta Crosta、Sebastian Müller、Dietmar Gradl

  DOI：10.1055/s-0032-1318481

  日期：——

  The double Friedel-Crafts acylation of readily accessible biaryls with oxalyl chloride delivers the respective phenanthrene-9,10-diones, providing an alternative to the traditional methods, which require harsh oxidizing conditions and multistep sequences. This simple method allows the synthesis of various symmetrical and non-symmetrical targets, and is even effective for the synthesis of the parent ring system from (unactivated) biphenyl.