1,2-双[(1-甲氧基-2-甲基-1-丙氧基)二甲基硅基]乙烷 | 1323147-41-6

• 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
• 中文名称: 1,2-双[(1-甲氧基-2-甲基-1-丙氧基)二甲基硅基]乙烷
• 中文别名: 1,2-双[(1-甲氧基-2-甲基-1-丙氧基)二甲硅基]乙烷
• 英文名称: 1,2-bis([(1-methoxy-2-methyl-1-propenyl)oxy](dimethyl)silyl)ethane
• 英文别名: 1,2-Bis([(1-methoxy-2-methyl-1-propenyl)oxy](dimethyl)silyl)ethane；(1-methoxy-2-methylprop-1-enoxy)-[2-[(1-methoxy-2-methylprop-1-enoxy)-dimethylsilyl]ethyl]-dimethylsilane
• CAS: 1323147-41-6
• 化学式: C₁₆H₃₄O₄Si₂
• 分子量: 346.615
• InChiKey: LUGCTHWMVYRURD-UHFFFAOYSA-N

物化性质

• 沸点：
  337.9±37.0 °C(Predicted)
• 密度：
  0.921±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-双[(1-甲氧基-2-甲基-1-丙氧基)二甲基硅基]乙烷 、 三苯碳四(五氟苯基)硼酸盐 以 二氯甲烷-D2 为溶剂， 生成
  参考文献：
  名称：

  Dinuclear Silylium-enolate Bifunctional Active Species: Remarkable Activity and Stereoselectivity toward Polymerization of Methacrylate and Renewable Methylene Butyrolactone Monomers

  摘要：

  Novel dinuclear silylitun-enolate active species, consisting of an electrophilic silylium catalyst site and a nucleophilic silicon enolate initiating site that are covalently linked as single molecules, and their unique polymerization characteristics and kinetics are reported. Such unimolecular, bifunctional propagating species are conveniently generated from activation of ethyl- and oxo-bridged disilicon enolate (i.e., disilyl ketene acetal, di-SKA) compounds with [Ph3C] [B(C6F5)(4)]. Both the ethyl- and oxo-bridged dinuclear species are much more active for the polymerization of methyl methacrylate (MMA) than the mononuclear SKA-based active species, exhibiting an approximate rate enhancement by a factor of 12 and 44, respectively. The oxo-bridged silylium-enolate species is considerably more active and controlled than the ethyl-bridged one, with their differences being even more pronounced in polymerizing a renewable monomer, gamma-methyl-alpha-methylene-gamma-butyrolactone. The polymerization by the oxo-bridged silylium-enolate active species follows first-order kinetics in both monomer and silylium catalyst concentrations, indicating a unimolecular propagation mechanism which involves an intramolecular delivery of the polymeric enolate nudeophile to the monomer activated by the silylium ion electrophile being placed in proximity in the same catalyst molecule. Highly stereoregular poly(methyl methacrylate) (PMMA), with a syndiotacticity up to 92% rr, can be produced in quantitative yield using the oxo-bridged propagator at low temperature.

  DOI：

  10.1021/ja2053573
• 作为产物：
  描述：

  异丁酸甲酯 、 1,2-双(氯二甲基硅基)乙烷 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以86.5%的产率得到1,2-双[(1-甲氧基-2-甲基-1-丙氧基)二甲基硅基]乙烷
  参考文献：
  名称：

  Dinuclear Silylium-enolate Bifunctional Active Species: Remarkable Activity and Stereoselectivity toward Polymerization of Methacrylate and Renewable Methylene Butyrolactone Monomers

  摘要：

  Novel dinuclear silylitun-enolate active species, consisting of an electrophilic silylium catalyst site and a nucleophilic silicon enolate initiating site that are covalently linked as single molecules, and their unique polymerization characteristics and kinetics are reported. Such unimolecular, bifunctional propagating species are conveniently generated from activation of ethyl- and oxo-bridged disilicon enolate (i.e., disilyl ketene acetal, di-SKA) compounds with [Ph3C] [B(C6F5)(4)]. Both the ethyl- and oxo-bridged dinuclear species are much more active for the polymerization of methyl methacrylate (MMA) than the mononuclear SKA-based active species, exhibiting an approximate rate enhancement by a factor of 12 and 44, respectively. The oxo-bridged silylium-enolate species is considerably more active and controlled than the ethyl-bridged one, with their differences being even more pronounced in polymerizing a renewable monomer, gamma-methyl-alpha-methylene-gamma-butyrolactone. The polymerization by the oxo-bridged silylium-enolate active species follows first-order kinetics in both monomer and silylium catalyst concentrations, indicating a unimolecular propagation mechanism which involves an intramolecular delivery of the polymeric enolate nudeophile to the monomer activated by the silylium ion electrophile being placed in proximity in the same catalyst molecule. Highly stereoregular poly(methyl methacrylate) (PMMA), with a syndiotacticity up to 92% rr, can be produced in quantitative yield using the oxo-bridged propagator at low temperature.

  DOI：

  10.1021/ja2053573