1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole | 1352560-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole
• 英文别名: 1-(oxan-2-yl)-3,5-bis(trifluoromethyl)pyrazole
• CAS: 1352560-36-1
• 化学式: C₁₀H₁₀F₆N₂O
• 分子量: 288.193
• InChiKey: VIJFSJXNYGIJMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole 在 盐酸 、 正丁基锂 、 sulfur tetrafluoride 、 氢氟酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 9.25h， 生成 3,4,5-tris(trifluoromethyl)pyrazole
  参考文献：
  名称：

  “Reported, but Still Unknown.” A Closer Look into 3,4-Bis- and 3,4,5-Tris(trifluoromethyl)pyrazoles

  摘要：

  Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.

  DOI：

  10.1021/jo202305c
• 作为产物：
  描述：

  六氟乙酰丙酮 在 对甲苯磺酸 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole
  参考文献：
  名称：

  “Reported, but Still Unknown.” A Closer Look into 3,4-Bis- and 3,4,5-Tris(trifluoromethyl)pyrazoles

  摘要：

  Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.

  DOI：

  10.1021/jo202305c

文献信息

• Filling the gap with a bulky diaryl boron group: fluorinated and non-fluorinated copper pyrazolates fitted with a dimesityl boron moiety on the backbone
  作者：Mukundam Vanga、Benjamin T. Diroll、Álvaro R. Muñoz-Castro、H. V. Rasika Dias

  DOI：10.1039/d3dt03167e

  日期：——

  The solid [4-BMes2-3,5-(CF3)2Pz]Cu}3 featuring a sterically confined Cu3N6 core displays bright blue phosphorescence while [4-BMes2-3,5-(CH3)2Pz]Cu}3, which is a dimer of a trimer, is a red phosphor at room temperature. This work illustrates the modulation of photo-physical properties of metal pyrazolates by adjusting the supporting ligand steric features and introducing secondary diarylboron luminophores

  据报道，成功合成了 4-Mes 2 B-3,5-(CF 3 ) 2 PzH 和 4-Mes 2 B-3,5-(CF 3 ) 2 PzH，其在吡唑环 4- 上带有空间要求高的二芳基硼部分。位置及其相应的吡唑酸铜( I )配合物。它们在溶液中显示出可见的蓝色光致发光。X射线晶体结构表明，氟化的[4-BMes 2 -3,5-(CF 3 ) 2 Pz]Cu} 3结晶为离散的三核分子，而非氟化的[4-BMes 2 -3 ,5-(CH 3 ) 2 Pz]Cu} 3形成三聚体的二聚体，具有两个紧密的三聚体间 Cu⋯Cu 分离。具有空间限制的 Cu 3 N 6核的固体 [4-BMes 2 -3,5-(CF 3 ) 2 Pz]Cu} 3显示亮蓝色磷光，而 [4-BMes 2 -3,5-(CH 3 ) 2 Pz]Cu} 3是三聚体的二聚体，在室温下是红色荧光体。这项工作说明了通过调整支持配体空间特征和
• “Reported, but Still Unknown.” A Closer Look into 3,4-Bis- and 3,4,5-Tris(trifluoromethyl)pyrazoles
  作者：Igor I. Gerus、Roman X. Mironetz、Ivan S. Kondratov、Andrei V. Bezdudny、Yurii V. Dmytriv、Oleg V. Shishkin、Viktoriia S. Starova、Olga A. Zaporozhets、Andrey A. Tolmachev、Pavel K. Mykhailiuk

  DOI：10.1021/jo202305c

  日期：2012.1.6

  Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.