dihexylethoxysilane | 791815-01-5

• 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: dihexylethoxysilane
• 英文别名: Ethoxy(dihexyl)silane；ethoxy(dihexyl)silane
• CAS: 791815-01-5
• 化学式: C₁₄H₃₂OSi
• 分子量: 244.493
• InChiKey: CXRUQTKXYICFTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dihexylethoxysilane 在 3-溴丙烯 、 palladium dichloride 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以88%的产率得到Bromo-ethoxy-dihexyl-silane
  参考文献：
  名称：

  Convenient synthesis of alkoxyhalosilanes from hydrosilanes

  摘要：

  Selective dehydrogenative coupling of di- and trihydrosilanes with alcohols catalyzed by PdCl2 or NiCl2 afforded alkoxyhydro- and dialkoxyhydrosilanes in good yield. Further treatment of the resulting alkoxyhydrosilanes with carbon tetrachloride or allyl bromide in the presence of the same catalyst led to the formation of alkoxychloro- and alkoxybromosilanes, respectively. Similar reactions of dialkoxyhydrosilanes with carbon tetrachloride afforded dialkoxychlorosilanes in good yield, although contamination of small amounts of trialkoxysilanes and alkoxydichlorosilanes was detected in the products. Selective substitution of the alkoxyhalosilanes with nucleophiles is also reported. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.07.048
• 作为产物：
  描述：

  乙醇 、 dihexylsilane 在 palladium dichloride 作用下， 以 苯 为溶剂， 反应 24.0h， 以88%的产率得到dihexylethoxysilane
  参考文献：
  名称：

  Convenient synthesis of alkoxyhalosilanes from hydrosilanes

  摘要：

  Selective dehydrogenative coupling of di- and trihydrosilanes with alcohols catalyzed by PdCl2 or NiCl2 afforded alkoxyhydro- and dialkoxyhydrosilanes in good yield. Further treatment of the resulting alkoxyhydrosilanes with carbon tetrachloride or allyl bromide in the presence of the same catalyst led to the formation of alkoxychloro- and alkoxybromosilanes, respectively. Similar reactions of dialkoxyhydrosilanes with carbon tetrachloride afforded dialkoxychlorosilanes in good yield, although contamination of small amounts of trialkoxysilanes and alkoxydichlorosilanes was detected in the products. Selective substitution of the alkoxyhalosilanes with nucleophiles is also reported. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.07.048

文献信息

• Synthesis of Bromohydrosilanes: Reactions of Hydrosilanes with CuBr₂in the Presence of CuI
  作者：Atsutaka Kunai、Takahiko Ochi、Arihiro Iwata、Joji Ohshita

  DOI：10.1246/cl.2001.1228

  日期：2001.12

  Reactions of hydrosilanes, R4−nSiHn (R = alkyl or phenyl, n = 1–3), with 2 equiv of CuBr2 in the presence of a catalytic amount of CuI led to selective replacement of an H–Si bond with a Br–Si bond giving R3SiBr, R2SiHBr, or RSiH2Br, while treatment of R2SiH2 and RSiH3 with 4 equiv of the reagent produced R2SiBr2 and RSiHBr2, respectively. Similar reaction of Het2SiSiEt2H afforded Het2SiSiEt2Br.

  在一定量的 CuI 催化下，氢硅烷 R4-nSiHn（R = 烷基或苯基，n = 1-3）与 2 等量的 CuBr2 反应，导致 H-Si 键被 Br-Si 键选择性置换，得到 R3SiBr、R2SiHBr 或 RSiH2Br，而用 4 等量的试剂处理 R2SiH2 和 RSiH3 则分别得到 R2SiBr2 和 RSiHBr2。Het2SiSiEt2H 发生类似反应后可得到 Het2SiSiEt2Br。
• Iterative Synthesis of Oligosilanes Using Methoxyphenyl- or Hydrogen-Substituted Silylboronates as Building Blocks: A General Synthetic Method for Complex Oligosilanes
  作者：Takumi Takeuchi、Avijit Roy、Hajime Ito

  DOI：10.1021/jacs.3c05385

  日期：2023.7.26

  transition-metal-catalyzed Si–H borylation reactions. The first key reaction is a cross-Si–Si bond-forming reaction between chloro(oligo)silanes and silylboronates activated by MeLi. The second key reaction is the selective chlorination of the methoxyphenyl group or the hydrogen atom at the terminal of the oligosilanes. Iteration of these two key reactions enables the synthesis of various oligosilanes

  150多年来，有机硅烷因其独特的性能而引起了研究人员的关注，并已成为不可或缺的工业资产。然而，许多合成的具有多个Si-Si键的低聚硅烷相对简单，即它们通常仅包含单个重复单元。更费力的定制合成路线可以产生更复杂的低聚硅烷，但与碳基分子相比，它们的结构多样性仍然有限。开发含有混合取代基的复杂低聚硅烷的有效且实用的合成路线是一个长期存在的挑战。在这里，我们描述了使用甲氧基苯基或氢取代的甲硅烷基硼酸酯迭代合成低聚硅烷，这些硅烷基硼酸酯是通过过渡金属催化的 Si-H 硼化反应获得的。第一个关键反应是由 MeLi 激活的氯（低聚）硅烷和甲硅烷基硼酸酯之间的交叉 Si-Si 键形成反应。第二个关键反应是甲氧基苯基或低聚硅烷末端氢原子的选择性氯化。这两个关键反应的迭代能够合成各种难以获得的低聚硅烷。为了证明这种迭代合成方法的合成效用，通过简单地改变四种不同硅单元的反应顺序来制备具有不同序列的低聚硅烷。此外
• Convenient synthesis of alkoxyhalosilanes from hydrosilanes
  作者：Joji Ohshita、Ryosuke Taketsugu、Yuki Nakahara、Atsutaka Kunai

  DOI：10.1016/j.jorganchem.2004.07.048

  日期：2004.9

  Selective dehydrogenative coupling of di- and trihydrosilanes with alcohols catalyzed by PdCl2 or NiCl2 afforded alkoxyhydro- and dialkoxyhydrosilanes in good yield. Further treatment of the resulting alkoxyhydrosilanes with carbon tetrachloride or allyl bromide in the presence of the same catalyst led to the formation of alkoxychloro- and alkoxybromosilanes, respectively. Similar reactions of dialkoxyhydrosilanes with carbon tetrachloride afforded dialkoxychlorosilanes in good yield, although contamination of small amounts of trialkoxysilanes and alkoxydichlorosilanes was detected in the products. Selective substitution of the alkoxyhalosilanes with nucleophiles is also reported. (C) 2004 Elsevier B.V. All rights reserved.