methyl(1-ethylpropoxy)phenylsilane | 119395-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl(1-ethylpropoxy)phenylsilane
• CAS: 119395-15-2
• 化学式: C₁₂H₂₀OSi
• 分子量: 208.376
• InChiKey: WTGKUKRIHAIADC-UHFFFAOYSA-N

物化性质

• 沸点：
  254.9±9.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  甲基苯基硅烷 、 3-戊酮 在 bis(cyclopentadienyl)diphenyltitanium(IV) 作用下， 反应 8.0h， 以66%的产率得到methyl(1-ethylpropoxy)phenylsilane
  参考文献：
  名称：

  Bis(η⁵-cyclopentadienyl)diphenyltitanium-catalyzed Hydrosilylation of Ketones

  摘要：

  双(η5-环戊二烯基)二苯基钛有效地活化了二苯基硅烷、甲基苯基硅烷和苯基硅烷的Si–H键，引发其与酮类反应，以良好的产率和选择性生成加氢硅烷化产物——烷氧基硅烷。

  DOI：

  10.1246/cl.1988.481

文献信息

• Highly Efficient Large Bite Angle Diphosphine Substituted Molybdenum Catalyst for Hydrosilylation
  作者：Subrata Chakraborty、Olivier Blacque、Thomas Fox、Heinz Berke

  DOI：10.1021/cs4004276

  日期：2013.10.4

  Treatment of the complex Mo(NO)Cl-3(NCMe)(2) with the large bite angle diphosphine, 2,2'-bis(diphenylphosphino)diphenylether (DPEphos) afforded the dinuclear species [Mo(NO)(P boolean AND P)Cl-2](2)[mu Cl](2) (P boolean AND P = DPEphos = (Ph2PC6H4)(2)O (1) 1 could be reduced in the presence of Zn and MeCN to the cationic complex [Mo(NO)(P boolean AND P)(NCMe)(3)](+)[Zn2Cl6](1/2)(2-) (2). In a metathetical reaction the [Zn2Cl6](1/2)(2-) counteranion was replaced with NaBAr4F (BAr4F = [B3,5-(CF3)(2)C6H3}(4)]) to obtain the [BAr4F](-) salt [Mo(NO)(P boolean AND P)(NCMe)(3)](+)[Bar(4)(F)](-) (3). 3 was found to catalyze hydrosilylations of various para substituted benzaldehydes, cyclohexanecarboxaldehyde, 2-thiophenecarboxaldehyde, and 2-furfural at 120 degrees C. A screening of silanes revealed primary and secondary aromatic silanes to be most effective in the catalytic hydrosilylation with 3. Also ketones could be hydrosilylated at room temperature using 3 and PhMeSiH2. A maximum turnover frequency (TOF) of 3.2 x 10(4) h(-1) at 120 degrees C and a TOF of 4400 h(-1) was obtained at room temperature for the hydrosilylation of 4-methoxyacetophenone using PhMeSiH2 in the presence of 3. Kinetic studies revealed the reaction rate to be first order with respect to the catalyst and silane concentrations and zero order with respect to the substrate concentrations. A Hammett study for various para substituted acetophenones showed linear correlations with negative rho values of -1.14 at 120 degrees C and -3.18 at room temperature.