(4-nitrophenyl)-(4-piperidin-1-ylphenyl)diazene | 89505-33-9

• 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: (4-nitrophenyl)-(4-piperidin-1-ylphenyl)diazene
• CAS: 89505-33-9
• 化学式: C₁₇H₁₈N₄O₂
• 分子量: 310.356
• InChiKey: WPCOQYXCVPDCFK-VHEBQXMUSA-N

物化性质

• 沸点：
  509.1±35.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71.1
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-苯基哌啶 、 4-硝基苯胺 在 溶剂黄146 、 sodium nitrite 作用下， 生成 (4-nitrophenyl)-(4-piperidin-1-ylphenyl)diazene
  参考文献：
  名称：

  Structure-Activity Relationship of New Organic NLO Materials Based on Push-Pull Azodyes. 1. Synthesis and molecular properties of the dyes

  摘要：

  Several new push-pull azobenzene dyes were synthesized by diazonium salt coupling of electron-poor anilines with N,N-dialkylanilines. Their dipole moments and first-order hyperpolarizabilities were evaluated respectively from the concentration dependence of the dielectric constant of solutions in apolar solvents and by the electric-field-induced-second-harmonic-generation (EFISH) technique. Investigation of the influence of both nature and steric hindrance of the electron with drawing group allowed to highlight a significant deviation from linearity in the relationship between dipole moments and first-order hyperpolarizabilities. This effect was particularly noticeable when multiple electron withdrawing groups pointing in different directions were present on the same phenyl ring.

  DOI：

  10.1002/prac.19983400204

文献信息

• Structure-Activity Relationship of New Organic NLO Materials Based on Push-Pull Azodyes. 1. Synthesis and molecular properties of the dyes
  作者：N. Tirelli、A. Altomare、R. Solaro、F. Ciardelli、U. Meier、Ch. Bosshard、P. G�nter

  DOI：10.1002/prac.19983400204

  日期：——

  Several new push-pull azobenzene dyes were synthesized by diazonium salt coupling of electron-poor anilines with N,N-dialkylanilines. Their dipole moments and first-order hyperpolarizabilities were evaluated respectively from the concentration dependence of the dielectric constant of solutions in apolar solvents and by the electric-field-induced-second-harmonic-generation (EFISH) technique. Investigation of the influence of both nature and steric hindrance of the electron with drawing group allowed to highlight a significant deviation from linearity in the relationship between dipole moments and first-order hyperpolarizabilities. This effect was particularly noticeable when multiple electron withdrawing groups pointing in different directions were present on the same phenyl ring.