1-(p-tolyl)-2-(trimethylsilyl)hydrazine | 17984-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(p-tolyl)-2-(trimethylsilyl)hydrazine
• 英文别名: N-Trimethylsilyl-N'-p-tolyl-hydrazin；1-(4-Methylphenyl)-2-(trimethylsilyl)hydrazine；1-(4-methylphenyl)-2-trimethylsilylhydrazine
• CAS: 17984-80-4
• 化学式: C₁₀H₁₈N₂Si
• 分子量: 194.352
• InChiKey: SCGBEUPWIPOQNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(p-tolyl)-2-(trimethylsilyl)hydrazine 在 偶氮二甲酸二叔丁酯 作用下， 以 正戊烷 为溶剂， 反应 0.5h， 以79%的产率得到(E)-1-(p-tolyl)-2-(trimethylsilyl)diazene
  参考文献：
  名称：

  General Synthesis and Optical Properties of N-Aryl-N′-Silyldiazenes

  摘要：

  While organo-substituted diazenes (R-1-N=N-R-2 with R = alkyl, aryl) are a well-studied class, of compounds, much less is known about their heavier group 14 analogues, notably because of their perceived instability. We report herein a general oxidative protocol to prepare various N-aryl-N'-silyldiazenes by a fast and mild dehydrogenation of the corresponding silylhydrazines using di-tert-butylazodicar-boxylate as an oxidant. The optical properties of these stable blue to purple silyldiazenes were also studied by UV/visible absorption spectroscopy and supported by TD-DFT calculations.

  DOI：

  10.1021/acs.organomet.9b00654
• 作为产物：
  描述：

  三甲基氯硅烷 、 4-甲基苯肼盐酸盐 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 15.0h， 以60%的产率得到1-(p-tolyl)-2-(trimethylsilyl)hydrazine
  参考文献：
  名称：

  General Synthesis and Optical Properties of N-Aryl-N′-Silyldiazenes

  摘要：

  While organo-substituted diazenes (R-1-N=N-R-2 with R = alkyl, aryl) are a well-studied class, of compounds, much less is known about their heavier group 14 analogues, notably because of their perceived instability. We report herein a general oxidative protocol to prepare various N-aryl-N'-silyldiazenes by a fast and mild dehydrogenation of the corresponding silylhydrazines using di-tert-butylazodicar-boxylate as an oxidant. The optical properties of these stable blue to purple silyldiazenes were also studied by UV/visible absorption spectroscopy and supported by TD-DFT calculations.

  DOI：

  10.1021/acs.organomet.9b00654

文献信息

• General Synthesis and Optical Properties of <i>N</i>-Aryl-<i>N</i>′-Silyldiazenes
  作者：Clément Chauvier、Lucie Finck、Stefan Hecht、Martin Oestreich

  DOI：10.1021/acs.organomet.9b00654

  日期：2019.12.23

  While organo-substituted diazenes (R-1-N=N-R-2 with R = alkyl, aryl) are a well-studied class, of compounds, much less is known about their heavier group 14 analogues, notably because of their perceived instability. We report herein a general oxidative protocol to prepare various N-aryl-N'-silyldiazenes by a fast and mild dehydrogenation of the corresponding silylhydrazines using di-tert-butylazodicar-boxylate as an oxidant. The optical properties of these stable blue to purple silyldiazenes were also studied by UV/visible absorption spectroscopy and supported by TD-DFT calculations.