5-Nitro-2-(4-octoxyphenyl)-1,3-benzoxazole | 1334326-04-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Nitro-2-(4-octoxyphenyl)-1,3-benzoxazole
• 英文别名: 5-nitro-2-(4-octoxyphenyl)-1,3-benzoxazole
• CAS: 1334326-04-3
• 化学式: C₂₁H₂₄N₂O₄
• 分子量: 368.433
• InChiKey: YVVVMVYGZSPQSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  5-Nitro-2-(4-octoxyphenyl)-1,3-benzoxazole 在 palladium on activated charcoal 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成
  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-辛氧基苯甲醛 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 5-Nitro-2-(4-octoxyphenyl)-1,3-benzoxazole
  参考文献：
  名称：

  New Mesogenic Compounds Containing a Terminal-Substituted Benzoxazole Unit

  摘要：

  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.

  DOI：

  10.1080/15421406.2013.837997