4,4'-bis(carboxyl phenylazo)-dibenzo-18-crown-6 | 1312773-97-9

• 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: 4,4'-bis(carboxyl phenylazo)-dibenzo-18-crown-6
• 英文别名: BCADC；4-[[24-[(4-Carboxyphenyl)diazenyl]-2,5,8,15,18,21-hexaoxatricyclo[20.4.0.09,14]hexacosa-1(22),9(14),10,12,23,25-hexaen-11-yl]diazenyl]benzoic acid；4-[[24-[(4-carboxyphenyl)diazenyl]-2,5,8,15,18,21-hexaoxatricyclo[20.4.0.09,14]hexacosa-1(22),9(14),10,12,23,25-hexaen-11-yl]diazenyl]benzoic acid
• CAS: 1312773-97-9
• 化学式: C₃₄H₃₂N₄O₁₀
• 分子量: 656.649
• InChiKey: PMKNQFKJGCXVDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  48
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  179
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  汞 、 4,4'-bis(carboxyl phenylazo)-dibenzo-18-crown-6 在 acetic acid 、 sodium acetate 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 Hg(4,4'-bis(carboxyl phenylazo)-dibenzo-18-crown-6)(2+)
  参考文献：
  名称：

  Preparation of 4,4′-bis-(carboxyl phenylazo)-dibenzo-18-crown-6 dye and its application on ratiometric colorimetric recognition to Hg2+

  摘要：

  A multifunctional dye, 4,4'-bis-(carboxyl phenylazo)-dibenzo-18-crown-6 dye (BCADC) was designed and prepared via diazotization and coupling reaction of dibenzo-18-crown-6 with p-amino benzoic acid. The dye, combining crown ether ring, azo and carboxyl group, exhibits well-defined Hg2+-selective ratiometric colorimetric behavior, with the maximum absorbance peak changing from 354 nm to 408 nm exclusively. Under the optimum conditions, the recognition to Hg2+ has a linear range of 2.5-58 x 10(-7) mol L-1 with a 0.9978 correlation coefficient. The method was applied to analyse 3 environmental water samples with a detection limit of 2.9 x 10(-8) mol L-1 and a relative standard deviation (R.S.D.) lower than 3.7% (n = 5). The action mechanism between BCADC and metal ions was discussed by means of Job's plots and theoretical calculations. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.03.054
• 作为产物：
  描述：

  二苯并-18-冠醚-6 、 对氨基苯甲酸 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 2.5h， 以68.5%的产率得到4,4'-bis(carboxyl phenylazo)-dibenzo-18-crown-6
  参考文献：
  名称：

  Preparation of 4,4′-bis-(carboxyl phenylazo)-dibenzo-18-crown-6 dye and its application on ratiometric colorimetric recognition to Hg2+

  摘要：

  A multifunctional dye, 4,4'-bis-(carboxyl phenylazo)-dibenzo-18-crown-6 dye (BCADC) was designed and prepared via diazotization and coupling reaction of dibenzo-18-crown-6 with p-amino benzoic acid. The dye, combining crown ether ring, azo and carboxyl group, exhibits well-defined Hg2+-selective ratiometric colorimetric behavior, with the maximum absorbance peak changing from 354 nm to 408 nm exclusively. Under the optimum conditions, the recognition to Hg2+ has a linear range of 2.5-58 x 10(-7) mol L-1 with a 0.9978 correlation coefficient. The method was applied to analyse 3 environmental water samples with a detection limit of 2.9 x 10(-8) mol L-1 and a relative standard deviation (R.S.D.) lower than 3.7% (n = 5). The action mechanism between BCADC and metal ions was discussed by means of Job's plots and theoretical calculations. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2011.03.054