3-pentafluoroethyl-5-methylpyrazole | 1192050-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-pentafluoroethyl-5-methylpyrazole
• 英文别名: 3-(Pentafluoroethyl)-5-methyl-1H-pyrazole；5-methyl-3-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazole
• CAS: 1192050-83-1
• 化学式: C₆H₅F₅N₂
• 分子量: 200.111
• InChiKey: VMMUPUJDNLJKPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-pentafluoroethyl-5-methylpyrazole 、 碘甲烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 8.0h， 以45%的产率得到1,5-dimethyl-3-(pentafluoroethyl)-1H-pyrazole
  参考文献：
  名称：

  甲基化反应中环境多氟烷基取代的吡唑

  摘要：

  已经使用量子化学计算来估计含多氟烷基的吡唑的反应性。在改变反应条件的同时，在多氟烷基吡唑的甲基化中具有良好的区域选择性。在碱性条件下，这种吡唑的甲基化导致优选形成3-R F-吡唑，而在不存在碱的情况下使用硫酸二甲酯导致主要形成5-R F-吡唑。讨论了拟议的甲基化机制。

  DOI：

  10.1016/j.jfluchem.2017.01.009

文献信息

• SUBSTITUTED N-HETEROCYCLYL- AND N-HETEROARYL-TETRAHYDROPYRIMIDINONES AND THE SALTS THEREOF, AND THE USE OF SAME AS HERBICIDAL ACTIVE SUBSTANCES
  申请人：Bayer Aktiengesellschaft

  公开号：US20200390100A1

  公开（公告）日：2020-12-17

  The present invention relates to substituted N-heterocyclyl- and N-heteroaryltetrahydropyrimidinones of the general formula (I) or salts thereof, where the radicals in the general formula (I) correspond to the definitions given in the description, and to the use thereof as herbicides, in particular for controlling broad-leaved weeds and/or weed grasses in crops of useful plants and/or as plant growth regulators for influencing the growth of crops of useful plants.

  本发明涉及通式（I）或其盐的取代N-杂环烷基和N-杂芳基四氢嘧啶酮，其中通式（I）中的基团对应于描述中给出的定义，并将其用作除草剂，特别是用于控制作物中的阔叶杂草和/或杂草草，并/或作为植物生长调节剂，以影响作物的生长。
• Synthesis and molecular and solid state structural characterization of mixed CH3–CF3 and CH3–C2F5 fluoroalkyl pyrazoles and a new, ligand
  作者：Zhengbo Hu、Andrei Loas、Sergiu M. Gorun

  DOI：10.1016/j.ica.2009.04.020

  日期：2009.9

  We report a new mixed methyl-fluoroalkyl (R-f) 3,5-substituted pyrazole, Pz(Rf,CH3), with R-f = C2F5. An X-ray structural comparison of Pz(Rf,CH3) (R-f = CF3 and C2F5) reveals a similar boat-type H-bonded tetrameric architecture, dominated by the 3,5 tautomers. The tetramers compactness could be compared by computing the volume of the tetrahedron defined by the geometric centers of the four pyrazole rings. Using this criterion the C2F5 group is found to induce a tighter intratetrameric packing relative to CF3, in addition to exhibiting a possibly higher degree of N-H proton delocalization.The new Tp(Rf,CH3) (R-f = C2F5) sodium scorpionate is also reported. The X-ray structure of NaTp(C2F5,CH3)(H2O) shows discrete mononuclear units. The Na-coordinated H2O exhibits weak, 2.6 angstrom intermolecular Na-O-H center dot center dot center dot F contacts leading to the formation of a head-to-tail chain assembly. In contrast, the NaTp(CF3,CH3) (H2O) complex forms dimers in solid-state, supported by Na-bridging water ligands and intermolecular Na center dot center dot center dot F interactions.The presence of metal-bonded H2O in the sodium complex of Tp(C2F5,CH3) as well as the formation of discrete complexes when CF3 is replaced by C2F5 in Tp(Rf,CH3) reflect both the strong sigma electronic acceptor nature of the ligand and its enhanced steric bulkiness. (C) 2009 Elsevier B. V. All rights reserved.
• [DE] SUBSTITUIERTE HETEROARYLPYRROLONE SOWIE DEREN SALZE UND IHRE VERWENDUNG ALS HERBIZIDE WIRKSTOFFE<br/>[EN] SUBSTITUTED HETEROARYL PYRROLONES AND SALTS THEREOF AND USE THEREOF AS HERBICIDAL ACTIVE SUBSTANCES<br/>[FR] HÉTÉROARYLPYRROLONES SUBSTITUÉES ET LEURS SELS ET LEUR UTILISATION COMME AGENTS HERBICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2018114596A1

  公开（公告）日：2018-06-28

  Die vorliegende Erfindung betrifft substituierte Heteroarylpyrrolone der allgemeinen Formel (I) oder deren Salz, wobei die Reste in der allgemeinen Formel (I) den in der Beschreibung gegebenen Definitionen entsprechen, sowie deren Verwendung als Herbizide, inbesondere zur Bekämpfung von Unkräutern und/oder Ungräsern in Nutzpflanzenkulturen und/oder als Pflanzenwachstumsregulatoren zur Beeinflussung des Wachstums von Nutzpflanzenkulturen.
• Ambident polyfluoroalkyl-substituted pyrazoles in the methylation reactions
  作者：Anna E. Ivanova、Yanina V. Burgart、Viktor I. Saloutin、Pavel A. Slepukhin、Sophia S. Borisevich、Sergey L. Khursan

  DOI：10.1016/j.jfluchem.2017.01.009

  日期：2017.3

  good regioselectivity in the methylation of polyfluoroalkylpyrazoles was reached while varying the reaction conditions. Under basic conditions, methylation of such pyrazoles led to the preferred formation of 3-RF-pyrazoles, whereas the use of dimethyl sulfate in the absence of a base resulted in the predominant formation of 5-RF-pyrazoles. A proposed mechanism of methylation was discussed.

  已经使用量子化学计算来估计含多氟烷基的吡唑的反应性。在改变反应条件的同时，在多氟烷基吡唑的甲基化中具有良好的区域选择性。在碱性条件下，这种吡唑的甲基化导致优选形成3-R F-吡唑，而在不存在碱的情况下使用硫酸二甲酯导致主要形成5-R F-吡唑。讨论了拟议的甲基化机制。