3-(4-bromophenyl)-5-(4-(octyloxy)phenyl)isoxazole | 1349699-57-5

• 英文名称: 3-(4-bromophenyl)-5-(4-(octyloxy)phenyl)isoxazole
• 英文别名: 5-(4-octyloxyphenyl)-3-(4-bromophenyl)isoxazole；3-(4-Bromophenyl)-5-(4-octoxyphenyl)-1,2-oxazole
• CAS: 1349699-57-5
• 化学式: C₂₃H₂₆BrNO₂
• 分子量: 428.369
• InChiKey: HIPCJZVBLZEXJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 在 吡啶 、 manganese(IV) oxide 、 N-氯代丁二酰亚胺 、 盐酸羟胺 、 氢溴酸 、 sodium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 氯仿 、 水 、 乙腈 、 苯 为溶剂， 反应 15.0h， 生成 3-(4-bromophenyl)-5-(4-(octyloxy)phenyl)isoxazole
  参考文献：
  名称：

  Expeditious preparation of isoxazoles from Δ2-isoxazolines as advanced intermediates for functional materials

  摘要：

  A collection of isoxazoles derivatives has been efficiently synthesized in three steps. The oximation reaction of aldehydes followed by nitrile oxide [3+2] 1,3-dipolar cycloaddition and MnO2-oxidation reaction furnished the title compounds which were purified by simple filtration on celite (R). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.122

文献信息

• 3,5-diarylisoxazoles: A New Entry to Soft Crystal Phase
  作者：Rafaela R. da Rosa、Irwing S. Brose、Guilherme D. Vilela、Aloir A. Merlo

  DOI：10.1080/15421406.2015.1030975

  日期：2015.5.3

  This work describes the synthesis and characterization of a new liquid-crystalline compounds based on isoxazoles. Classical synthetic methodologies were employed in the preparation of this compounds, and the [3+2] 1,3-dipolar cycloaddition was the key step to prepare isoxazolines as precursors to isoxazoles. The structural and thermal characterization was performed using H-1 and C-13 NMR techniques, polarized-light optical microscopy and differential scanning calorimetry. Compounds 7a-e displayed the SmA mesophase. Soft crystal phase (CrE) was observed for compounds 7a and 7b containing chlorine and bromine atoms. For 7e containing a nitro group crystal phases below SmA mesophase were also observed.