tri-t-butoxysilyl azide | 117226-68-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tri-t-butoxysilyl azide
• 英文别名: Azido-tris[(2-methylpropan-2-yl)oxy]silane
• CAS: 117226-68-3
• 化学式: C₁₂H₂₇N₃O₃Si
• 分子量: 289.45
• InChiKey: JPQWENONTIFLPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-di-tert-butyl-2,2-dimethyl-1,3,2,4-diazasilagermaetidine 、 tri-t-butoxysilyl azide 以 四氢呋喃 为溶剂， 以19%的产率得到1,3-di-t-butyl-5,8-di(Si(O-t-butyl)3)-2,2-dimethylspiro{3.4}oct-6-ene
  参考文献：
  名称：

  Chemie der schweren Carben-Analogen R2M (M  Si, Ge, Sn) XIX . Reaktionen von stabilem Diaminogermylen und -stannylen Me2Si(tBuN)2 M (M  Ge, Sn) mit organischen Aziden

  摘要：

  The reaction of Veith's germylene Me(2)Si((t)BuN)(2)Ge 1 with an excess of organic azides R-N-3 2a-2i under elimination of N-2, very probably gives the unstable, reactive germaimines Me(2)Si((t)BuN)(2)Ge=N-R that dimerize rapidly even at -40 degrees C, yielding the dispirodecanes 4a-4g. At higher temperatures, however, the [2 + 3] dipolar cycle-addition of a second molecule of R-N-3 leading to 5-germa tetrazolines, 3a-3e, competes successfully. This depends on the nature of R, and is thermally reversible. Other scavengers are, e.g. Me(3)Sn-Cl or Me(3)Si-N-3. With the corresponding Veith-stannylene 5, only dispiro compounds 4h-4k are obtained, and no 5-stanna tetrazoline. 1 and 5 exhibit, however, the same activity toward p-tolyl azide, leading, in a competitive experiment, to a statistical 1:1:2 distribution of the Ge-2, Sn-2, and Ge, Sn (41) dispirodecanes. The stability of the tricyclic system 4 in most of the examples is very high. Thus, in the mass spectra of 4b, 4k, 4l the molecular peaks M(+) (m/z = 756, 848, 802) are the respective base peaks, followed by (M-Me)(+). Doubly loaded ions (M-2Me)(2+) are also surprisingly stable. Most of the obtained compounds are new.

  DOI：

  10.1016/0022-328x(94)87045-4
• 作为产物：
  描述：

  三叔丁氧基氯硅烷 在 sodium azide 作用下， 以87%的产率得到tri-t-butoxysilyl azide
  参考文献：
  名称：

  Pfeiffer, Joachim; Maringgele, Walter; Noltemeyer, Mathias, Chemische Berichte, 1989, vol. 122, p. 245 - 252

  摘要：

  DOI：

文献信息

• Pfeiffer, Joachim; Maringgele, Walter; Noltemeyer, Mathias, Chemische Berichte, 1989, vol. 122, p. 245 - 252
  作者：Pfeiffer, Joachim、Maringgele, Walter、Noltemeyer, Mathias、Meller, Anton

  DOI：——

  日期：——
• Chemie der schweren Carben-Analogen R2M (M  Si, Ge, Sn) XIX . Reaktionen von stabilem Diaminogermylen und -stannylen Me2Si(tBuN)2 M (M  Ge, Sn) mit organischen Aziden
  作者：Beatrix Klein、Wilhelm P. Neumann

  DOI：10.1016/0022-328x(94)87045-4

  日期：1994.2

  The reaction of Veith's germylene Me(2)Si((t)BuN)(2)Ge 1 with an excess of organic azides R-N-3 2a-2i under elimination of N-2, very probably gives the unstable, reactive germaimines Me(2)Si((t)BuN)(2)Ge=N-R that dimerize rapidly even at -40 degrees C, yielding the dispirodecanes 4a-4g. At higher temperatures, however, the [2 + 3] dipolar cycle-addition of a second molecule of R-N-3 leading to 5-germa tetrazolines, 3a-3e, competes successfully. This depends on the nature of R, and is thermally reversible. Other scavengers are, e.g. Me(3)Sn-Cl or Me(3)Si-N-3. With the corresponding Veith-stannylene 5, only dispiro compounds 4h-4k are obtained, and no 5-stanna tetrazoline. 1 and 5 exhibit, however, the same activity toward p-tolyl azide, leading, in a competitive experiment, to a statistical 1:1:2 distribution of the Ge-2, Sn-2, and Ge, Sn (41) dispirodecanes. The stability of the tricyclic system 4 in most of the examples is very high. Thus, in the mass spectra of 4b, 4k, 4l the molecular peaks M(+) (m/z = 756, 848, 802) are the respective base peaks, followed by (M-Me)(+). Doubly loaded ions (M-2Me)(2+) are also surprisingly stable. Most of the obtained compounds are new.