3-[4-(3-Methylbutoxy)phenyl]-7-octadecoxychromen-4-one | 1117803-14-1

• 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: 3-[4-(3-Methylbutoxy)phenyl]-7-octadecoxychromen-4-one
• 英文别名: 3-[4-(3-methylbutoxy)phenyl]-7-octadecoxychromen-4-one
• CAS: 1117803-14-1
• 化学式: C₃₈H₅₆O₄
• 分子量: 576.86
• InChiKey: YRKQQVCKXCUMBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  93.8 °C
• 沸点：
  666.6±55.0 °C(predicted)
• 密度：
  1.004±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  42
• 可旋转键数：
  23
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-hydroxy-3-[4-(3-methylbutoxy)phenyl]-1-benzopyran-4-one 、 硬脂基溴 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以43%的产率得到3-[4-(3-Methylbutoxy)phenyl]-7-octadecoxychromen-4-one
  参考文献：
  名称：

  Synthesis and Phase Behavior of New Isoflavone Derivatives: Crystal Structure of 7-Hexyloxy-3-[4′-(3-methylbutyloxy)phenyl]-4H-1-benzopyran-4-one

  摘要：

  This article describes the synthesis and mesomorophic behavior of a novel homologous series of 7-alkyloxy-3-[4'-(3-methylbutyloxyphenyl)-4H-1-benzopyran-4-one. The title compounds were made up of central isoflavone core with branched and linear alkyloxy terminal chains at C-4' and C-7, respectively. The influences of linear alkyloxy terminal chain in different length of OR (where R=CnH2n+1; even number of n ranging from 4 to 18) were discussed. The thermal behavior especially the phase transition and respective enthalpy values of the compounds thus synthesized were analyzed using differential scanning calorimetry. The occurrence of mesophases under the polarized light has suggested the molecular orientation and arrangement of the title compounds. The molecular structure of compound 7-hexyloxy-3-[4'-(3methylbutyloxyphenyl)]-4H-1-benzopyran-4-one in crystal phase was confirmed by single-crystal X-ray diffraction of which the space group is P-1(#2) with the lattice parameters a=6.100(5) angstrom , b=11.704(10) angstrom , c=17.082(17) angstrom , alpha=80.85(4)degrees, beta=85.56(4)degrees, gamma=72.48(3)degrees, and V=1147.6(18) angstrom(3). The elongated alkyloxy terminal chains were found to be fully stretched in solid phase. All present compounds except the derivative with R=C4H9 were smectogenic.

  DOI：

  10.1080/15421400801914723

文献信息

• Synthesis and Phase Behavior of New Isoflavone Derivatives: Crystal Structure of 7-Hexyloxy-3-[4′-(3-methylbutyloxy)phenyl]-4H-1-benzopyran-4-one
  作者：Guan-Yeow Yeap、Wan-Sinn Yam、Daisuke Takeuchi、Masaki Kakeya、Kohtaro Osakada

  DOI：10.1080/15421400801914723

  日期：2008.3.20

  This article describes the synthesis and mesomorophic behavior of a novel homologous series of 7-alkyloxy-3-[4'-(3-methylbutyloxyphenyl)-4H-1-benzopyran-4-one. The title compounds were made up of central isoflavone core with branched and linear alkyloxy terminal chains at C-4' and C-7, respectively. The influences of linear alkyloxy terminal chain in different length of OR (where R=CnH2n+1; even number of n ranging from 4 to 18) were discussed. The thermal behavior especially the phase transition and respective enthalpy values of the compounds thus synthesized were analyzed using differential scanning calorimetry. The occurrence of mesophases under the polarized light has suggested the molecular orientation and arrangement of the title compounds. The molecular structure of compound 7-hexyloxy-3-[4'-(3methylbutyloxyphenyl)]-4H-1-benzopyran-4-one in crystal phase was confirmed by single-crystal X-ray diffraction of which the space group is P-1(#2) with the lattice parameters a=6.100(5) angstrom , b=11.704(10) angstrom , c=17.082(17) angstrom , alpha=80.85(4)degrees, beta=85.56(4)degrees, gamma=72.48(3)degrees, and V=1147.6(18) angstrom(3). The elongated alkyloxy terminal chains were found to be fully stretched in solid phase. All present compounds except the derivative with R=C4H9 were smectogenic.