6-(3-methylbut-3-en-1-ynyl)-flavone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 6-(3-methylbut-3-en-1-ynyl)-flavone
• 英文别名: 6-(3-Methylbut-3-en-1-ynyl)-2-phenylchromen-4-one
• 化学式: C₂₀H₁₄O₂
• 分子量: 286.33
• InChiKey: WMOVGJLRVMMMLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  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

• 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.