6-碘-2-苯基色烯-4-酮 | 1026-15-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 6-碘-2-苯基色烯-4-酮
• 英文名称: 6-Iod-flavon
• 英文别名: 6-iodoflavone；4H-1-Benzopyran-4-one, 6-iodo-2-phenyl-；6-iodo-2-phenylchromen-4-one
• CAS: 1026-15-9
• 化学式: C₁₅H₉IO₂
• 分子量: 348.14
• InChiKey: BTEVOEPAUFPGSG-UHFFFAOYSA-N

物化性质

• 熔点：
  190-191 °C
• 沸点：
  439.2±45.0 °C(Predicted)
• 密度：
  1.729±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  6-碘-2-苯基色烯-4-酮 、 2-甲基-1-丁烯-3-炔 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二乙胺 作用下， 以0.85 g的产率得到6-(3-methylbut-3-en-1-ynyl)-flavone
  参考文献：
  名称：

  Synthesis, X-ray crystal structure and biological properties of acetylenic flavone derivatives

  摘要：

  The reactions of iodoflavone with 3-methyl-3-hydroxybut-1-yne and 3-methylbut-3-en-2-yne are described and the antimicrobial and cytotoxic activities of the obtained compounds have been tested. The molecular structures of 6-(3-hydroxy-3-methylbut-1-ynyl)-flavone (1a) and 6-(3-methylbut-3-en-1-ynyl) flavone (1b) have been determined by X-ray crystallography. The planar configuration of the two compounds has been attributed to intramolecular hydrogen bond interactions. In 1a, the presence of the hydroxyl group determines a dimeric arrangement of the molecules. In both compounds in the crystal state, molecular stacking has been observed.

  DOI：

  10.1016/s0014-827x(03)00145-9

文献信息

• Application of Carbohydrates with Methylene or Vinyl Groups in Heck–Mizoroki Cross-Coupling Reactions with O-Heterocycles
  作者：Krisztina Kónya、Zoltán Kondor、Mihály Herczeg、Anikó Borbás、Tamás Patonay

  DOI：10.1055/s-0036-1588591

  日期：——

  Structurally novel carbohydrate-O-heterocycle derivatives linked by various unsaturated carbon bridges were synthesized by palladium-catalyzed cross-coupling reactions.
• Synthesis, X-ray crystal structure and biological properties of acetylenic flavone derivatives
  作者：Roberto Artali、Pier Luigi Barili、Gabriella Bombieri、Paolo Da Re、Nicoletta Marchini、Fiorella Meneghetti、Piero Valenti

  DOI：10.1016/s0014-827x(03)00145-9

  日期：2003.9

  The reactions of iodoflavone with 3-methyl-3-hydroxybut-1-yne and 3-methylbut-3-en-2-yne are described and the antimicrobial and cytotoxic activities of the obtained compounds have been tested. The molecular structures of 6-(3-hydroxy-3-methylbut-1-ynyl)-flavone (1a) and 6-(3-methylbut-3-en-1-ynyl) flavone (1b) have been determined by X-ray crystallography. The planar configuration of the two compounds has been attributed to intramolecular hydrogen bond interactions. In 1a, the presence of the hydroxyl group determines a dimeric arrangement of the molecules. In both compounds in the crystal state, molecular stacking has been observed.