N-butyl-N-(trimethylsilyl)aniline | 1159339-52-2

• 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: N-butyl-N-(trimethylsilyl)aniline
• 英文别名: N-Butylaniline, N-trimethylsilyl-；N-butyl-N-trimethylsilylaniline
• CAS: 1159339-52-2
• 化学式: C₁₃H₂₃NSi
• 分子量: 221.418
• InChiKey: AWADJVLGWLDUGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  正丁基锂 、 三甲基氯硅烷 、 2,4,6-tribromo-N,N-bis(trimethylsilyl)aniline 以 乙醚 为溶剂， 生成 N-butyl-N-(trimethylsilyl)aniline 、 2-trimethylsilyl-N,N-dibutylaniline 、 2,6-dibutyl-N,N-dibutylaniline 、 4-溴-N,N-二丁基苯胺
  参考文献：
  名称：

  Synthesis of N-and C-trimethylsilyl-substituded anililes

  摘要：

  N-Metallation of bromoanilines with ethylmagnesium bromide followed by a reaction with trimethylchlorosilane provided N-mono and N-bis(trimethylsilyl)bromoanilines depending on the structure of substrate. The metallation of bissilylated bromoanilines with butyllithium permitted the introduction of a trimethylsilyl substituent in the aromatic ring. Previously unknown 2-bromo-N,N-bis(trimethylsilyl)aniline, 2,6-dibromo-N-trimethylsilylaniline, 2,6-dibromo-N,N-bis(trimethylsilyl)aniline, 2-bromo-6-trimethylsilylaniline, 2-bromo-6-trimethylsilyl-N,N-bis(trimethylsilyl)aniline, 2-bromo-6-trimethylsilyl-N-trimethylsilylaniline, 2,4,6-tribromo-N-trimethylsilylaniline, and 2,4,6-tribromo-N,N-bis(trimethylsilyl)aniline were prepared. The structures of the compounds obtained were established by the chromato-mass spectrometry and H-1, C-13, and Si-29 NMR spectroscopy.

  DOI：

  10.1134/s1070363208050095

文献信息

• Synthesis of N-and C-trimethylsilyl-substituded anililes
  作者：P. A. Storozhenko、Z. V. Belyakova、O. A. Starikova、V. M. Nosova、T. I. Shulyat’eva、A. S. Frenkel’、M. V. Pecherskii

  DOI：10.1134/s1070363208050095

  日期：2008.5

  N-Metallation of bromoanilines with ethylmagnesium bromide followed by a reaction with trimethylchlorosilane provided N-mono and N-bis(trimethylsilyl)bromoanilines depending on the structure of substrate. The metallation of bissilylated bromoanilines with butyllithium permitted the introduction of a trimethylsilyl substituent in the aromatic ring. Previously unknown 2-bromo-N,N-bis(trimethylsilyl)aniline, 2,6-dibromo-N-trimethylsilylaniline, 2,6-dibromo-N,N-bis(trimethylsilyl)aniline, 2-bromo-6-trimethylsilylaniline, 2-bromo-6-trimethylsilyl-N,N-bis(trimethylsilyl)aniline, 2-bromo-6-trimethylsilyl-N-trimethylsilylaniline, 2,4,6-tribromo-N-trimethylsilylaniline, and 2,4,6-tribromo-N,N-bis(trimethylsilyl)aniline were prepared. The structures of the compounds obtained were established by the chromato-mass spectrometry and H-1, C-13, and Si-29 NMR spectroscopy.