1,1,1-Tris(trimethylsilyl)propane | 65426-04-2

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 1,1,1-Tris(trimethylsilyl)propane
• 英文别名: 1,1-Bis(trimethylsilyl)propyl-trimethylsilane
• CAS: 65426-04-2
• 化学式: C₁₂H₃₂Si₃
• 分子量: 260.643
• InChiKey: AHTQMJIPYITHTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  三（三甲代甲硅烷基）甲烷 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 1,1,1-Tris(trimethylsilyl)propane
  参考文献：
  名称：

  双（三甲基硅烷基）溴甲基锂和三（三甲基硅烷基）甲基锂的反应。α-溴乙烯基硅烷的合成

  摘要：

  双（三甲基硅烷基）bromomethyllithium，（ME 3 Si）的2 CBrLi，与醛反应，得到α-bromovinyltrimethylsilanes中，Me 3 SiCBrCHR（两种异构体），但与烷基酮只有质子抽象从该酮的烯醇形式发生。此锂试剂与二苯甲酮的反应，得到环氧乙烷，（ME 3 Si）的2个型的Me.α-Bromovinylsilanes 3 SiCBrCR 2可以他准备由R的反应2 CCBrLi（由正丁基锂的作用制备，或更好，叔丁基锂，R上2 CCBr 2）三甲基氯硅烷与。（Me 3 Si）3的制备描述了通过（Me 3 Si）3 CBr与正丁基锂或锂砂反应的CLi ，以及该试剂的各种反应。

  DOI：

  10.1016/s0022-328x(00)91814-x

文献信息

• Correlated Rotation of the Me3Si Groups in Tris(trimethylsilyl)methanes
  作者：Daniele Casarini、Elisabetta Foresti、Lodovico Lunazzi、Andrea Mazzanti

  DOI：10.1002/(sici)1521-3765(19991203)5:12<3501::aid-chem3501>3.0.co;2-d

  日期：1999.12.3

  Low-temperature NMR spectra of (Me3Si)(3)CH (1) allowed the restricted rotation of the Me,Si groups to be detected; the barrier was 5.1 kcal mol(-1). On the basis of molecular mechanics calculations, this motion was assigned to a correlated disrotatory process with an eclipsed, staggered, staggered (ESS) transition state. In (Me3Si)(3)CMe (2), both a correlated ESS disrotatory process and a correlated conrotatory SSS process were distinguished, with rotational barriers of 6.7 and 5.15 kcal mol(-1), respectively. Thus, 2 appears to adopt a chiral conformation (point group C-3) at low temperature. For more hindered derivatives such as (Me2Si)(3)CCH2Me (3) and (Me2Si)(2)C-CH2Et (4), the ESS and SSS processes involving rotation about the Si-C bonds were also detected, but in addition a third process became evident. This process corresponds to restricted rotation about the C-C bond and seems to be correlated with the SSS conrotatory process at the C-Si bond, since both display essentially the same barrier. Although in (Me3Si)(3)CCH2Ph (5) the effects of restricted rotation about the C-CH2Ph bond could not be observed, the same chiral conformation adopted by 3 and 4 (point group C-1) was nonetheless assigned on the basis of molecular mechanics calculations and X-ray diffraction studies. The C-13 spectra (CPMAS) of crystalline 5 also showed that the pairs of ortho and meta phenyl carbon atoms are diastereotopic due to restricted Ph-CH2 bond rotation in the solid state.
• Reactions of bis(trimethylsilyl)bromomethyllithium and tris(trimethylsilyl)methyllithium. the synthesis of α-bromovinylsilanes
  作者：Dietmar Seyferth、James L. Lefferts、Robert L. Lambert

  DOI：10.1016/s0022-328x(00)91814-x

  日期：1977.12

  Bis(trimethylsilyl)bromomethyllithium, (Me3Si)2CBrLi, reacts with aldehydes to give α-bromovinyltrimethylsilanes, Me3SiCBrCHR (both isomers), but with alkyl ketones only proton abstraction from the enolic form of the ketone occurs. The reaction of this lithium reagent with benzophenone gives the oxirane, (Me3Si)2.α-Bromovinylsilanes of type Me3SiCBrCR2 can he prepared by reaction of R2CCBrLi (prepared

  双（三甲基硅烷基）bromomethyllithium，（ME 3 Si）的2 CBrLi，与醛反应，得到α-bromovinyltrimethylsilanes中，Me 3 SiCBrCHR（两种异构体），但与烷基酮只有质子抽象从该酮的烯醇形式发生。此锂试剂与二苯甲酮的反应，得到环氧乙烷，（ME 3 Si）的2个型的Me.α-Bromovinylsilanes 3 SiCBrCR 2可以他准备由R的反应2 CCBrLi（由正丁基锂的作用制备，或更好，叔丁基锂，R上2 CCBr 2）三甲基氯硅烷与。（Me 3 Si）3的制备描述了通过（Me 3 Si）3 CBr与正丁基锂或锂砂反应的CLi ，以及该试剂的各种反应。