2,6-bis[2-(4-methoxyphenyl)ethenyl]pyridine | 6266-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,6-bis[2-(4-methoxyphenyl)ethenyl]pyridine
• CAS: 6266-89-3
• 化学式: C₂₃H₂₁NO₂
• 分子量: 343.425
• InChiKey: VUCBVXIRDFJBOX-UHFFFAOYSA-N

物化性质

• 熔点：
  154-155 °C
• 沸点：
  530.4±29.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二甲基吡啶 、 4-甲氧基苯甲醛 在 乙酸酐 作用下， 反应 72.0h， 以42%的产率得到2,6-bis[2-(4-methoxyphenyl)ethenyl]pyridine
  参考文献：
  名称：

  Solvatochromism of symmetrical 2,6-distyrylpyridines. An experimental and theoretical study

  摘要：

  Seven symmetrical 2,6-distyrylpyridines, phenyl-substituted with hydrogen-bond donors, hydrogen-bond acceptors, halogens and hydrophobic moieties were synthesized and their spectroscopic characterization was done. Solvent effects on the absorption and fluorescence spectra were analyzed and quantified using the Kamlet-Taft and Catalan approach. The obtained results were rationalized by comparison of electrostatic potentials of the molecules in the ground and in excited state and by comparison of the frontier molecular orbitals (HOMO and LUMO), derived from quantum-mechanical calculations (HE, DFT, MP2). Analysis of the results revealed an important influence of non-specific (dispersive) interactions on the solvatochromic behavior of the compounds. 1D and 2D NMR data, in silica obtained conformational assembly of the compound, and the NMR analysis of molecular flexibility in solution (NAMFIS), were used to estimate population of conformers and to deconvolute the UV-Vis spectrum of representative derivative; inferring that the conformational assembly is more complex than was assumed in so far published literature data for this class of compounds. Along with this, the emission spectra of the representative compounds were decomposed by the Multivariate Curve Resolution analysis. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.07.023