4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one | 1416057-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one
• 英文别名: 4-prop-2-enyl-3-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-5-one
• CAS: 1416057-50-5
• 化学式: C₁₀H₁₁N₃OS
• 分子量: 221.283
• InChiKey: RMVXXNCKPXYYSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester 、 丙烯胺 以 neat (no solvent) 为溶剂， 反应 2.0h， 以85%的产率得到4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one
  参考文献：
  名称：

  Spectroscopy studies, X-ray diffraction and DFT, HF calculations of 4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one

  摘要：

  In this work, 4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one has been synthesized and characterized by using FT-IR, H-1 NMR. UV-vis spectra and XRD (X-ray single crystal determination) experimentally and using B3LYP/6-31G(d), HF/6-31G(d) methods theoretically. The structure of compound is stabilized by two intermolecular hydrogen bonds and by intermolecular C-H center dot center dot center dot pi interaction. The molecular geometry, vibrational frequencies and Gauge Including Atomic Orbital (CIAO) 1H chemical shift values of the title compound in the ground state have been calculated using the density functional (B3LYP) and HF method with the 6-31G(d) basis set. The calculated results show that the optimized geometry parameters, the theoretical vibrational frequencies and chemical shift values show good agreement with experimental values. In addition, Mulliken atomic charges of the title compound were calculated and discussed. Besides HOMO-LUMO energy gap, molecular electrostatic potential map and electronic absorption spectra were performed at B3LYP/6-31G(d) level of theory and transition states were also mentioned. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.10.035