1-(4-(4-(octyloxy)benzyloxy)phenyl)hexane-1,3,5-trione | 1442115-33-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(4-(octyloxy)benzyloxy)phenyl)hexane-1,3,5-trione
• CAS: 1442115-33-4
• 化学式: C₂₇H₃₄O₅
• 分子量: 438.564
• InChiKey: QAMFLWMURBFXQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.13
• 重原子数：
  32.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(4-(4-(octyloxy)benzyloxy)phenyl)hexane-1,3,5-trione 、 3-氨基-1-丙醇 以 乙醇 为溶剂， 反应 24.0h， 以77%的产率得到5-(3-hydroxypropylimino)-1-(4-(4-(octyloxy)benzyloxy)phenyl)hexa-1,3-diene-1,3-diol
  参考文献：
  名称：

  Room temperature mesogens formed by H-bonded Schiff-bases α,β,γ-triketonates

  摘要：

  Three new series of Schiff bases 1a-c derived from alpha,beta,gamma-triketones 2a-c were synthesized and their mesomorphic properties investigated by polarizing optical microscope, differential scanning calorimetry, and powder X-ray diffraction. These Schiff bases were obtained by condensations of alpha,beta,gamma-triketones and 3-amino-1-propanol in refluxing absolute ethanol. All compounds were characterized and identified by H-1 and C-13 NMR spectroscopy. Both series of compounds 1a and 1c formed kinetically unstable monotropic behavior. Compounds 1a, 1c showed smectic A or/and C mesophases, in contrast compounds 1b exhibited rectangular columnar phases. The phases were confirmed by variable-temperature powder X-ray diffractions. The formation of mesophases in 1a-c was probably induced by intermolecular H-bonds, which was consistent with XRD data. Removal of -OH group in compound 1d led to the crystal phase. Some of these Schiff bases were in fact room temperature over a wide range of temperatures. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.120
• 作为产物：
  描述：

  对羟基苯甲酸甲酯 在 sodium hydride 、 potassium carbonate 、 potassium iodide 作用下， 以 乙二醇二甲醚 、 丙酮 为溶剂， 反应 72.5h， 生成 1-(4-(4-(octyloxy)benzyloxy)phenyl)hexane-1,3,5-trione
  参考文献：
  名称：

  Room temperature mesogens formed by H-bonded Schiff-bases α,β,γ-triketonates

  摘要：

  Three new series of Schiff bases 1a-c derived from alpha,beta,gamma-triketones 2a-c were synthesized and their mesomorphic properties investigated by polarizing optical microscope, differential scanning calorimetry, and powder X-ray diffraction. These Schiff bases were obtained by condensations of alpha,beta,gamma-triketones and 3-amino-1-propanol in refluxing absolute ethanol. All compounds were characterized and identified by H-1 and C-13 NMR spectroscopy. Both series of compounds 1a and 1c formed kinetically unstable monotropic behavior. Compounds 1a, 1c showed smectic A or/and C mesophases, in contrast compounds 1b exhibited rectangular columnar phases. The phases were confirmed by variable-temperature powder X-ray diffractions. The formation of mesophases in 1a-c was probably induced by intermolecular H-bonds, which was consistent with XRD data. Removal of -OH group in compound 1d led to the crystal phase. Some of these Schiff bases were in fact room temperature over a wide range of temperatures. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.120