methyl 4,4''-difluoro-5'-methoxy-1,1':3',1''-terphenyl-4'-carboxylate | 1372802-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4,4''-difluoro-5'-methoxy-1,1':3',1''-terphenyl-4'-carboxylate
• 英文别名: Methyl 2,4-bis(4-fluorophenyl)-6-methoxybenzoate；methyl 2,4-bis(4-fluorophenyl)-6-methoxybenzoate
• CAS: 1372802-18-0
• 化学式: C₂₁H₁₆F₂O₃
• 分子量: 354.353
• InChiKey: MCFMCOMRGSWVSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 methyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate 在 碘 作用下， 反应 24.0h， 以70%的产率得到methyl 4,4''-difluoro-5'-methoxy-1,1':3',1''-terphenyl-4'-carboxylate
  参考文献：
  名称：

  A study on the reactions of alkyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate and in vitro antioxidant activity of derivatives

  摘要：

  New functionalized derivatives were prepared using alkyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate as a building block. Newly prepared compounds were well characterized using H-1 NMR, IR, and mass spectral data. All the synthesized products were screened for their antioxidant properties. Among the tested compounds, indazole derivatives exhibited noticeable DPPH radical scavenging activity and reducing power capacity in comparison with the standard Glutathione.

  DOI：

  10.1007/s00044-012-0304-7

文献信息

• A study on the reactions of alkyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate and in vitro antioxidant activity of derivatives
  作者：Seranthimata Samshuddin、Badiadka Narayana、Balladka Kunhanna Sarojini、Leelavathi Narayana Madhu

  DOI：10.1007/s00044-012-0304-7

  日期：2013.6

  New functionalized derivatives were prepared using alkyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate as a building block. Newly prepared compounds were well characterized using H-1 NMR, IR, and mass spectral data. All the synthesized products were screened for their antioxidant properties. Among the tested compounds, indazole derivatives exhibited noticeable DPPH radical scavenging activity and reducing power capacity in comparison with the standard Glutathione.
• FT-IR, molecular structure, HOMO–LUMO, MEP, NBO analysis and first order hyperpolarizability of Methyl 4,4″-difluoro-5′-methoxy-1,1′:3′,1″-terphenyl-4′-carboxylate
  作者：Y. Sheena Mary、C. Yohannan Panicker、B. Narayana、S. Samshuddin、B.K. Sarojini、C. Van Alsenoy

  DOI：10.1016/j.saa.2014.06.031

  日期：2014.12

  Methyl 4,4″-difluoro-5'-methoxy-1,1':3',1″-terphenyl-4'-carboxylate was prepared by the aromatization of a cyclohexenone derivative, Methyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate using iodine and methanol at reflux conditions. The structure of the compound was confirmed by IR and single crystal X-ray diffraction studies. FT-IR spectrum was recorded and analyzed. The crystal structure is also described. The vibrational wavenumbers are calculated using HF and DFT methods and are assigned with the help of potential energy distribution. The geometrical parameters of the title compound obtained from XRD studies are in agreement with the calculated (DFT) values. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. According to the MEP analysis, negative region (red) is mainly over the carbonyl group showing large activity. The calculated hyperpolarizability of the title compound is greater than that of the standard NLO material urea and the title compound is an attractive object for future studies of nonlinear optical properties.