(E)-3-(thiophen-2-yl)-2-(thiophen-3-yl)acrylic acid | 1309923-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (E)-3-(thiophen-2-yl)-2-(thiophen-3-yl)acrylic acid
• CAS: 1309923-97-4
• 化学式: C₁₁H₈O₂S₂
• 分子量: 236.315
• InChiKey: DDTBAFDQVVVNAX-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 3-噻吩乙酸 在 乙酸酐 、 三乙胺 作用下， 反应 1.0h， 生成 (E)-3-(thiophen-2-yl)-2-(thiophen-3-yl)acrylic acid 、 (Z)-3-(thiophen-2-yl)-2-(thiophen-3-yl)acrylic acid
  参考文献：
  名称：

  CH⋯S hydrogen bonds as the organising force in 2,3-thienyl- and phenyl- or 2,3-dithienyl-substituted propenoic acid aggregates studied by the combination of FT-IR spectroscopy and computations

  摘要：

  Various propenoic acid stereoisomers 2,3-disubstituted with thienyl and/or phenyl groups were synthesised and their aggregation behaviour was studied both in solution and in the solid state by experimental (mid-range FT-IR spectroscopy) and computational (semiempirical and ab initio) methods. Experimental approach embraced the identification of potential hydrogen bonding sites through finding the relevant IR bands and monitoring their displacement upon increasing the acid concentration in solution and on going from solution to the solid state. In solution O-H center dot center dot center dot O hydrogen bonds were only found providing short-range ordering, while in the solid state C-H center dot center dot center dot S hydrogen bonds were identified. Hydrogen bonding sites could be assigned and relevant aggregate models could be built. Molecular modelling allowed obtaining good estimates for hydrogen bond lengths and angles and visualisation of the geometric arrangements. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.09.033