3,5-双(4-溴苯基)-2-苯基-3,4-二氢吡唑 | 61595-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3,5-双(4-溴苯基)-2-苯基-3,4-二氢吡唑
• 英文名称: 3,5-bis(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
• 英文别名: 3,5-bis(4-bromophenyl)-2-phenyl-3,4-dihydropyrazole
• CAS: 61595-99-1
• 化学式: C₂₁H₁₆Br₂N₂
• 分子量: 456.179
• InChiKey: JEDHOUQQONVHNM-UHFFFAOYSA-N

物化性质

• 熔点：
  181 °C
• 沸点：
  522.5±60.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-双(4-溴苯基)-2-苯基-3,4-二氢吡唑 在 iron(III) chloride 作用下， 以 溶剂黄146 为溶剂， 以95%的产率得到3,5-双(4-溴苯基)-1-苯基-1H-吡唑
  参考文献：
  名称：

  铁催化的1,3,5-三取代吡唑啉的好氧氧化芳构化

  摘要：

  已经报道了一种简单且高产率的方法，该方法通过铁（III）催化的吡唑啉的需氧氧化芳构化合成三取代的吡唑。该过程证明了多种功能基团的耐受性。

  DOI：

  10.1016/j.catcom.2013.09.002
• 作为产物：
  描述：

  4-溴苯乙酮 在 硫酸 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 3,5-双(4-溴苯基)-2-苯基-3,4-二氢吡唑
  参考文献：
  名称：

  铁催化的1,3,5-三取代吡唑啉的好氧氧化芳构化

  摘要：

  已经报道了一种简单且高产率的方法，该方法通过铁（III）催化的吡唑啉的需氧氧化芳构化合成三取代的吡唑。该过程证明了多种功能基团的耐受性。

  DOI：

  10.1016/j.catcom.2013.09.002

文献信息

• FLUORESCENT AGENT HAVING ETHYNYL GROUP
  申请人：Mizuno Kazuhiko

  公开号：US20100298573A1

  公开（公告）日：2010-11-25

  There are provided novel fluorescent agents, such as pyrazoline compounds represented by formula (I): (wherein R 1 , R 2 and R 3 are as defined in the specification), having an ethynyl group in the molecule, which have high absorptivity in the ultraviolet-visible short wavelength range (for example, 350 nm-420 nm).

  提供了新型荧光试剂，例如由式(I)代表的吡唑啉化合物：（其中R1、R2和R3如规范中定义），分子中具有乙炔基团，在紫外可见短波长范围（例如，350纳米至420纳米）具有很高的吸收性。
• Electronic and steric substituent effects on the fluorescence emission of 2‐pyrazoline derivatives
  作者：Hamid Reza Memarian、Narges Rejali、Marzieh Soltani

  DOI：10.1002/bio.4631

  日期：2024.2

  aryl rings. In addition, the effects of the concentration and the solvent polarity on the fluorescence emission were studied. Density functional theory (DFT) calculations were carried out to gain insight into the geometric, electronic, and spectroscopic properties of the pyrazoline derivatives. The results of both experimental and computational studies explain the effects of the geometrical orientation

  合成了一系列取代的2-吡唑啉，并研究了杂环C 3和C 5位取代基对其荧光能力的空间和电子效应。两种不同的共轭分子内电荷转移（ICT）和通过空间的分子内电荷转移（螺共轭）会影响这些化合物的荧光强度。 ICT 过程和螺共轭的程度取决于附加取代的电子性质及其在所连接的芳环上的位置。此外，还研究了浓度和溶剂极性对荧光发射的影响。进行密度泛函理论 (DFT) 计算，以深入了解吡唑啉衍生物的几何、电子和光谱特性。实验和计算研究的结果解释了C 3和C 5芳基环对杂环的几何取向的影响以及它们额外取代的电子性质对荧光强度的影响。
• Synthesis of Arylated 1,3,5-triphenyl Pyrazoline Derivatives by Suzuki-Miyaura Reactions With Antimicrobial Evaluation
  作者：Diana Khaled Karim、Ghazwan Salman、Sadiq Al-Mansury、Nahida Abdulla Jinzeel

  DOI：10.21608/ejchem.2021.57726.3238

  日期：2021.2.20
• Antimicrobial, analgesic, DPPH scavenging activities and molecular docking study of some 1,3,5-triaryl-2-pyrazolines
  作者：Seranthimata Samshuddin、Badiadka Narayana、Balladka Kunhanna Sarojini、Mahmud Tareq Hassan Khan、Hemmige S. Yathirajan、Chenna Govindaraju Darshan Raj、Ramappa Raghavendra

  DOI：10.1007/s00044-011-9735-9

  日期：2012.8

  A series of 1,3,5-triaryl-2-pyrazolines 2a-g were synthesized by the reaction of 4,4'-disubstituted chalcone with phenyl hydrazine. All these compounds were characterized by NMR, IR and mass spectral and single crystal XRD data. All the synthesized products were screened for their in vitro antimicrobial, analgesic and antioxidant properties. The docking studies were carried out for these compounds against the active site of methionyl-tRNA synthetase (metRS). Some of the tested compounds exhibited significant antimicrobial, analgesic, DPPH scavenging activities and molecular binding.
• Novel efficient green electroluminescent conjugated polymers based on fluorene and triarylpyrazoline for light-emitting diodes
  作者：Qiang Peng、Zhi-Yun Lu、Yan Huang、Ming-Gui Xie、Dan Xiao、Shao-Hu Han、Jun-Biao Peng、Yong Cao

  DOI：10.1039/b313160b

  日期：——

  A series of novel light-emitting conjugated polymers based on fluorene and triarylpyrazoline were synthesized in good yields through Suzuki coupling reactions. The resulting polymers were characterized by NMR, FT-IR, elemental analysis, DSC, TGA and GPC. These polymers possess excellent thermal stability with glass transition temperatures (T-g) of 80 - 162 degreesC and onset decomposition temperatures (T-d) of 376 - 387 degreesC. Cyclic voltammetry studies revealed that these polymers have good hole and electron transporting properties with LUMO energy levels of -2.97 to -2.98 eV and HOMO energy levels of -5.71 to -5.81 eV. All the polymers emit green fluorescence with very high photoluminescence (PL) quantum yields of 45 - 59%. Polymer light-emitting diodes (PLEDs) with the configuration ITO/PEDOT/polymer/Ba/Al were fabricated. All these devices showed bright green emission peaking at 494 - 500 nm with high maximum external quantum efficiencies of 0.6 - 2.53% and low turn-on bias voltages. The good light-emitting properties indicate that these polymers are new and promising candidates for electroluminescent materials that can be used to fabricate efficient polymer light-emitting diodes.