N’-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide | 1379607-13-2

• 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: N’-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide
• 英文别名: FMBC；N'-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide；N'-(4-fluorobenzylidene)-4-biphenylcarbohydrazide；N-[(E)-(4-fluorophenyl)methylideneamino]-4-phenylbenzamide
• CAS: 1379607-13-2
• 化学式: C₂₀H₁₅FN₂O
• 分子量: 318.35
• InChiKey: FRKAPRQQZLKWLI-HYARGMPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-联苯基羧酸肼 、 对氟苯甲醛 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 N’-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide
  参考文献：
  名称：

  Synthesis and Crystal Structures of Two New Schiff Base Hydrazones Derived from Biphenyl-4-Carbohydrazide

  摘要：

  为8 Å。

  DOI：

  10.1007/s10870-011-0118-3

文献信息

• Synthesis and Crystal Structures of Two New Schiff Base Hydrazones Derived from Biphenyl-4-Carbohydrazide
  作者：Grzegorz Dutkiewicz、B. Narayana、S. Samshuddin、H. S. Yathirajan、Maciej Kubicki

  DOI：10.1007/s10870-011-0118-3

  日期：2011.10

  The crystal structures of two novel Schiff base hydrazones have been determined by means of the X-ray diffraction. These compounds: N′-[(E)-(2,5-dimethoxyphenyl)methylidene]biphenyl-4-carbohydrazide, C22H20N2O3 (1) and N′-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide, C20H15FN2O (2), are the first structurally characterized biphenyl derivatives of phenylmethylidene-carbohydrazide. Both compounds crystallize in the monoclinic space groups, 1 in P21/c space group with a = 13.987(2) Å, b = 16.426(3) Å, c = 8.214(2) Å, β = 98.12(2)°, and 2 in C2/c with a = 37.163(5) Å, b = 10.696(2) Å, c = 8.098(2) Å, β = 101.18(2)°. Both molecules have very similar bond lengths and angles pattern, even in the differently substituted phenyl ring. However, the conformations of the molecules differ significantly, the more crowded molecule 1 is much more folded than 2. The dihedral angle between the terminal ring planes is 56.17(6)° in 1 while in 2 it is as small as 2.83(14)°. In both structures relatively short and linear N–H···O hydrogen bonds (created by the best available hydrogen bond donor and acceptor) connect molecules into the chains along the unit cell parameter of ca. 8 Å in length. The next stage of the crystal architecture determination, the secondary interactions, are however quite different: in 1 there are almost solely dispersion van der Waals interactions while in 2 some more specific C–H···F and C–H···π interactions are also involved in the crystal packing. In both structures relatively short and linear N–H···O hydrogen bonds connect molecules into the chains along the unit cell parameter of ca. 8 Å in length, while the next stages of the crystal architecture, the secondary interactions, are quite different.

  为8 Å。
• Hirshfeld surface analysis, enrichment ratio, energy frameworks and third-order nonlinear optical studies of a hydrazone derivative for optical limiting applications
  作者：Laxminarayana Kamath、Anthoni Praveen Menezes、Raghavendra Bairy、Shashi Kumar Kumara swamy、A. Jayarama

  DOI：10.1016/j.molstruc.2021.131019

  日期：2021.12

  Organic materials with good third-order nonlinear optical (NLO) properties are used in optoelectronics for protecting human eyes and sensors from high intensity laser light. In this regard, herein we report the synthesis, structural analysis, and third-order NLO properties of an organic molecule N'-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide (FMBC) containing hydrazone moiety. The formation

  具有良好三阶非线性光学 (NLO) 特性的有机材料用于光电子学，以保护人眼和传感器免受高强度激光的伤害。在这方面，我们报告了含有腙部分的有机分子N '-[( E )-(4-氟苯基)亚甲基]联苯-4-碳酰肼 (FMBC)的合成、结构分析和三阶 NLO 性质。通过 FTIR 光谱分析鉴定官能团来确认合成分子的形成。该材料在熔点前具有良好的热稳定性242.5∘C并且在 EM 光谱的整个可见区域都是透明的。光致发光研究揭示了 FMBC 的蓝光发射特性。NH…O、CH…O和CH…F氢键相互作用稳定了晶体结构。使用 Hirshfeld 表面 (HS) 通过 2D 指纹图定量地预想晶体堆积中的互连。对 HS 的主要贡献主要来自 CH、HH 和 OH 互连，它们覆盖了总 HS 表面的约 80%。富集比表明，与晶体堆积有关的有利接触是C···H、N···H、O···H和F···H。为各种分子对获得的相互作用