三甲基-(1-苯基吡唑-3-基)硅烷 | 920984-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 三甲基-(1-苯基吡唑-3-基)硅烷
• 英文名称: 3-trimethylsilyl-1-phenylpyrazole
• 英文别名: 1-Phenyl-3-(trimethylsilyl)-1H-pyrazole；trimethyl-(1-phenylpyrazol-3-yl)silane
• CAS: 920984-29-8
• 化学式: C₁₂H₁₆N₂Si
• 分子量: 216.358
• InChiKey: DTVLXFBKUSIRMI-UHFFFAOYSA-N

物化性质

• 沸点：
  297.2±13.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  三甲基-(1-苯基吡唑-3-基)硅烷 、 氯磺酰异氰酸酯 在 盐酸 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 0.08h， 以86%的产率得到1H-吡唑-3-甲腈,1-苯基-
  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
• 作为产物：
  描述：

  3-苯雪梨酮 、 三甲基乙炔基硅 以 甲苯 为溶剂， 以95%的产率得到三甲基-(1-苯基吡唑-3-基)硅烷
  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