2-(4-dodecyloxyphenyl)-5-nitrobenzoxazole | 1334326-05-4

• 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)-5-nitrobenzoxazole
• 英文别名: 2-(4-Dodecoxyphenyl)-5-nitro-1,3-benzoxazole；2-(4-dodecoxyphenyl)-5-nitro-1,3-benzoxazole
• CAS: 1334326-05-4
• 化学式: C₂₅H₃₂N₂O₄
• 分子量: 424.54
• InChiKey: PKNDVRWUPOGDDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  81.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  4-正癸氧基苯甲醛 在 lead(IV) tetraacetate 、 溶剂黄146 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 16.0h， 生成 2-(4-dodecyloxyphenyl)-5-nitrobenzoxazole
  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

文献信息

• Metallomesogens derived from benzoxazoles–salicylaldimine conjugates
  作者：Chun-Jung Chen、I-Wen Wang、Hwo-Shuenn Sheu、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2011.08.048

  日期：2011.10

  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.
• New Mesogenic Compounds Containing a Terminal-Substituted Benzoxazole Unit
  作者：Pei Chen、Yiwei Xu、Weisong Du、Guangping Zhang、Xinbing Chen、Zhongwei An

  DOI：10.1080/15421406.2013.837997

  日期：2014.3.24

  A series of novel mesogenic 2-(4-alkoxyphenyl-1-yl)-benzoxazole derivatives bearing different substituents (H, NO2, CH3, Cl, coded as nPB-H, nPB-N, nPB-M, and nPB-C, respectively) at the 5-position were prepared and characterized. nPB-N, nPB-M, and nPB-C exhibited enantiotropic smectic mesophases with the mesophase ranges 3 degrees C-32 degrees C and 3 degrees C-82 degrees C on heating and cooling processes, whereas nPB-H showed no mesophases. The substituents with the stronger electron withdrawing effect let to the wider mesomorphic temperature domain. The nPB-M, nPB-C, and nPB-H displayed intense emission in CH2Cl2 solutions with lambda(max) peaks of the photoluminescence spectra at 350-355nm when excited at their absorption maxima.