Tetrakis[3-[chloromethyl(dimethyl)silyl]propyl]silane | 441322-81-2

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Tetrakis[3-[chloromethyl(dimethyl)silyl]propyl]silane
• CAS: 441322-81-2
• 化学式: C₂₄H₅₆Cl₄Si₅
• 分子量: 626.948
• InChiKey: WOTZWUWLUZLFPT-UHFFFAOYSA-N

物化性质

• 沸点：
  548.0±45.0 °C(Predicted)
• 密度：
  0.966±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.94
• 重原子数：
  33
• 可旋转键数：
  20
• 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

• 作为反应物：
  描述：

  Tetrakis[3-[chloromethyl(dimethyl)silyl]propyl]silane 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以93%的产率得到1-(Iodomethyl-dimethyl-silanyl)-3-{tris-[3-(iodomethyl-dimethyl-silanyl)-propyl]-silanyl}-propane
  参考文献：
  名称：

  Chloromethylsilane functionalised dendrimers: synthesis and reactivity

  摘要：

  Tetraallylsilane was functionalised using (chloromethyl)dimethylsilane to give the first generation chloromethyl terminated dendrimer 1. The resulting dendrimer was successfully reacted with K[CpM(CO)(2)] (Cp = eta(5)-C5H5; M = Fe, Ru) to give Si[(CH2)(3)SiMe2CH2MCp(CO)(2)](4) functionalised dendrimers in satisfactory yield. Reaction of dendrimer 1 with NaI in acetone gave the -SiMe2CH2I functionalised dendrimer, while reactions of 1 with K[CpM(CO)(3)] (M = Mo, W, Re), Li[C5Me4H], Na[C5Me4H], the cobaloxime nucleophile or tert-BuLi were not successful. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.11.034
• 作为产物：
  描述：

  氯甲基(二甲基)硅烷 、 四烯丙基硅烷 在 dihydrogen hexachloroplatinate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以76%的产率得到Tetrakis[3-[chloromethyl(dimethyl)silyl]propyl]silane
  参考文献：
  名称：

  多氟两亲碳硅烷树状聚合物的制备，表征以及热和表面活性剂研究

  摘要：

  在这项工作中探索了在末端位置含有全氟烷基和羟基的两亲碳硅烷树枝状大分子的合成。零代和第一代羟基烯丙基树状大分子与七氟癸烷氢硅烷反应生成新的第一代和第二代衍生物，产率分别为58％和55％。具有四个末端酯基的第0代碳硅烷树状大分子与1,1,2-三氟丁-1-烯-4-溴化镁的反应在温和条件下以58％的收率得到了另一种类型的第一代多氟两亲衍生物。通过NMR和IR光谱以及质谱和元素分析证实了它们的组成。通过差示扫描量热法和热重分析法评估热稳定性。相对于其非氟化前体，多氟烷基化提高了两亲碳硅烷树状聚合物的热稳定性。红外结果表明，两性树状大分子可用于在全氟溶剂（全氟苯，全氟萘烷和全氟辛基溴化物）中溶解戊氧茶碱（抗生素）。

  DOI：

  10.1021/ma034326e

文献信息

• Amine and ammonium functionalization of chloromethylsilane-ended dendrimers. Antimicrobial activity studies
  作者：Paula Ortega、Jose Luis Copa-Patiño、Ma Angeles Muñoz-Fernandez、Juan Soliveri、Rafael Gomez、F. Javier de la Mata

  DOI：10.1039/b809569h

  日期：——

  Novel amine- and ammonium-terminated carbosilane dendrimers of type Gn-[SiCH2O-(C6H4)-3-NMe2}]x or Gn-[SiCH2O-(C6H4)-3-NMe3+I−}]x have been synthesized and characterized up to second generation by phenolysis of (chloromethyl)silyl-terminated dendrimers with 3-dimethylamine phenol and subsequent quaternization with methyl iodide. Quaternized carbosilane dendrimers are stable in protic solvents and can be solubilised in water after the addition of less than 1% of dimethyl sulfoxide. A study of the antimicrobial activity of these cationic dendrimers of first and second generation against both Gram-positive and Gram-negative bacteria is also described. The results obtained demonstrate that the new ammonium-terminated carbosilane dendrimers can be considered as multivalent biocides.

  Gn-[SiCH2O-(C6H4)-3-NMe2}]x 或 Gn-[SiCH2O-(C6H4)-3-NMe3+I-}]x 类型的新型胺和铵封端碳硅烷树枝状聚合物已经合成，并通过用 3-二甲胺苯酚对（氯甲基）硅烷封端树枝状聚合物进行苯裂解，然后用甲基碘进行季铵化，得到了第二代碳硅烷树枝状聚合物。季铵化碳硅烷树枝状聚合物在质子溶剂中很稳定，加入不到 1%的二甲亚砜后就能溶解于水。研究还介绍了这些第一代和第二代阳离子树枝状聚合物对革兰氏阳性菌和革兰氏阴性菌的抗菌活性。研究结果表明，新型铵端氨基硅烷树枝状聚合物可被视为多价杀菌剂。
• Thiol ended carbosilane dendrimers. A multivalent platform for the binding of molecules of biological interest
  作者：Paula Ortega、Rafael Gómez、F. Javier de la Mata

  DOI：10.1016/j.tetlet.2015.07.085

  日期：2015.9

  Thiol-ene and thiol-yne addition reactions can be included inside the category of click chemistry reactions and have attracted considerable interest in polymer and dendrimer chemistry. An efficient and facile approach to introduce thiol functionalities at the surface of carbosilane dendrimers is presented as a new way for the preparation of a well-defined dendritic multivalent platform, potentially

  硫醇-烯和硫醇-炔加成反应可以包括在点击化学反应的类别之内，并且引起了对聚合物和树枝状大分子化学的相当大的兴趣。提出了一种在碳硅烷树状大分子表面引入硫醇官能团的有效简便方法，作为制备定义明确的树状多价平台的新方法，通过这些分子的结合，可潜在地用于连接具有生物学意义的不同分子这些树突系统的硫醇官能团的分子。显示了这种潜在应用的一个例子，涉及这些末端硫醇单元参与与阴离子烯烃衍生物的硫醇加成反应。
• Palladium Complexes of Phosphane-Functionalised Carbosilane Dendrimers as Catalysts in a Continuous-Flow Membrane Reactor
  作者：Debby de Groot、Joost N. H. Reek、Paul C. J. Kamer、Piet W. N. M. van Leeuwen

  DOI：10.1002/1099-0690(200203)2002:6<1085::aid-ejoc1085>3.0.co;2-6

  日期：2002.3
• Chloromethylsilane functionalised dendrimers: synthesis and reactivity
  作者：Reinout Meijboom、Matthew J Overett、John R Moss

  DOI：10.1016/j.jorganchem.2003.11.034

  日期：2004.3

  Tetraallylsilane was functionalised using (chloromethyl)dimethylsilane to give the first generation chloromethyl terminated dendrimer 1. The resulting dendrimer was successfully reacted with K[CpM(CO)(2)] (Cp = eta(5)-C5H5; M = Fe, Ru) to give Si[(CH2)(3)SiMe2CH2MCp(CO)(2)](4) functionalised dendrimers in satisfactory yield. Reaction of dendrimer 1 with NaI in acetone gave the -SiMe2CH2I functionalised dendrimer, while reactions of 1 with K[CpM(CO)(3)] (M = Mo, W, Re), Li[C5Me4H], Na[C5Me4H], the cobaloxime nucleophile or tert-BuLi were not successful. (C) 2004 Elsevier B.V. All rights reserved.
• Preparation, Characterization, and Thermal and Surfactant Studies of Polyfluorinated Amphiphilic Carbosilane Dendrimers
  作者：Bamidele A. Omotowa、Jean'ne M. Shreeve

  DOI：10.1021/ma034326e

  日期：2003.11.1

  The synthesis of amphiphilic carbosilane dendrimers that contain perfluoroalkyl and hydroxy groups at terminal positions is explored in this work. Zeroth- and first-generation hydroxyallyl dendrimers were reacted with a heptadecafluorodecane hydrosilane to produce the new first- and second-generation derivatives in 58% and 55% yields, respectively. The reaction of a zeroth-generation carbosilane dendrimer

  在这项工作中探索了在末端位置含有全氟烷基和羟基的两亲碳硅烷树枝状大分子的合成。零代和第一代羟基烯丙基树状大分子与七氟癸烷氢硅烷反应生成新的第一代和第二代衍生物，产率分别为58％和55％。具有四个末端酯基的第0代碳硅烷树状大分子与1,1,2-三氟丁-1-烯-4-溴化镁的反应在温和条件下以58％的收率得到了另一种类型的第一代多氟两亲衍生物。通过NMR和IR光谱以及质谱和元素分析证实了它们的组成。通过差示扫描量热法和热重分析法评估热稳定性。相对于其非氟化前体，多氟烷基化提高了两亲碳硅烷树状聚合物的热稳定性。红外结果表明，两性树状大分子可用于在全氟溶剂（全氟苯，全氟萘烷和全氟辛基溴化物）中溶解戊氧茶碱（抗生素）。