2-(4-dodecyloxyphenyl)benzoxazol-5-ylamine | 1334326-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-dodecyloxyphenyl)benzoxazol-5-ylamine
• CAS: 1334326-03-2
• 化学式: C₂₅H₃₄N₂O₂
• 分子量: 394.557
• InChiKey: WCIZYTQHLOIEQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  29.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  61.28
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(4-dodecyloxyphenyl)benzoxazol-5-ylamine 、 2-hydroxy-4-(octyloxy)benzaldehyde 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以84%的产率得到5-octyloxy-2-([2-(4-dodecyloxyphenyl)benzoxazol-5-ylimino]methyl)phenol
  参考文献：
  名称：

  Metallomesogens derived from benzoxazoles–salicylaldimine conjugates

  摘要：

  The synthesis, characterization, and mesomorphic properties of a new series of Schiff bases 2a-h and metal complexes 1a-h-M are prepared and their mesomorphic properties studied. Two single crystallographic structures of 2d (n=12, m=1) and 1g-Pd (n=m=12) were determined by X-ray analysis. Both compounds crystallize in a triclinic space group P-1. A dimeric structure formed by intermolecular H-bonds in 2d was observed, giving nematic phase due to a better aspect ratio. The central geometry at Pd2+ ion is nearly perfect square plane. All Schiff bases 2a-h formed N or/and SmC phases. The formation of mesophases of complexes 1a-h-M was strongly dependent on metal ions incorporated. All Cu2+, Ni2+ and Pd2+ complexes exhibited N or/and SmC phase, respectively. However. Zn2+ and Co2+ complexes were not mesogenic. The lack of mesomorphism was probably attributed to a preferred tetrahedral geometry at Zn2+ and Co2+ over a square-planar geometry at Cu2+ and Pd2+. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.048
• 作为产物：
  描述：

  2-(4-dodecyloxyphenyl)-5-nitrobenzoxazole 在 palladium on activated charcoal 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以80%的产率得到2-(4-dodecyloxyphenyl)benzoxazol-5-ylamine
  参考文献：
  名称：

  Metallomesogens derived from benzoxazoles–salicylaldimine conjugates

  摘要：

  The synthesis, characterization, and mesomorphic properties of a new series of Schiff bases 2a-h and metal complexes 1a-h-M are prepared and their mesomorphic properties studied. Two single crystallographic structures of 2d (n=12, m=1) and 1g-Pd (n=m=12) were determined by X-ray analysis. Both compounds crystallize in a triclinic space group P-1. A dimeric structure formed by intermolecular H-bonds in 2d was observed, giving nematic phase due to a better aspect ratio. The central geometry at Pd2+ ion is nearly perfect square plane. All Schiff bases 2a-h formed N or/and SmC phases. The formation of mesophases of complexes 1a-h-M was strongly dependent on metal ions incorporated. All Cu2+, Ni2+ and Pd2+ complexes exhibited N or/and SmC phase, respectively. However. Zn2+ and Co2+ complexes were not mesogenic. The lack of mesomorphism was probably attributed to a preferred tetrahedral geometry at Zn2+ and Co2+ over a square-planar geometry at Cu2+ and Pd2+. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.048