3,9-diiodo-7H-benzo[de]anthracen-7-one | 36189-46-5

• 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: 3,9-diiodo-7H-benzo[de]anthracen-7-one
• 英文别名: 3,9-Dijodbenzanthron；3,9-diiodobenzo[b]phenalen-7-one
• CAS: 36189-46-5
• 化学式: C₁₇H₈I₂O
• 分子量: 482.059
• InChiKey: QIISEJSOCAPUAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,9-diiodo-7H-benzo[de]anthracen-7-one 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 、 三苯基膦 作用下， 以 水 、 甲苯 为溶剂， 反应 29.0h， 生成 7-(dichloromethylene)-3,9-diphenyl-7H-benzo[de]anthracene
  参考文献：
  名称：

  Unsymmetrically Extended Polyfused Aromatics Embedding Coronene and Perylene Frameworks: Syntheses and Properties

  摘要：

  A series of polyfused aromatics containing coronene and perylene in their frameworks was successfully constructed by a modified Ramirez-Corey-Fuchs reaction as the key reaction. Typical six-membered annulation and atypical five-membered annulation through controlled reaction conditions led to a range of extensively conjugate aromatics as possible candidates for organic semiconductors. A significant p-type field-effect mobility of 0.42-0.64 cm(2)/V center dot s was obtained from one of the derivatives, dibenzo[a,d]coronene.

  DOI：

  10.1021/acs.orglett.5b03291
• 作为产物：
  描述：

  苯并蒽酮 在 potassium iodate 、 碘 作用下， 以 硫酸 、 溶剂黄146 为溶剂， 反应 6.0h， 以84%的产率得到3,9-diiodo-7H-benzo[de]anthracen-7-one
  参考文献：
  名称：

  Unsymmetrically Extended Polyfused Aromatics Embedding Coronene and Perylene Frameworks: Syntheses and Properties

  摘要：

  A series of polyfused aromatics containing coronene and perylene in their frameworks was successfully constructed by a modified Ramirez-Corey-Fuchs reaction as the key reaction. Typical six-membered annulation and atypical five-membered annulation through controlled reaction conditions led to a range of extensively conjugate aromatics as possible candidates for organic semiconductors. A significant p-type field-effect mobility of 0.42-0.64 cm(2)/V center dot s was obtained from one of the derivatives, dibenzo[a,d]coronene.

  DOI：

  10.1021/acs.orglett.5b03291

文献信息

• Antimalarial Amino Alcohols II: Anthraceneaminoethanols and Anthraceneaminopropanols (1‐ and 9‐Substituted)
  作者：J.T. Traxler、M.J. Moats、E.P. Lira、C.W. Huffman

  DOI：10.1002/jps.2600641207

  日期：1975.12

  The syntheses of seven anthracene amino alcohols with one, two, or three additional substituents are described. These compounds include three 1-aminoethanols, two 9-aminoethanols, and two 9-aminopropanols, prepared from substituted anthraquinones or from 10-chloro-9-anthraldehydes. The antimalarial activity of these compounds, as well as tentative structure-activity relationships, is discussed in the

  描述了七个具有一个，两个或三个另外的取代基的蒽氨基醇的合成。这些化合物包括由取代的蒽醌或由10-氯-9-蒽醛制得的三种1-氨基乙醇，两种9-氨基乙醇和两种9-氨基丙醇。根据先前发表的工作讨论了这些化合物的抗疟活性以及初步的构效关系。