6,4'-dimethoxy-7-ethoxy-5-hydroxyisoflavone | 1013935-12-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 6,4'-dimethoxy-7-ethoxy-5-hydroxyisoflavone
• 英文别名: 6,4'-Dimethoxy-7-ethoxy-5-hydroxylisoflavone；7-ethoxy-5-hydroxy-6-methoxy-3-(4-methoxyphenyl)chromen-4-one
• CAS: 1013935-12-0
• 化学式: C₁₉H₁₈O₆
• 分子量: 342.348
• InChiKey: KLWZPTDNPLRLBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  硫酸二乙酯 、 尼泊尔鸢尾异黄酮 在 氢氧化钾 作用下， 以 水 、 丙酮 为溶剂， 以85%的产率得到6,4'-dimethoxy-7-ethoxy-5-hydroxyisoflavone
  参考文献：
  名称：

  F-type or T-type Aromatic–Aromatic Interaction in Two Isoflavone Derivatives

  摘要：

  已合成两种异黄酮衍生物：5,6,7,4'-四甲氧基异黄酮(I)和6,4'-二甲氧基-7-乙氧基-5-羟基异黄酮(II)，并通过氢核磁共振和单晶X射线衍射研究确定了它们的晶体结构。 化合物I为三斜晶系，空间群P-1，晶胞参数为: a = 7.828(1) Å b = 10.285(2) Å c = 11.608(2) Å α = 104.90(2)° β = 110.546(9)° γ = 99.54(1)° Z = 2 化合物II为正交晶系，空间群Pna21，晶胞参数为: a = 7.0244(6) Å b = 15.0104(15) Å c = 15.7538(15) Å Z = 4 化合物I的分子通过C-H···O氢键和F型芳香-芳香相互作用的组合连接成二维结构。化合物II与I有所不同，其分子通过T型芳香-芳香相互作用连接成柱状结构。

  DOI：

  10.1007/s10870-007-9277-7

文献信息

• F-type or T-type Aromatic–Aromatic Interaction in Two Isoflavone Derivatives
  作者：Zun-Ting Zhang、Xue-Ling Zhang

  DOI：10.1007/s10870-007-9277-7

  日期：2008.2

  Two isoflavone derivatives, 5,6,7,4′-tetramethoxyisoflavone (I) and 6,4′-dimethoxy- 7-ethoxy-5-hydroxylisoflavone (II), have been synthesized and their crystal structures were determined by 1H NMR and single crystal X-ray diffraction studies. I is triclinic, space group P-1 with a = 7.828(1) Å, b = 10.285(2) Å, c = 11.608(2) Å, α = 104.90(2)°, β = 110.546(9)°, γ = 99.54(1)° and Z = 2. II is orthorhombic, space group Pna2 1 with a = 7.0244(6) Å, b = 15.0104(15) Å, c = 15.7538(15) Å, and Z = 4. Molecules of I are linked into two-dimensional structure by a combination of C–H···O hydrogen bond and F-type aromatic–aromatic interactions. II shows some discrepancies with I and the molecules are linked into columns by T-type aromatic-aromatic interaction. F-type or T-type Aromatic–Aromatic Interaction in Two Isoflavone Derivatives Zun-Ting Zhang,* Xue-Ling Zhang Molecules of 5,6,7,4′-tetramethoxyisoflavone are linked into two-dimensional structure by a combination of C–H···O hydrogen bond and F-type aromatic–aromatic interactions; 6,4′-dimethoxy-7-ethoxy-5-hydroxylisoflavone shows some discrepancies with 5,6,7,4′-tetramethoxyisoflavone and the molecules are linked into columns by T-type aromatic–aromatic interaction.

  已合成两种异黄酮衍生物：5,6,7,4'-四甲氧基异黄酮(I)和6,4'-二甲氧基-7-乙氧基-5-羟基异黄酮(II)，并通过氢核磁共振和单晶X射线衍射研究确定了它们的晶体结构。 化合物I为三斜晶系，空间群P-1，晶胞参数为: a = 7.828(1) Å b = 10.285(2) Å c = 11.608(2) Å α = 104.90(2)° β = 110.546(9)° γ = 99.54(1)° Z = 2 化合物II为正交晶系，空间群Pna21，晶胞参数为: a = 7.0244(6) Å b = 15.0104(15) Å c = 15.7538(15) Å Z = 4 化合物I的分子通过C-H···O氢键和F型芳香-芳香相互作用的组合连接成二维结构。化合物II与I有所不同，其分子通过T型芳香-芳香相互作用连接成柱状结构。