Bromo-ethoxy-dihexyl-silane | 791815-04-8

• 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: Bromo-ethoxy-dihexyl-silane
• 英文别名: bromo-ethoxy-dihexylsilane
• CAS: 791815-04-8
• 化学式: C₁₄H₃₁BrOSi
• 分子量: 323.389
• InChiKey: BFSZHHIVKNISQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  17
• 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：

  Bromo-ethoxy-dihexyl-silane 、 lithium phenylacetylide 以 乙醚 、 正己烷 为溶剂， 生成 Ethoxy-dihexyl-(2-phenylethynyl)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：

  dihexylsilane 在 3-溴丙烯 、 palladium dichloride 作用下， 以 甲苯 、 苯 为溶剂， 反应 30.0h， 生成 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

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。
• 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.