2-methoxy-5-methylphenanthrene | 30767-06-7

• 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: 2-methoxy-5-methylphenanthrene
• 英文别名: 7-Methoxy-4-methyl-phenanthren；2-Methoxy-5-methylphenanthrene
• CAS: 30767-06-7
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: OYEUKXZHYQGTOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-methoxy-5-methylphenanthrene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 5-Methyl-phenanthren-2-ol
  参考文献：
  名称：

  摘要：

  9,10-Dihydrophenanthrenes and phenanthrenes, mimics of natural compounds with strong antialgal activity, have been synthesized through cross-coupling of 1-(2-iodo-5-methoxy)-phenylethanol with variously substituted iodobenzenes. The synthetic compounds, bearing a hydroxyl or a methoxyl group at C-2 and a methyl in the C ring, were tested against the green alga Selenastrum capricornutum. All compounds, except 2-methoxy-7-methylphenanthrene, caused inhibition of algal growth by more than 70% at 10(-4) M, and many of them retained this strong activity at 10(-5) M.

  DOI：

  10.1023/a:1005463802388
• 作为产物：
  描述：

  2,3-Dihydro-7-methoxy-4(1H)-phenanthrenone 在 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 生成 2-methoxy-5-methylphenanthrene
  参考文献：
  名称：

  Synthesis and solvolytic rearrangement of epimeric 4-methanesulfonyloxy-4a-methyl-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene and their 7-methoxy and 1,1-dimethyl derivatives. Conformationally rigid homobenzylic systems

  摘要：

  DOI：

  10.1021/ja00731a030

文献信息

• Synthesis of Phenanthrene and Alkyl Phenanthrenes by Palladium(0)-Catalyzed Pericyclic Reactions
  作者：Jayanta Ray、Rathin Jana、Anup Biswas、Shubhankar Samanta

  DOI：10.1055/s-0029-1218726

  日期：2010.6

  Palladium-catalyzed pericyclic reactions have been developed for the synthesis of phenanthrenes. This method is also useful for the synthesis of monoalkyl and dialkyl phenanthrene derivatives. pericyclic reaction - Pd catalyst - polycyclic aromatic hydrocarbon - alkyl phenanthrene

  已经开发了钯催化的周环反应来合成菲。该方法也可用于合成单烷基和二烷基菲衍生物。 周环反应-钯催化剂-多环芳烃-烷基菲