2-(benzylthio)-N-{pyridin-4-ylmethylidene}aniline | 1421772-90-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(benzylthio)-N-{pyridin-4-ylmethylidene}aniline
• CAS: 1421772-90-8
• 化学式: C₁₉H₁₆N₂S
• 分子量: 304.415
• InChiKey: DGXQACGYWIRIID-UHFFFAOYSA-N

物化性质

• 沸点：
  500.2±40.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(benzylthio)-N-{pyridin-4-ylmethylidene}aniline 以 甲醇 、 丙醇 、 乙醇 为溶剂， 生成 2-氨基苯基苯甲基硫代醚
  参考文献：
  名称：

  DFT and experimental study of the structure and vibrational spectra of 2-(benzylthio)-N-{pyridinylmethylidene}anilines

  摘要：

  2-(Benzylthio)-N {pyridine-4-ylmethylidene}aniline was prepared by reaction of S-benzyl ortho-aminothiophenol with 4-pyridine carboxaldehyde and characterized by NMR, IR and Raman spectroscopy and mass spectrometry. The structure and the vibrational analysis of the series of 2-, 3-, and 4-pyridine derivatives was performed based on a comparative computational methodology study with the density functionals B3LYP and B3PW91 and the basis sets LanZ2DZ and 6-31++G(d,p). Comparison of computational results with single crystal X-ray diffraction results of 2-(benzylthio)-N {pyridine-3-ylmethylidene}aniline allowed the evaluation of structure predictions and confirmed B3PW91/6-31++G(d,p) as most accurate for structure determination of the four investigated levels of theories. B3LYP and B3PW91 with the LanL2DZ basis set consistently outperformed calculations for IR and Raman vibrational estimations when compared to level of theories using the 6-31++G(d,p) basis set. Application of scaling factors for IR and Raman frequency predictions showed excellent agreement with experimental values and supported the assignment of the major contributors of the vibration modes of the three pyridine pendant compounds. Overall, B3PW91/LanL2DZ level of theory showed best performance in accuracy and low computational cost for structural and vibrational analysis for the series of 2-(benzylthio)-N-(pyridinylmethylidene)anilines. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.08.026
• 作为产物：
  描述：

  4-吡啶甲醛 、 2-氨基苯基苯甲基硫代醚 以 甲苯 为溶剂， 反应 168.0h， 以46%的产率得到2-(benzylthio)-N-{pyridin-4-ylmethylidene}aniline
  参考文献：
  名称：

  DFT and experimental study of the structure and vibrational spectra of 2-(benzylthio)-N-{pyridinylmethylidene}anilines

  摘要：

  2-(Benzylthio)-N {pyridine-4-ylmethylidene}aniline was prepared by reaction of S-benzyl ortho-aminothiophenol with 4-pyridine carboxaldehyde and characterized by NMR, IR and Raman spectroscopy and mass spectrometry. The structure and the vibrational analysis of the series of 2-, 3-, and 4-pyridine derivatives was performed based on a comparative computational methodology study with the density functionals B3LYP and B3PW91 and the basis sets LanZ2DZ and 6-31++G(d,p). Comparison of computational results with single crystal X-ray diffraction results of 2-(benzylthio)-N {pyridine-3-ylmethylidene}aniline allowed the evaluation of structure predictions and confirmed B3PW91/6-31++G(d,p) as most accurate for structure determination of the four investigated levels of theories. B3LYP and B3PW91 with the LanL2DZ basis set consistently outperformed calculations for IR and Raman vibrational estimations when compared to level of theories using the 6-31++G(d,p) basis set. Application of scaling factors for IR and Raman frequency predictions showed excellent agreement with experimental values and supported the assignment of the major contributors of the vibration modes of the three pyridine pendant compounds. Overall, B3PW91/LanL2DZ level of theory showed best performance in accuracy and low computational cost for structural and vibrational analysis for the series of 2-(benzylthio)-N-(pyridinylmethylidene)anilines. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.08.026