2,3,5,6-tetrafluorophenylhydrazine hydrochloride | 1290143-34-8

• 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: 2,3,5,6-tetrafluorophenylhydrazine hydrochloride
• 英文别名: (2,3,5,6-Tetrafluorophenyl)hydrazine hydrochloride；(2,3,5,6-tetrafluorophenyl)hydrazine;hydrochloride
• CAS: 1290143-34-8
• 化学式: C₆H₄F₄N₂*ClH
• 分子量: 216.566
• InChiKey: TYJSPVQPFLXNQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-1-(3,5-difluorophenyl)-3-phenylprop-2-en-1-one 、 2,3,5,6-tetrafluorophenylhydrazine hydrochloride 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以72%的产率得到3-(3,5-difluorophenyl )-5-phenyl-1-(2,3,5,6-tetrafluorophenyl )-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  Predicting the photoinduced electron transfer thermodynamics in polyfluorinated 1,3,5-triarylpyrazolines based on multiple linear free energy relationships

  摘要：

  1,3,5-三芳基吡唑啉的光物理特性受到附着在芳环上的取代基的性质和位置的强烈影响，使得这一荧光基团平台非常适合设计利用光诱导电子转移（PET）开关机制的荧光探针。为了探索控制PET热力学的两个关键参数的可调性，即激发态能量ΔE00和受体电势E(A/A−)，研究人员合成并表征了一系列多氟取代的1,3-二芳基-5-苯基-吡唑啉。通过对每个芳环使用一组独立的取代基常数，观察到的PET参数趋势可以通过多个Hammett线性自由能关系（LFER）有效捕捉。由于缺乏多氟取代芳香族化合物的实验Hammett常数，研究人员使用基于碳原子核电势（EPN）理论推导出的常数作为量子化学描述符。用一组不包括在训练集中的化合物评估LFER的性能，预测的结合PET参数的平均无符号误差为0.05 eV。所述的LFER方法非常适合设计和优化阳离子响应的1,3,5-三芳基吡唑啉的性能。

  DOI：

  10.1039/b821042j

文献信息

• Continuous Flow Process For the Synthesis of Phenylhydrazine Salts and Substituted Phenylhydrazine Salts
  申请人：SHANGHAI HYBRID-CHEM TECHNOLOGIES

  公开号：US20190152896A1

  公开（公告）日：2019-05-23

  The present invention provided a continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts. Diazotization, reduction, acidic hydrolysis and salifying with acids are innovatively integrated together. Using acidic liquids of aniline or substituted aniline, diazotization reagents, reductants and acids as raw materials, phenylhydrazine derivative salts is obtained through the synthesis process, which is a three-step continuous tandem reaction including diazotization, reduction, acidic hydrolysis and salifying. The described synthesis process is a kind of integrated solutions, which is carried out in an integrated reactor. The feed inlets of the integrated reactor are continuously filled with raw materials. In the integrated reactor, diazotization, reduction, acidic hydrolysis and salifying are carried out continuously and orderly, and phenylhydrazine salts or substituted phenylhydrazine salts is obtained in the outlet of the integrated reactor without interruption. The total reaction time is no more than 20 min.

  本发明提供了一种连续流程，用于合成苯肼盐和取代苯肼盐。重氮化、还原、酸性水解和酸化与酸类创新地集成在一起。使用苯胺或取代苯胺的酸性液体、重氮化试剂、还原剂和酸类作为原料，通过合成过程获得苯肼衍生物盐，这是一个包括重氮化、还原、酸性水解和酸化的三步连续串联反应。所述的合成过程是一种集成解决方案，是在一个集成反应器中进行的。集成反应器的进料口连续填充原料。在集成反应器中，重氮化、还原、酸性水解和酸化被连续有序地进行，苯肼盐或取代苯肼盐在集成反应器的出口处获得，没有中断。总反应时间不超过20分钟。
• Design, synthesis, antibacterial and insecticidal activities of novel N-phenylpyrazole fraxinellone hybrid compounds
  作者：Yong Guo、Xiaoguang Wang、Lailiang Qu、Shengnan Xu、Yi Zhao、Ruoqian Xie、Mengxing Huang、Yanbing Zhang

  DOI：10.1039/c6ra28064a

  日期：——

  mL−1, than insecticidal activity, compounds 4n, 4o and 4t exhibited more promising insecticidal activity with final mortality rates (FMRs) of >60%, when compared with their precursor fraxinellone and the positive control toosendanin. This suggested that introducing polyhalogenated phenylpyrazole at C-4 and C-5 positions of fraxinellone could lead to more promising insecticidal derivatives than monohalogenated

  在我们旨在发现和开发基于天然产物的抗微生物和杀虫剂的研究的继续中，制备了一系列20种新颖的N-苯基吡唑fraxinellone杂化化合物，并对其抗菌和杀虫活性进行了评估。通过X射线晶体学确定了化合物4h和4r的两个关键的空间构型。尽管只有化合物4g对枯草芽孢杆菌具有MIC值为4μgmL -1的较好的抗菌活性，但其杀虫活性却比化合物4n，4o和4t好与前者fraxinellone和阳性对照tosendanin相比，它们显示出更具希望的杀虫活性，最终死亡率（FMR）> 60％。这表明，在氟辛内酯的C-4和C-5位处引入多卤代苯基吡唑比单卤代苯基吡唑可以产生更有希望的杀虫衍生物，特别是引入N-（2-氯-4-氟-苯基）吡唑。
• On the use of multi-parameter free energy relationships: the rearrangement of (Z)-arylhydrazones of 5-amino-3-benzoyl-1,2,4-oxadiazole into (2-aryl-5-phenyl-2H-1,2,3-triazol-4-yl)ureas
  作者：Francesca D’Anna、Vincenzo Frenna、Camilla Zaira Lanza、Gabriella Macaluso、Salvatore Marullo、Domenico Spinelli、Raffaella Spisani、Giovanni Petrillo

  DOI：10.1016/j.tet.2010.05.025

  日期：2010.7

  rearrangements of heterocycles (MRH) rates for five new ortho-substituted and ten new di-, tri-, or tetra-substituted (Z)-arylhydrazones of 5-amino-3-benzoyl-1,2,4-oxadiazole into the relevant (2-aryl-5-phenyl-2H-1,2,3-triazol-4-yl)ureas (in dioxane/water and in a large range of pS+ values) have been related to the electronic and proximity effects exerted by the present substituents, also considering

  通过使用多参数方法（Hammett / Ingold-Yukawa-Tsuno / Fujita-Nishioka自由能关系的组合），对五个新的邻位取代和十个新的二，三，或将5-氨基-3-苯甲酰基-1,2,4-恶二唑的四取代（Z）-芳基hydr生成相关的（2-芳基-5-苯基-2 H -1,2,3-三唑-4-基）脲（在二恶烷/水中，并在一个大的范围内的p小号+值）已经被与由存在的取代基所施加，也考虑对某些单以前的结果的电子效应和邻近效应的元-和对位-取代的（ž）-芳基hydr。在任何情况下，良好的相关性系数被计算出（- [R 2或- [R 2 ≥0.996）。再者，MRH的研究提供了一个有趣的不同反应性的面板（已证明三种反应途径：普通碱催化，未催化和特定酸催化），这对于启发多取代如何不同地影响是很有用的。 MRH费率。此外，在（Z）-芳基肼基部分上的2，6-二取代导致在所有三种研究途径中反应
• Continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts
  申请人：SHANGHAI HYBRID—CHEM TECHNOLOGIES

  公开号：US11040938B2

  公开（公告）日：2021-06-22

  The present invention provided a continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts. Diazotization, reduction, acidic hydrolysis and salifying with acids are innovatively integrated together. Using acidic liquids of aniline or substituted aniline, diazotization reagents, reductants and acids as raw materials, phenylhydrazine derivative salts is obtained through the synthesis process, which is a three-step continuous tandem reaction including diazotization, reduction, acidic hydrolysis and salifying. The described synthesis process is a kind of integrated solutions, which is carried out in an integrated reactor. The feed inlets of the integrated reactor are continuously filled with raw materials. In the integrated reactor, diazotization, reduction, acidic hydrolysis and salifying are carried out continuously and orderly, and phenylhydrazine salts or substituted phenylhydrazine salts is obtained in the outlet of the integrated reactor without interruption. The total reaction time is no more than 20 min.

  本发明提供了一种合成苯肼盐和取代苯肼盐的连续流工艺。重氮化、还原、酸性水解和酸盐化被创新性地整合在一起。以苯胺或取代苯胺的酸性液体、重氮化试剂、还原剂和酸为原料，通过重氮化、还原、酸性水解和盐化三步连续串联反应的合成工艺，获得苯肼衍生物盐。所述合成工艺是一种一体化解决方案，在一体化反应器中进行。集成反应器的进料口连续注入原料。在一体化反应器中，重氮化、还原、酸性水解和盐化连续有序地进行，在一体化反应器的出口处不间断地得到苯肼盐或取代苯肼盐。总反应时间不超过 20 分钟。