2-(3-thiophen-2-yl-1-hydroxy-allylidene)-2H-inden-1,3-dione | 1246402-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(3-thiophen-2-yl-1-hydroxy-allylidene)-2H-inden-1,3-dione
• CAS: 1246402-97-0
• 化学式: C₁₆H₁₀O₃S
• 分子量: 282.32
• InChiKey: MVKQRBVUEOIOAM-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 2-乙基-1,3-氢化茚二酮 在 哌啶 作用下， 反应 1.0h， 以45%的产率得到2-(3-thiophen-2-yl-1-hydroxy-allylidene)-2H-inden-1,3-dione
  参考文献：
  名称：

  Experimental and theoretical study on the structure and optical properties of 2-acyl-1,3-indandiones – Conformational effects

  摘要：

  A series of six 2-acyl-1,3-indandione derivatives is studied by means of experimental (single crystal X-ray diffraction, NMR, electron absorption and emission spectroscopy) and theoretical methods (HF, DFT and TD-DFT) All possible tautomers and rotamers are described quantum-chemically on the basis of their structure, energy and optical properties. Although the heterocyclic substituent may easily rotate about a C-C bond, according to the calculated energies, the conformation in the most stable gas-phase optimized structures is the same as in the crystalline form. These results suggest that the intermolecular interactions are very weak compared to the intramolecular ones, like strong intramolecular hydrogen bonding and pi-electron delocalization. Therefore, a good account of the experimental results was obtained theoretically by considering only the conformational modes of the isolated molecules in ground and excited states. The experimentally observed spectra of the studied series of compounds are characterized by very strong absorption in the visible region and weak fluorescence showing moderate to strong Stokes shift (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.07.008