2-methoxy-4-[(4-ethylphenyl)diazenyl]phenol | 1352328-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2-methoxy-4-[(4-ethylphenyl)diazenyl]phenol
• 英文别名: 4-[(4-ethylphenyl)diazenyl]-2-methoxyphenol
• CAS: 1352328-74-5
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: BNJMWGKZBIXDOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.18
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-methoxy-4-[(4-ethylphenyl)diazenyl]phenol 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到4-[(4-ethylphenyl)diazenyl]benzene-1,2-diol
  参考文献：
  名称：

  Catechol immobilized on crosslinked polystyrene resins by grafting or copolymerization: Incidence on metal ions adsorption

  摘要：

  Porous poly(styrene-co-divinylbenzene) resins functionalized with catechol were prepared in two different ways. Catechol was either grafted on commercial Amberlite((R)) XAD-4 resin via a reduced imine and diazo bridges or incorporated by direct copolymerization of divinylbenzene with dimethoxystyrene followed by deprotection of the methoxy groups. The efficiency of functionalization was evidenced by pyrolysis coupled with gas phase chromatography and infra-red spectroscopy. The amount of incorporated catechol inside the different resins was determined by acido-basic back titration and varies between 0.27 and 1.38 mmol/g of resin. Grafting resulted in a decrease of the surface area due to the blocking of some connections between the mesopores. For synthesized copolymers, high contents of divinylbenzene monomer led to high surface areas. Comparing metal retention properties of both kind of materials towards Pb(II), Cu(II), Ni(II) and Cd(II) ions proved the equivalence of these sorbents. At low metal concentration, interactions with the sorbents seem to be non specific whereas at higher concentration catechol is responsible for the retention properties. Since the synthesis of copolymers is easier than the grafting of sorbents, it appears to be a more attractive procedure to obtain chelating sorbents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2011.11.001
• 作为产物：
  描述：

  木榴油 、 4-乙基苯胺 在 盐酸 、 sodium nitrite 、 potassium carbonate 作用下， 以 水 、 乙腈 为溶剂， 以63%的产率得到2-methoxy-4-[(4-ethylphenyl)diazenyl]phenol
  参考文献：
  名称：

  Catechol immobilized on crosslinked polystyrene resins by grafting or copolymerization: Incidence on metal ions adsorption

  摘要：

  Porous poly(styrene-co-divinylbenzene) resins functionalized with catechol were prepared in two different ways. Catechol was either grafted on commercial Amberlite((R)) XAD-4 resin via a reduced imine and diazo bridges or incorporated by direct copolymerization of divinylbenzene with dimethoxystyrene followed by deprotection of the methoxy groups. The efficiency of functionalization was evidenced by pyrolysis coupled with gas phase chromatography and infra-red spectroscopy. The amount of incorporated catechol inside the different resins was determined by acido-basic back titration and varies between 0.27 and 1.38 mmol/g of resin. Grafting resulted in a decrease of the surface area due to the blocking of some connections between the mesopores. For synthesized copolymers, high contents of divinylbenzene monomer led to high surface areas. Comparing metal retention properties of both kind of materials towards Pb(II), Cu(II), Ni(II) and Cd(II) ions proved the equivalence of these sorbents. At low metal concentration, interactions with the sorbents seem to be non specific whereas at higher concentration catechol is responsible for the retention properties. Since the synthesis of copolymers is easier than the grafting of sorbents, it appears to be a more attractive procedure to obtain chelating sorbents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2011.11.001