Azido-chloro-di-tert-butylsilan | 104957-97-3

• 分子结构分类: 有机化合物
• 英文名称: Azido-chloro-di-tert-butylsilan
• 英文别名: Azido-di-t-butyl-chlorsilane；Azidodi-tert-butylchlorsilan；(tBu)2ClSiN3；Azido-ditert-butyl-chlorosilane
• CAS: 104957-97-3
• 化学式: C₈H₁₈ClN₃Si
• 分子量: 219.79
• InChiKey: ANUBMBHCQDMPMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Azido-chloro-di-tert-butylsilan 以 二丁醚 、 正戊烷 为溶剂， 生成 5,5-Di-tert-butyl-1-(tert-butyldimethylsilyl)-4-(tri-tert-butylsilyl)-1,2,3,4-tetraaza-5-sila-2-cyclopenten
  参考文献：
  名称：

  Wiberg, Nils; Schurz, Klaus, Chemische Berichte, 1988, vol. 121, p. 581 - 590

  摘要：

  DOI：
• 作为产物：
  描述：

  Azidodi-tert-butylsilan 在 氯 作用下， 以 四氯化碳 为溶剂， 以82%的产率得到Azido-chloro-di-tert-butylsilan
  参考文献：
  名称：

  Darstellung und Thermolyse tert-butylsubstituierter Silatetrazoline – Erzeugung der Silanimine tBu₂Si=N-SiXtBu₂ (X = F, Cl, Br, tBu) Synthesis and Thermolysis of the tert-Butyl-Substituted Silatetrazolines – Formation of the Silanimines tBu₂Si=N-SiXtBu₂ (X = F, Cl, Br, tBu)

  摘要：

  tBu₂Si=N-SitBu₃与silyl azides tBuMe₂SiN₃或tBu₂SiXN₃（X = H, Me, F, Cl, Br）反应，形成相应的叔丁基取代的1-三叔丁基硅基-4-三有机硅基-5,5-二叔丁基硅基四氮唑。具有氯二叔丁基硅基和溴二叔丁基硅基取代基的硅基四氮唑也可以通过用两当量的tBu₂SiXN₃（X = Cl, Br）与硅醚tBu₃SiNa反应合成。在硅基四氮唑的热解中，硅基氮烯tBu₂Si=N-SiXtBu₂（X = F, Cl, Br, tBu）和硅基氮烯会以一级过程形成。硅基氮烯tBu₂Si=N-SiXtBu₂（X = F, Cl, Br, tBu）已被乙酮通过en-反应捕获。通过X射线结构分析确定了（二甲基-叔丁基硅基）取代的硅基四氮唑的结构。

  DOI：

  10.1515/znb-2002-1103

文献信息

• Thermolysereaktionen der donorfreien Silanimine tBu₂Si=N-SiRtBu₂ (R = tBu, Ph) / Thermolysis Reactions of Donor-free Silanimines tBu₂Si=N-SiRtBu₂ (R = tBu, Ph)
  作者：Hans-Wolfram Lerner、Inge Sänger、Michael Bolte、Matthias Wagner

  DOI：10.1515/znb-2010-0112

  日期：2010.1.1

  The donor-free silanimines tBu₂Si=N-SiRtBu₂ (R = tBu, Ph), which are prepared from tBu₂ClSiN₃ and NaSiRtBu₂ at −78 ^◦C inBu₂O, decompose in benzene at room temperature with the formation of isobutene. Products of ene reactions of isobutene and tBu₂Si=N-SiRtBu₂ (R = tBu, Ph) are formed. X-Ray quality crystals of H₂C=C(CH₂SitBu₂-NH-SiPhtBu₂)₂ (monoclinic, space group C2/c, Z = 4) were grown from a benzene solution at ambient temperature, whereas single crystals of H₂C=C(CH₂SitBu₂-NH-SitBu₃)₂ (monoclinic, space group P2₁, Z = 2) were obtained by recrystallization from THF

  无供体的硅氨基化合物 tBu₂Si=N-SiRtBu₂（R = tBu, Ph），是在−78 ^◦C的Bu₂O中由 tBu₂ClSiN₃ 和 NaSiRtBu₂ 制备而成的，在室温下在苯中分解，生成异丁烯。异丁烯和 tBu₂Si=N-SiRtBu₂（R = tBu, Ph）的烯反应产物形成。从苯溶液中在常温下生长出了 H₂C=C(CH₂SitBu₂-NH-SiPhtBu₂)₂（单斜晶系，空间群 C2/c，Z = 4）的X射线质量晶体，而从 THF 中再结晶得到了 H₂C=C(CH₂SitBu₂-NH-SitBu₃)₂（单斜晶系，空间群 P2₁，Z = 2）的单晶体。
• Preparation and structure of a stable molecule containing a silicon nitrogen double bond and of its tetrahydrofuran adduct
  作者：Nils Wiberg、Klaus Schurz、Gabriele Reber、Gerhard Müller

  DOI：10.1039/c39860000591

  日期：——

  The pale yellow, solid silaketimine But2N–SiBut3 has been prepared and structurally characterized [SiN 1.568(3)Å, Si–N–Si 177.8(2)°]; it forms a stable adduct with tetrahydrofuran by complexation of the unsaturated silicon atom.

  制备了浅黄色固体硅亚铁定胺Bu t 2 N–SiBu t 3，并进行了结构表征[Si N 1.568（3）Å，Si–N–Si 177.8（2）°]；它通过不饱和硅原子的络合与四氢呋喃形成稳定的加合物。
• Wiberg, Nils; Schurz, Klaus; Fischer, Gerd, Angewandte Chemie, 1985, vol. 97, # 12, p. 1058 - 1059
  作者：Wiberg, Nils、Schurz, Klaus、Fischer, Gerd

  DOI：——

  日期：——
• Das chlorsilylsubstituierte Silanimin tBu2SiNSiCltBu2
  作者：Hans-Wolfram Lerner、Nils Wiberg、Jan W. Bats

  DOI：10.1016/j.jorganchem.2005.04.057

  日期：2005.9

  In the thermolysis of the silaterazolines sitatetrazoline (Bu2Si)-Bu-t=N-SiCl'Bu-2 center dot (Bu3SiN3)-Bu-t the silanimine (Bu2Si)-Bu-t=N-(SiClBu2)-Bu-t and the silyl azide (Bu3SiN3)-Bu-t are formed quantitatively. The silanimme (Bu2Si)-Bu-t=N-(SiClBu2)-Bu-t has been trapped with Et3NHF, Me3NHCl, water, 1-butene, 2,3-dimethyl-1,3-butadiene, isobutene, methylvinyl ether, and (Bu2SiCIN3)-Bu-t. The structure of the disiloxane (Bu-t(2)-SiCl-NH-(SiBu2)-Bu-t)(2)O kand of the bis(di-tert-butylchlorsilyl)-substituted silatetrazoline (Bu2Si)-Bu-t=N-SiCl(t)Bu(2)center dot(t)Bu(2)SiCIN(3) has been determined by X-ray structure analysis. (c) 2005 Elsevier B.V. All rights reserved.
• Addukte der Ethene Me2EC(SiMe3)2 (E=Si, Ge, Sn) mit LiR und RN3: Wie rasch bilden sie sich?
  作者：N. Wiberg、T. Passler、S. Wagner

  DOI：10.1016/s0022-328x(99)00728-7

  日期：2000.4

  Unsaturated compounds Me2E=C(SiMe3)(2) (E=Si, Ge, Sn) are formed as short-lived intermediates by reaction of Me2EX-CBr(SiMe3)(2) with LiR via Me2EX-CLi(SiMe3)(2) (X = electronegative substituent; R = organyl) and - in the absence of trapping reagents - react with Me2EX-CLi(SiMe3)(2) and LiR (as long as present) under formation of cyclobutanes [-Me2E-C(SiMe3)(2)-](2) as well as adducts Me2ER-CLi(SiMe3)(2) of Me2E=C(SiMe3)(2) and LiR. In the presence of an excess of organyl or silyl azides RN3, as well as lithium organyls or silyls LiR, which indeed act as very active trapping reagents for Me2E=C(SiMe3)(2) with formation of [3 + 2] cycloadducts Me2E=C(SiMe3)(2). RN3 and adducts Me2ER-CLi(SiMe3)(2), the formation of cyclobutanes and adducts is suppressed in the first case, whereas adducts are formed exclusively in the second case. As a result of determination of relative amounts of the products, formed by addition of Me2SiBr-CBr(SiMe3)(2) to two different trapping reagents LiR and LiR' or LiR and RN3 in Et2O, relative rates of the reactions of LiR or RN3 with the silene Me2Si-C(SiMe3)(2) are determined. Hereafter the insertion reactivity of LiR and the [3 + 2] cycloaddition reactivity of RN3 decreases when the bulkiness of R increases (decreasing reactivity in the order LiMe > (LiBu)-Bu-n > LiPh > Li'Bu; LiMe > LiCH(SiMe3)(2) > LiC(SiMe3)(3); Me3SiN3 >'BuMe2SiN3 > 'Bu2HSiN3 > 'Bu2MeSiN3 > Ph3SiN3 >'Bu3SiN3). The influences of electronic effects are obviously smaller than those of steric effects (decreasing reactivity in the order LiC(SiClMe2)(SiMe3)(2) > LiC(SiBrMe2)(SiMe3)(2) > LiC(SiMe3)(3); 'Bu2MeSiN3 >'Bu2ClSiN3; Me3CN3 > Me3SiN3).