Ethyl<(dimethylphenylsilyl)ethinyl>ether | 92177-86-1

• 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: Ethyl<(dimethylphenylsilyl)ethinyl>ether
• 英文别名: 1-(phenyldimethylsilyl)-2-ethoxyacetylene；ethoxy(dimethylphenylsilyl)ethyne；2-ethoxyethynyl-dimethyl-phenylsilane
• CAS: 92177-86-1
• 化学式: C₁₂H₁₆OSi
• 分子量: 204.344
• InChiKey: RPVUEHLIZVAMQO-UHFFFAOYSA-N

物化性质

• 沸点：
  245.7±13.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  Ethyl<(dimethylphenylsilyl)ethinyl>ether 反应 1.0h， 以83%的产率得到(dimethylphenylsilyl)ketene
  参考文献：
  名称：

  Himbert, Gerhard; Henn, Lothar, Liebigs Annalen der Chemie, 1984, # 7, p. 1358 - 1366

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基二甲基氯硅烷 、 乙氧基乙炔 在 正丁基锂 作用下， 生成 Ethyl<(dimethylphenylsilyl)ethinyl>ether
  参考文献：
  名称：

  Himbert, Gerhard; Henn, Lothar, Liebigs Annalen der Chemie, 1984, # 7, p. 1358 - 1366

  摘要：

  DOI：

文献信息

• Nickel(0)-catalysed novel co-oligomerization of ethoxy(trimethylsilyl)ethyne with carbon dioxide to 4,6-diethoxy-3-[1-ethoxy-2,2-bis(trimethylsilyl)vinyl]-5(trimethylsilyl)-2-pyrone
  作者：Tetsuo Tsuda、Naoki Hasegawa、Takeo Saegusa

  DOI：10.1039/c39900000945

  日期：——

  A nickel(0) catalyst, which was generated from bis(cyclo-octadiene)nickel and bis(diphenylphosphino)butane, effected a novel co-oligomerization of three molecules of ethoxy(trimethylsilyl)ethyne with one molecule of carbon dioxide to afford the title compound (2) in an excellent yield.

  由双（环辛二烯）镍和双（二苯基膦基）丁烷生成的镍（0）催化剂实现了三个分子的乙氧基（三甲基甲硅烷基）乙炔与一个二氧化碳分子的新型共聚反应，得到标题化合物（2）的产率很高。
• Phenyldimethylsilyl-Substituted Ketenes and Bisketenes
  作者：Ronghau Liu、Romeo M. Marra、Thomas T. Tidwell

  DOI：10.1021/jo9605197

  日期：1996.1.1

  The phenyldimethylsilyl-substituted monoketene PhMe(2)SiCH=C=O (1) and bisketene (PhMe(2)SiC=C=O)(2) (3) have been prepared and compared to the corresponding Me(3)Si- and t-BuMe(2)Si-substituted species. The C-13, O-17, and Si-29 NMR spectra fit the pattern shown by other silylketenes and provide no evidence for transmission of a substituent effect of the Ph group through the silicon to the ketenyl group, as has been proposed for PhMe(2)Si-substituted radicals. The UV spectrum of 1 does show a longer lambda and greater epsilon than for t-BuMe(2)SiCH=C=O, and this may indicate some interaction of the phenyl group with the ketene chromophore, while the greater reactivity of 1 in hydration compared to t-BuMe(2)SiCH=C=O is ascribed to the inductive effect of the phenyl. The very similar ring-opening reactivity of the bis(phenyldimethylsilyl)cyclobutenedione (6) to form 3 compared to the bis(Me(3)Si) analogues also provides no evidence of a significant interaction of the phenyl with the ketene. A new type of stabilized 1,8-bisketene based on the arylbis(dimethylsilyl) grouping, namely, 1,4-bis(ketenyldimethylsilyl)benzene (12), has been prepared for the first time.
• HIMBERT, G.;HENN, L., LIEBIGS ANN. CHEM., 1984, N 7, 1358-1366
  作者：HIMBERT, G.、HENN, L.

  DOI：——

  日期：——