2-(1-oxo-1H-inden-3-yl)-2H-indene-1,3-dione | 13432-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(1-oxo-1H-inden-3-yl)-2H-indene-1,3-dione
• 英文别名: Isobindon；Isobindone；2-(3-oxoinden-1-yl)indene-1,3-dione
• CAS: 13432-11-6
• 化学式: C₁₈H₁₀O₃
• 分子量: 274.276
• InChiKey: NMVPXIOLGIRESX-UHFFFAOYSA-N

物化性质

• 沸点：
  517.5±50.0 °C(Predicted)
• 密度：
  1.432±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 在 sodium acetate 作用下， 反应 12.0h， 生成 2-(1-oxo-1H-inden-3-yl)-2H-indene-1,3-dione
  参考文献：
  名称：

  Structural study of 2-(1-oxo-1 H-inden-3-yl)-2H-indene-1,3-dione by DFT calculations, NMR and IR spectroscopy

  摘要：

  Computational studies have been carried out at the DFT-B3LYP/6-31G(d) level of theory on the structural and spectroscopic properties of 2-(1-oxo-1 H-inden-3-yl)-2H-indene- 1,3-dione (OID). Experimental studies were conducted on these parameters, including X-ray, FT-IR and (13)C NMR spectroscopy. The optimized geometries of OID and its bonding characteristics as well as IR and NMR spectra have been calculated and analyzed. It was observed that the bond lengths and angles in the molecule, obtained by X-ray, IR and NMR at the level of theory, were in a good agreement with those of the experiment. The correlation between the theoretical and the experimental vibrational frequencies and the chemical shifts of the OID molecule were 0.994 and 0.991, respectively. The agreement mutually verified the accuracy of the experimental method and the validity of the applied mathematical model. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2007.07.024

文献信息

• Fischer,W. M.; Wanag, Justus Liebigs Annalen der Chemie, 1931, vol. 489, p. 101
  作者：Fischer,W. M.、Wanag

  DOI：——

  日期：——
• Structural study of 2-(1-oxo-1 H-inden-3-yl)-2H-indene-1,3-dione by DFT calculations, NMR and IR spectroscopy
  作者：Siavash Riahi、Mohammad Reza Ganjali、Abdolmajid Bayandori Moghaddam、Parviz Norouzi、Saied Saeed Hosseiny Davarani

  DOI：10.1016/j.saa.2007.07.024

  日期：2008.6

  Computational studies have been carried out at the DFT-B3LYP/6-31G(d) level of theory on the structural and spectroscopic properties of 2-(1-oxo-1 H-inden-3-yl)-2H-indene- 1,3-dione (OID). Experimental studies were conducted on these parameters, including X-ray, FT-IR and (13)C NMR spectroscopy. The optimized geometries of OID and its bonding characteristics as well as IR and NMR spectra have been calculated and analyzed. It was observed that the bond lengths and angles in the molecule, obtained by X-ray, IR and NMR at the level of theory, were in a good agreement with those of the experiment. The correlation between the theoretical and the experimental vibrational frequencies and the chemical shifts of the OID molecule were 0.994 and 0.991, respectively. The agreement mutually verified the accuracy of the experimental method and the validity of the applied mathematical model. (C) 2007 Elsevier B.V. All rights reserved.