1-[3,5-bis(4-methylphenyl)-1H-pyrazol-1-yl]ethanone | 1404233-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[3,5-bis(4-methylphenyl)-1H-pyrazol-1-yl]ethanone
• 英文别名: 1-acetyl-3,5-di(4-methylphenyl)-1H-pyrazole
• CAS: 1404233-57-3
• 化学式: C₁₉H₁₈N₂O
• 分子量: 290.365
• InChiKey: AVBHWZMNUFEMLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  乙酰氯 、 3,5-双(4-甲基苯基)-1H-吡唑 在 吡啶 作用下， 以 甲苯 为溶剂， 以85%的产率得到1-[3,5-bis(4-methylphenyl)-1H-pyrazol-1-yl]ethanone
  参考文献：
  名称：

  [3,3'（4H，4'H）-Bi-2H-1,3-恶嗪] -4,4'-二酮的合成及其水解

  摘要：

  的[3,3'（4 ħ，4' ħ）-bi-2 ħ -1,3-恶嗪] -4,4'-二酮3A - 3I是由[2 + 4]环加成的呋喃-2-反应获得，3-二酮1a - 1c与芳族醛嗪2a - 2d（方案1）。因此，首次合成了潜在的生物活性化合物bi-2 H -1,3-恶嗪的新衍生物及其水解产物3,5-二芳基-1 H-吡唑4a - 4c（方案3）。时间。

  DOI：

  10.1002/hlca.201200463

文献信息

• Synthesis, spectroscopic characterization and quantum chemical computational studies on 1-acetyl-3,5-di(4-methylphenyl)-1H-pyrazole
  作者：Ersin İnkaya、Muharrem Dinçer、Elif Korkusuz、İsmail Yıldırım、Orhan Büyükgüngör

  DOI：10.1016/j.molstruc.2012.06.013

  日期：2012.11

  The pyrazole compound 1-acetyl-3,5-di(4-methylphenyl)-1H-pyrazole, (C19H18N2O), was characterized by X-ray single crystal diffraction technique, IR-NMR spectroscopy and quantum chemical computational methods as both experimental and theoretically. The compound crystallizes in the monoclinic space group C 2/c with a = 32.5334 (1) angstrom, b = 5.8060 (1) angstrom, c = 23.6519 (8) angstrom, beta = 134.572 (2)degrees, and Z = 8. The molecular geometry was also optimized using the Hartree-Fock (HF) and density functional theory (DFT/B3LYP) methods with the 6-311G(d,p) basis set and compared with the experimental data. To determine conformational flexibility, molecular energy profile of the tittle compound was obtained by semi-empirical (AM1) with respect to selected degree of torsional freedom, which was varied from -180 degrees to +180 degrees in steps 10 degrees. From the optimized geometry of the molecule, vibrational frequencies, gauge-independent atomic orbital (GIAO) H-1 and C-13 NMR chemical shift values, molecular electrostatic potential (MEP) distribution, non-linear optical properties, frontier molecular orbitals (FMOs) of the title compound have been calculated in the ground state theoretically. The theoretical result showed good agreement with the experimental values (C) 2012 Elsevier B.V. All rights reserved.