4-acetyl-3-trimethylsilyl-1-phenylpyrazole | 920984-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-acetyl-3-trimethylsilyl-1-phenylpyrazole
• 英文别名: 1-[1-Phenyl-3-(trimethylsilyl)-1H-pyrazol-4-yl]ethan-1-one；1-(1-phenyl-3-trimethylsilylpyrazol-4-yl)ethanone
• CAS: 920984-35-6
• 化学式: C₁₄H₁₈N₂OSi
• 分子量: 258.395
• InChiKey: OKIRAIMVTSDWDD-UHFFFAOYSA-N

物化性质

• 沸点：
  362.5±27.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-三甲基硅基-3-丁炔-2-酮 、 3-苯雪梨酮 以 甲苯 为溶剂， 以81%的产率得到4-acetyl-3-trimethylsilyl-1-phenylpyrazole
  参考文献：
  名称：

  1,3-Dipolar cycloadditions of silicon and tin alkynes and alkenes. Regiospecific synthesis of silyl and stannylpyrazoles and pyrazolines

  摘要：

  Silicon and tin 3-, 3,5-, and 3,4,5-metalated pyrazoles have been synthesized by 1,3-dipolar cycloadditions of silyl-, disilyl-, and silylstannyl acetylenes with N-phenylsydnone or trimethylsilyldiazomethane. On the other hand, 1- and 2-pyrazolines monometalated and dimetalated in different positions of the heterocycle have been prepared by reaction of vinylsilanes and vinylstannanes with the same 1,3-dipolar reagents. Other interesting products resulting from homologation were obtained by cycloaddition of trimethylsilyldiazomethane with beta-silyl enones and esters. Moreover, for the first time a 3-silylpyrazole has been converted into a 3-cyanopyrazole. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.026

表征谱图