6-Methylphenanthrene-9-carboxylic acid | 56988-46-6

• 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: 6-Methylphenanthrene-9-carboxylic acid
• 英文别名: 3-Methyl-phenanthren-10-carbonsaeure
• CAS: 56988-46-6
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: MLKLDCRUNQYJIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Methylphenanthrene-9-carboxylic acid 、 吡啶 以52%的产率得到
  参考文献：
  名称：

  NORDIFF E. A.; SAGGIOMO A. J.; TANABE KEIICHI; CHEN E. H.; SHINBO MASAFU;+, J. MED. CHEM. , 1975, 18, NO 10, 1011-1019

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-2-(2-Carboxy-2-(4-methylphenyl)ethenyl)benzenediazonium tetrafluoroborate 在 二茂铁 作用下， 以 丙酮 为溶剂， 反应 0.08h， 以89%的产率得到6-Methylphenanthrene-9-carboxylic acid
  参考文献：
  名称：

  Soluble Catalysts for Improved Pschorr Cyclizations

  摘要：

  Several improved catalysts for the Pschorr phenanthrene synthesis have been discovered; all are soluble substances which initiate free-radical reactions by electron donation and thereby shorten the reaction time and increase the yield. One technique with K4Fe(CN)(6) in water produced phenanthrene-9-carboxylic acid (6a) in 87% yield, but its application did not extend to substituted examples where the diazonium salt is less soluble in water. A more general procedure with ferrocene in acetone produced not only 6a but also substituted examples 6b-f in yields of 88-94%. A modification which avoids the isolation of diazonium salts was developed for occasional synthetic use.

  DOI：

  10.1021/jo00106a034

文献信息

• Antimalarial phenanthrene amino alcohols. 3. Halogen-containing 9-phenanthrenemethanols
  作者：Edward A. Nodiff、Andrew J. Saggiomo、Keiichi Tanabe、Eugene H. Chen、Masafu Shinbo、Mahesh P. Tyagi、Atsuto Kozuka、Hirotaka Otomasu、Basant L. Verma、David Goff

  DOI：10.1021/jm00244a012

  日期：1975.10

  A series of new 9-phenanthrene amino alcohols has been prepared in which each compound bears from one to five halogen or halogen-containing moieties. A number of these compounds are extremely active against Plasmodium berghei in the mouse. Some structural requirements for optimal efficacy are considered.

  已经制备了一系列新的9-菲氨基醇，其中每种化合物带有一个至五个卤素或含卤素的部分。这些化合物中的许多对小鼠中的伯氏疟原虫具有极强的活性。考虑了最佳功效的一些结构要求。
• Cano-Yelo, Herminia; Deronzier, Alain, Journal of the Chemical Society. Perkin transactions II, 1984, # 7, p. 1093 - 1098
  作者：Cano-Yelo, Herminia、Deronzier, Alain

  DOI：——

  日期：——