(Z)-1-((naphthalen-2-ylamino)methylene)naphthalen-2(1H)-one | 1474055-21-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Z)-1-((naphthalen-2-ylamino)methylene)naphthalen-2(1H)-one
• 英文别名: (1Z)-1-[(naphthalen-2-ylamino)methylidene]naphthalen-2-one
• CAS: 1474055-21-4
• 化学式: C₂₁H₁₅NO
• 分子量: 297.356
• InChiKey: DMPHBMBJGFWFOV-ZHZULCJRSA-N

物化性质

• 沸点：
  543.5±50.0 °C(predicted)
• 密度：
  1.323±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-萘胺 、 2-羟基-1-萘甲醛 以 乙醇 为溶剂， 反应 5.0h， 以60%的产率得到(Z)-1-((naphthalen-2-ylamino)methylene)naphthalen-2(1H)-one
  参考文献：
  名称：

  An experimental and theoretical study on the novel (Z)-1-((naphthalen-2-ylamino)methylene)naphthalen-2(1H)-one crystal

  摘要：

  A novel compound has been synthesized, and its structure has been characterized by IR, UV-vis, NMR and X-ray single-crystal determination techniques. The title compound crystallizes in the orthorhombic space group P2(1)2(1)2(1) with a = 6.2120(4) angstrom, 10.8242(7) angstrom, c = 22.3857(15) angstrom and Z = 4. The crystal structure has intramolecular N-H center dot center dot center dot O hydrogen bond and C-H center dot center dot center dot Cg interaction. These hydrogen bonds and interactions are effective in crystal packing. The optimum molecular geometry, conformational analysis, normal mode wavenumbers, infrared and Raman intensities, corresponding vibrational assignments, chemical shift assignments, and thermo-dynamical parameters have been investigated with the help of Density Functional Theory (DFT). Detailed vibrational assignments have been made on the basis of potential energy distribution (PED). In order to understand the electronic transitions of the compound, time dependent DFT (TD-DFT) calculations were performed in gas phase. Also, the dipole moment, linear polarizabilities, anisotropy and first hyperpolarizabilities values have been computed. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.07.098

文献信息

• An experimental and theoretical study on the novel (Z)-1-((naphthalen-2-ylamino)methylene)naphthalen-2(1H)-one crystal
  作者：Ömer Tamer、Necmi Dege、Güneş Demirtaş、Davut Avcı、Yusuf Atalay、Mustafa Macit、Ayşen Alaman Ağar

  DOI：10.1016/j.saa.2013.07.098

  日期：2014.1

  A novel compound has been synthesized, and its structure has been characterized by IR, UV-vis, NMR and X-ray single-crystal determination techniques. The title compound crystallizes in the orthorhombic space group P2(1)2(1)2(1) with a = 6.2120(4) angstrom, 10.8242(7) angstrom, c = 22.3857(15) angstrom and Z = 4. The crystal structure has intramolecular N-H center dot center dot center dot O hydrogen bond and C-H center dot center dot center dot Cg interaction. These hydrogen bonds and interactions are effective in crystal packing. The optimum molecular geometry, conformational analysis, normal mode wavenumbers, infrared and Raman intensities, corresponding vibrational assignments, chemical shift assignments, and thermo-dynamical parameters have been investigated with the help of Density Functional Theory (DFT). Detailed vibrational assignments have been made on the basis of potential energy distribution (PED). In order to understand the electronic transitions of the compound, time dependent DFT (TD-DFT) calculations were performed in gas phase. Also, the dipole moment, linear polarizabilities, anisotropy and first hyperpolarizabilities values have been computed. (C) 2013 Elsevier B.V. All rights reserved.