1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole-4-carboxylic acid | 1352560-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
• 英文别名: 1-(Oxan-2-yl)-3,5-bis(trifluoromethyl)pyrazole-4-carboxylic acid
• CAS: 1352560-37-2
• 化学式: C₁₁H₁₀F₆N₂O₃
• 分子量: 332.202
• InChiKey: KQRDAQORCZXAJE-UHFFFAOYSA-N

物化性质

• 沸点：
  366.7±42.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole-4-carboxylic acid 在 盐酸 、 sulfur tetrafluoride 、 氢氟酸 作用下， 以 甲醇 为溶剂， 反应 7.0h， 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：

  3,5-双(三氟甲基)吡唑 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.25h， 生成 1-(tetrahydro-2H-pyran-2-yl)-3,5-bis(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
  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

• “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.