(5-bromopentyl)triethoxysilane | 65973-67-3

• 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: (5-bromopentyl)triethoxysilane
• 英文别名: (5-Bromopentyl)(triethoxy)silane；5-bromopentyl(triethoxy)silane
• CAS: 65973-67-3
• 化学式: C₁₁H₂₅BrO₃Si
• 分子量: 313.307
• InChiKey: LLYBNJGYBUMTMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5-bromopentyl)triethoxysilane 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 以 乙醇 、 乙腈 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 48.33h， 生成 1-戊胺,5-(三乙氧基甲硅烷基)-
  参考文献：
  名称：

  A simple access to ω-aminoalkyltrialkoxysilanes: Tunable linkers for self-organised organosilicas

  摘要：

  A simple route to omega-aminoalkyltriethoxysilanes with variable alkylene chain lengths, (EtO)(3)Si(CH2)(n)NH2 (n = 5, 11) is described. These silyl linkers have been used to prepare urea-based compounds with H-bonding and hydrophobic interactions which enable the self-assembly of the molecules. These molecular precursors are suitable for the obtention of nano-structured hybrid silicas. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.11.036
• 作为产物：
  描述：

  三乙氧基硅烷 、 5-溴-1-戊烯 在 chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex 作用下， 反应 24.0h， 生成 (5-bromopentyl)triethoxysilane
  参考文献：
  名称：

  Direct synthesis of ordered and highly functionalized organosilicas containing carboxylic acid groups

  摘要：

  在酸性条件下，通过氰基烷基三烷氧基硅烷（NC–CH2–(CH2)nCH2–Si(OR)3，其中n = 1, 3 和 9）的水解和缩聚反应，一步法合成了有序且高度功能化的含羧酸基团的有机硅材料；研究了这些材料对铕离子的吸附能力。

  DOI：

  10.1039/b618228c

文献信息

• Bench-Stable, Substrate-Activated Cobalt Carboxylate Pre-Catalysts for Alkene Hydrosilylation with Tertiary Silanes
  作者：Christopher H. Schuster、Tianning Diao、Iraklis Pappas、Paul J. Chirik

  DOI：10.1021/acscatal.6b00304

  日期：2016.4.1

  High-spin pyridine diimine cobalt(II) bis(carboxylate) complexes have been synthesized and exhibit high activity for the hydrosilylation of a range of commercially relevant alkenes and tertiary silanes. Previously observed dehydrogenative silylation is suppressed with the use of sterically unencumbered ligands, affording exclusive hydrosilylation with up to 4000 TON. The cobalt precatalysts were readily

  高旋转吡啶二亚胺钴（II）双（羧酸盐）配合物已经合成，并显示出高活性，可用于一系列商业上相关的烯烃和叔硅烷的氢化硅烷化。以前观察到的脱氢甲硅烷基化可通过使用空间不受阻碍的配体来抑制，从而提供高达4000 TON的排他性氢化硅烷化。钴预催化剂易于制备并在工作台上进行处理，并进行了底物活化，从而无需使用外部还原剂。钴催化剂对环氧化物，氨基，羰基和烷基卤化物的官能团具有耐受性，从而拓宽了用富含土壤的金属催化剂进行烯烃氢化硅烷化的范围。
• Bifunctional mesoporous silica nanoparticles as cooperative catalysts for the Tsuji–Trost reaction – tuning the reactivity of silica nanoparticles
  作者：Arne T. Dickschat、Frederik Behrends、Sabrina Surmiak、Mark Weiß、Hellmut Eckert、Armido Studer

  DOI：10.1039/c3cc00235g

  日期：——

  Bifunctional mesoporous silica nanoparticles (MSNs) bearing Pd-complexes and additional basic sites were prepared and tested as cooperative active catalysts in the Tsuji–Trost allylation of ethyl acetoacetate. Functionalization of the MSNs was realized by postmodification using click-chemistry. The selectivity of mono versus double allylation was achieved by control of reaction temperature and the nature of the catalyst.

  具有Pd配合物和额外碱性位点的双功能介孔二氧化硅纳米粒子（MSNs）被制备并测试作为协同活性催化剂，用于乙酰乙酸乙酯的Tsuji-Trost烯丙基化反应。通过点击化学后修饰实现了MSNs的功能化。单烯丙基化和双烯丙基化反应的选择性通过控制反应温度和催化剂性质来实现。
• Drastic Enhancement of Cycle Lifetime of Electrochromic Devices Using Polysilsesquioxane as an Anchoring Agent
  作者：Ichiro Imae、Youichi Takenaka、Daisuke Tokita、Yousuke Ooyama、Kenji Komaguchi、Yutaka Harima

  DOI：10.1246/cl.2008.964

  日期：2008.9.5

  Polysilsesquioxanes were obtained by hydrolysis of viologens having one or two triethoxysilyl groups, followed by their polycondensation, and anchored on the surface of an ITO electrode. The electrochromic properties of the polysilsesquioxanes were investigated and its component was optimized to enhance the cycle lifetime.

  多硅倍半氧烷通过具有一个或两个三乙氧基硅基团的紫精的水解，随后进行其聚合缩合，并锚定在ITO电极表面。研究了多硅倍半氧烷的电致变色性质，并优化其组分以增强循环寿命。
• Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis
  作者：Arne T. Dickschat、Frederik Behrends、Martin Bühner、Jinjun Ren、Mark Weiß、Hellmut Eckert、Armido Studer

  DOI：10.1002/chem.201200499

  日期：2012.12.21

  The synthesis of bifunctional mesoporous silica nanoparticles is described. Two chemically orthogonal functionalities are incorporated into mesoporous silica by co‐condensation of tetraethoxysilane with two orthogonally functionalized triethoxyalkylsilanes. Post‐functionalization is achieved by orthogonal surface chemistry. A thiol–ene reaction, Cu‐catalyzed 1,3‐dipolar alkyne/azide cycloaddition,

  描述了双功能介孔二氧化硅纳米粒子的合成。通过将四乙氧基硅烷与两个正交官能化的三乙氧基烷基硅烷共缩合，可在介孔二氧化硅中引入两个化学正交的官能度。后功能化是通过正交表面化学实现的。硫醇-烯反应，Cu催化的1,3-偶极炔烃/叠氮化物环加成反应和自由基一氧化氮交换反应被用作正交过程，以在表面上安装两种反应性不同的官能团。讨论了通过这种方法制备带有酸性和碱性位点的介孔二氧化硅纳米粒子。颗粒通过固态NMR光谱，元素分析，红外光谱和扫描电子显微镜进行分析。作为第一个应用程序，
• Direct synthesis of ordered and highly functionalized organosilicas containing carboxylic acid groups
  作者：Rola Mouawia、Ahmad Mehdi、Catherine Rey?、Robert Corriu

  DOI：10.1039/b618228c

  日期：——

  Ordered and highly functionalized organosilicas containing carboxylic acid groups were obtained in one step by hydrolysis and polycondensation of a cyanoalkyltrialkoxysilane (NC–CH2–(CH2)nCH2–Si(OR)3 with n = 1, 3 and 9) under acidic conditions; the europium ion adsorption capability of these materials was investigated.

  在酸性条件下，通过氰基烷基三烷氧基硅烷（NC–CH2–(CH2)nCH2–Si(OR)3，其中n = 1, 3 和 9）的水解和缩聚反应，一步法合成了有序且高度功能化的含羧酸基团的有机硅材料；研究了这些材料对铕离子的吸附能力。