1,3,5-trimethyl-4-[(trimethylsilyl)ethynyl]-1H-pyrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3,5-trimethyl-4-[(trimethylsilyl)ethynyl]-1H-pyrazole
• 英文别名: Trimethyl-[2-(1,3,5-trimethylpyrazol-4-yl)ethynyl]silane
• 化学式: C₁₁H₁₈N₂Si
• 分子量: 206.363
• InChiKey: FDQBTISJLKODKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3,5-trimethyl-4-[(trimethylsilyl)ethynyl]-1H-pyrazole 在 甲醇 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到4-ethynyl-1,3,5-trimethyl-1H-pyrazole
  参考文献：
  名称：

  4-乙炔基吡唑盐的去质子化

  摘要：

  4-Ethyny1-1,2-dimethylpyrazolium salts were prepared by methylation of the corresponding 4-ethyny1-1-methylpyrazoles with trimethyloxonium tetrafluoroborate and were deprotonated to give the corresponding pyrazolium-4-acetylenides, which are mesomeric betaines. These can be represented as alkynyl-or mesoionic allenylidene-type resonance forms. Calculations and spectroscopic investigations were performed to determine the contribution of each canonical form to the overall structure. Ylides and N-heterocyclic carbenes are tautomers of the betaines. Their relative stabilities have been compared.

  DOI：

  10.3987/com-18-13916
• 作为产物：
  描述：

  3,5-二甲基-4-碘吡唑 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 1,3,5-trimethyl-4-[(trimethylsilyl)ethynyl]-1H-pyrazole
  参考文献：
  名称：

  4-乙炔基吡唑盐的去质子化

  摘要：

  4-Ethyny1-1,2-dimethylpyrazolium salts were prepared by methylation of the corresponding 4-ethyny1-1-methylpyrazoles with trimethyloxonium tetrafluoroborate and were deprotonated to give the corresponding pyrazolium-4-acetylenides, which are mesomeric betaines. These can be represented as alkynyl-or mesoionic allenylidene-type resonance forms. Calculations and spectroscopic investigations were performed to determine the contribution of each canonical form to the overall structure. Ylides and N-heterocyclic carbenes are tautomers of the betaines. Their relative stabilities have been compared.

  DOI：

  10.3987/com-18-13916