[N,N'-bis-(2-hydroxy-5-nitrobenzyl)hydrazine] | 1374227-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: [N,N'-bis-(2-hydroxy-5-nitrobenzyl)hydrazine]
• 英文别名: 2-[[2-[(2-Hydroxy-5-nitrophenyl)methyl]hydrazinyl]methyl]-4-nitrophenol
• CAS: 1374227-18-5
• 化学式: C₁₄H₁₄N₄O₆
• 分子量: 334.288
• InChiKey: PPRUKWMYXUMYPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  156
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N,N'-bis(5-nitro-salicylidene)hydrazine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以84%的产率得到[N,N'-bis-(2-hydroxy-5-nitrobenzyl)hydrazine]
  参考文献：
  名称：

  Spectroscopic, colorimetric and theoretical investigation of Salicylidene hydrazine based reduced Schiff base and its application towards biologically important anions

  摘要：

  A reduced Schiff base anionic receptor 1 [N,N '-bis-(2-hydroxy-5-nitro-benzyl)hydrazine] has been synthesized, characterized and reported as a selective chromogenic receptor for fluoride, acetate and phosphate anions over the other tested anions such as chloride, bromide, iodide and hydrogensulphite. Colorimetric naked-eye detection and UV-vis absorption spectroscopic techniques were used to distinguish the recognition behaviours towards various anions. The receptor-anion complexation mainly occurs via hydrogen bonding interactions which facile to generate the charge transfer band in the UV-vis spectra and cause large bathochromic shift as well as naked-eye colour change. Complexation stoichiometry, binding constant and free energy change due to complex formation were determined from Benesi-Hildebrand plot. The binding constant and the free energy change values are well interactive for spontaneous complexation. The experimental results have been correlated with the theoretical calculations using B3LYP hybrid functional and 6-311++G(d,p) basis set for both the receptor and complex by Density Functional Theory (DFT) method. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.02.028