1-(4-vinylphenyl)-3-(3-nitrophenyl)urea | 805231-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-vinylphenyl)-3-(3-nitrophenyl)urea
• 英文别名: 1-(4-styryl)-3-(3-nitrophenyl)urea；1-(4-Ethenylphenyl)-3-(3-nitrophenyl)urea
• CAS: 805231-44-1
• 化学式: C₁₅H₁₃N₃O₃
• 分子量: 283.287
• InChiKey: XOPNGZAPFLVTSU-UHFFFAOYSA-N

物化性质

• 沸点：
  362.9±35.0 °C(Predicted)
• 密度：
  1.364±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-硝基苯异氢酸酯 、 4-乙烯苯胺 以 四氢呋喃 为溶剂， 以70%的产率得到1-(4-vinylphenyl)-3-(3-nitrophenyl)urea
  参考文献：
  名称：

  Urea Host Monomers for Stoichiometric Molecular Imprinting of Oxyanions

  摘要：

  [GRAPHICS]A series of urea-based vinyl monomers was synthesized and investigated for their ability to function as polymerizable hosts for the molecular imprinting of N-Z-D- or L-glutamic acid in polar media (DMSO or DMF). The monomers were synthesized in one step from a polymerizable isocyanate and a nonpolymerizable amine or vice versa, with yields typically over 70%. Prior to polymerization their solution binding properties vis-a-vis tetrabutylammonium benzoate in DMSO were investigated by H-1 NMR, UV-vis and fluorescence monitored titrations. The affinities of the urea monomers for benzoate depended upon the substitution pattern of the urea, with all diaryl ureas exhibiting high affinity. EDMA-based imprinted polymers prepared in DMF or DMSO against Z-D-(or L)-glutamic acid using 2 equiv of the urea monomer and 2 equiv of base were able to recognize the imprinted dianion as well as larger molecules containing the glutamic acid substructure. The affinity, reflected in liquid chromatography retention data, correlated with the solution binding properties of the corresponding monomers.

  DOI：

  10.1021/jo048470p

文献信息

• Urea Host Monomers for Stoichiometric Molecular Imprinting of Oxyanions
  作者：Andrew J. Hall、Panagiotis Manesiotis、Marco Emgenbroich、Milena Quaglia、Ersilia De Lorenzi、Börje Sellergren

  DOI：10.1021/jo048470p

  日期：2005.3.1

  [GRAPHICS]A series of urea-based vinyl monomers was synthesized and investigated for their ability to function as polymerizable hosts for the molecular imprinting of N-Z-D- or L-glutamic acid in polar media (DMSO or DMF). The monomers were synthesized in one step from a polymerizable isocyanate and a nonpolymerizable amine or vice versa, with yields typically over 70%. Prior to polymerization their solution binding properties vis-a-vis tetrabutylammonium benzoate in DMSO were investigated by H-1 NMR, UV-vis and fluorescence monitored titrations. The affinities of the urea monomers for benzoate depended upon the substitution pattern of the urea, with all diaryl ureas exhibiting high affinity. EDMA-based imprinted polymers prepared in DMF or DMSO against Z-D-(or L)-glutamic acid using 2 equiv of the urea monomer and 2 equiv of base were able to recognize the imprinted dianion as well as larger molecules containing the glutamic acid substructure. The affinity, reflected in liquid chromatography retention data, correlated with the solution binding properties of the corresponding monomers.