chlorodimethoxy(vinyl)silane | 89566-50-7

• 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: chlorodimethoxy(vinyl)silane
• 英文别名: vinyldi(methoxy)chlorosilane；chloro-ethenyl-dimethoxysilane
• CAS: 89566-50-7
• 化学式: C₄H₉ClO₂Si
• 分子量: 152.653
• InChiKey: RZWHWJKGBJKQIL-UHFFFAOYSA-N

物化性质

• 沸点：
  121.8±9.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  chlorodimethoxy(vinyl)silane 在 tetrakis(diphenylmethoxy)silane 、 吡啶 作用下， 以 乙腈 、 甲醇 为溶剂， 反应 3.0h， 以0.55 g的产率得到Tetrakis[ethenyl(dimethoxy)silyl] silicate
  参考文献：
  名称：

  Direct alkoxysilylation of alkoxysilanes for the synthesis of explicit alkoxysiloxane oligomers

  摘要：

  Direct alkoxysilylation, which is a powerful tool to provide explicit alkoxysiloxanes, is developed and its versatility is investigated. Siloxane pentamers Si[OSiR1(OMe)(2)](4) having various functional groups (R-1 = methyl, vinyl, phenyl, chloropropyl and n-butyl groups) were successfully obtained by direct alkoxysilylation of Si(OR)(4) (R= t-Bu, CHPh2). Thus, the versatility of the reaction is confirmed on organic functional groups R-1. Functional group tolerance of the reaction is discussed on the basis of electro-negativity of the R-1 groups. Alkoxysilylation of Si(Ot-Bu)(2)(OMe)(2) and Si(Ot-Bu)(OMe)(3) selectively gives trimer (MeO)(2)Si[OSiMe(OMe)(2)](2) and dimer (MeO)(3)SiOSiMe(OMe)(2), respectively. Thus, the feasibility on siloxane structure is also confirmed. Various siloxane compounds are synthesized by this newly developed reaction for the first time. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2012.05.033
• 作为产物：
  描述：

  甲基叔丁基醚 、 乙烯基三氯硅烷 在 bismuth(III) chloride 作用下， 以 乙腈 为溶剂， 生成 chlorodimethoxy(vinyl)silane
  参考文献：
  名称：

  Direct alkoxysilylation of alkoxysilanes for the synthesis of explicit alkoxysiloxane oligomers

  摘要：

  Direct alkoxysilylation, which is a powerful tool to provide explicit alkoxysiloxanes, is developed and its versatility is investigated. Siloxane pentamers Si[OSiR1(OMe)(2)](4) having various functional groups (R-1 = methyl, vinyl, phenyl, chloropropyl and n-butyl groups) were successfully obtained by direct alkoxysilylation of Si(OR)(4) (R= t-Bu, CHPh2). Thus, the versatility of the reaction is confirmed on organic functional groups R-1. Functional group tolerance of the reaction is discussed on the basis of electro-negativity of the R-1 groups. Alkoxysilylation of Si(Ot-Bu)(2)(OMe)(2) and Si(Ot-Bu)(OMe)(3) selectively gives trimer (MeO)(2)Si[OSiMe(OMe)(2)](2) and dimer (MeO)(3)SiOSiMe(OMe)(2), respectively. Thus, the feasibility on siloxane structure is also confirmed. Various siloxane compounds are synthesized by this newly developed reaction for the first time. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2012.05.033

文献信息

• Protecting and Leaving Functions of Trimethylsilyl Groups in Trimethylsilylated Silicates for the Synthesis of Alkoxysiloxane Oligomers
  作者：Masashi Yoshikawa、Yasuhiro Tamura、Ryutaro Wakabayashi、Misa Tamai、Atsushi Shimojima、Kazuyuki Kuroda

  DOI：10.1002/anie.201705942

  日期：2017.11.6

  The concept of protecting groups in organic synthesis is applied to the synthesis of siloxane oligomers with alkoxy groups. Several alkoxysiloxane oligomers were successfully synthesized by substitution of trimethysilyl groups with alkoxysilyl groups.

  有机合成中的保护基团的概念适用于具有烷氧基的硅氧烷低聚物的合成。通过用烷氧基甲硅烷基取代三甲基甲硅烷基，成功地合成了几种烷氧基硅氧烷低聚物。
• Selective Formation of Alkoxychlorosilanes and Organotrialkoxysilane with Four Different Substituents by Intermolecular Exchange Reaction
  作者：Yuma Komata、Masashi Yoshikawa、Yasuhiro Tamura、Hiroaki Wada、Atsushi Shimojima、Kazuyuki Kuroda

  DOI：10.1002/asia.201601120

  日期：2016.11.22

  nanomaterials by stepwise reactions of Si−OR (R=alkyl) and Si−Cl groups. Intermolecular exchange of alkoxy and chloro groups between alkoxysilanes and chlorosilanes (functional group exchange reaction) provides an efficient and environmentally benign route to alkoxychlorosilanes. BiCl3 as a Lewis acid catalyst can promote the functional group exchange reactions more efficiently than conventional acid catalysts

  烷氧基氯硅烷在制备有机硅和二氧化硅以及通过Si-OR（R =烷基）和Si-Cl基的逐步反应制备基于硅氧烷的纳米材料方面具有重要的科学和工业意义。烷氧基硅烷和氯硅烷之间的烷氧基和氯基的分子间交换（官能团交换反应）为烷氧基氯硅烷提供了一种有效且对环境无害的途径。BiCl 3作为路易斯酸催化剂可以比常规酸催化剂更有效地促进官能团交换反应。对于具有较少数量的Si-CH 3基团的氯硅烷和对于具有较大数量的Si-CH 3基团的烷氧基硅烷，已观察到更高的反应性组。提出了反应机理并证明了烷氧基氯硅烷的选择性合成。这些发现还使我们能够合成具有四个不同取代基的有机三烷氧基硅烷。
• Synthesis of a multifunctional alkoxysiloxane oligomer
  作者：Masashi Yoshikawa、Ryutaro Wakabayashi、Misa Tamai、Kazuyuki Kuroda

  DOI：10.1039/c4nj00204k

  日期：——

  The siloxane bonds of oligomer 1 were not cleaved by hydrolysis, indicating the suitability of 1 for controlled hybrid preparation.

  寡聚物1的硅氧烷键没有被水解断裂，表明寡聚物1适用于控制杂化制备。
• JP2023/110137
  申请人：——

  公开号：——

  公开（公告）日：——
• Direct alkoxysilylation of alkoxysilanes for the synthesis of explicit alkoxysiloxane oligomers
  作者：Ryutaro Wakabayashi、Misa Tamai、Kazufumi Kawahara、Hiroki Tachibana、Yutaka Imamura、Hiromi Nakai、Kazuyuki Kuroda

  DOI：10.1016/j.jorganchem.2012.05.033

  日期：2012.10

  Direct alkoxysilylation, which is a powerful tool to provide explicit alkoxysiloxanes, is developed and its versatility is investigated. Siloxane pentamers Si[OSiR1(OMe)(2)](4) having various functional groups (R-1 = methyl, vinyl, phenyl, chloropropyl and n-butyl groups) were successfully obtained by direct alkoxysilylation of Si(OR)(4) (R= t-Bu, CHPh2). Thus, the versatility of the reaction is confirmed on organic functional groups R-1. Functional group tolerance of the reaction is discussed on the basis of electro-negativity of the R-1 groups. Alkoxysilylation of Si(Ot-Bu)(2)(OMe)(2) and Si(Ot-Bu)(OMe)(3) selectively gives trimer (MeO)(2)Si[OSiMe(OMe)(2)](2) and dimer (MeO)(3)SiOSiMe(OMe)(2), respectively. Thus, the feasibility on siloxane structure is also confirmed. Various siloxane compounds are synthesized by this newly developed reaction for the first time. (C) 2012 Published by Elsevier B.V.