(chloromethyl)[4-(dimethylamino)phenyl]dimethylsilane | 60457-97-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (chloromethyl)[4-(dimethylamino)phenyl]dimethylsilane
• 英文别名: 4-(chloromethyl)dimethylsilyl-N,N-dimethylbenzenamine；Silane, chloromethyl, dimethyl, 4-(dimethylamino)phenyl；4-[chloromethyl(dimethyl)silyl]-N,N-dimethylaniline
• CAS: 60457-97-8
• 化学式: C₁₁H₁₈ClNSi
• 分子量: 227.809
• InChiKey: JDMRYCIBPFYGQT-UHFFFAOYSA-N

物化性质

• 沸点：
  295.0±20.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)
• 保留指数：
  1640

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (chloromethyl)[4-(dimethylamino)phenyl]dimethylsilane 在 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 4-{[(chloromagnesio)methyl]dimethylsilyl}-N,N-dimethylbenzenamine
  参考文献：
  名称：

  GPC and ESI-MS Analysis of Labeled Poly(1-Hexene): Rapid Determination of Initiated Site Counts during Catalytic Alkene Polymerization Reactions

  摘要：

  Accurate active-site counts are necessary for the establishment of olefin polymerization kinetics, yet current techniques are often tedious and limited in sensitivity. Herein, we describe the development of a novel method for determining the fraction of initiated catalyst using standard gel-permeation chromatography (GPC). The first insertion of monomer into the chromophore-bearing zirconocene 1 generates a single equivalent of a labeled polymer chain. The polymer-bound label can be quantified as a function of polymer molecular weight using a GPC with a UV detector; simultaneous RI detection allows both the extent of monomer conversion and the molecular-weight distribution to also be established. We estimate that monomer to catalyst ratios of as high as 10 000:1 can be measured using this technique.

  DOI：

  10.1021/ja105775r
• 作为产物：
  描述：

  氯甲基二甲基氯硅烷 、 4-溴-N,N-二甲基苯胺 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以99%的产率得到(chloromethyl)[4-(dimethylamino)phenyl]dimethylsilane
  参考文献：
  名称：

  Building Functionalized Peptidomimetics:  Use of Electroauxiliaries for Introducing N-Acyliminium Ions into Peptides

  摘要：

  A series of silyl-substituted amino acids have been synthesized, inserted into peptides, and then employed as precursors for oxidatively generating reactive N-acyliminium ions. Both electrochemical and chemical oxidation procedures have been employed. N-Acyliminium ion generation in a solid-phase substrate as well as application to a small library of functionalized dipeptides has been demonstrated. Limitations in terms of how electron-rich the silyl groups can be as well as the compatibility of multiple silyl groups within a longer peptide are defined.

  DOI：

  10.1021/ja064737l

文献信息

• Building Functionalized Peptidomimetics:  Use of Electroauxiliaries for Introducing <i>N</i>-Acyliminium Ions into Peptides
  作者：Haizhou Sun、Connor Martin、David Kesselring、Rebecca Keller、Kevin D. Moeller

  DOI：10.1021/ja064737l

  日期：2006.10.1

  A series of silyl-substituted amino acids have been synthesized, inserted into peptides, and then employed as precursors for oxidatively generating reactive N-acyliminium ions. Both electrochemical and chemical oxidation procedures have been employed. N-Acyliminium ion generation in a solid-phase substrate as well as application to a small library of functionalized dipeptides has been demonstrated. Limitations in terms of how electron-rich the silyl groups can be as well as the compatibility of multiple silyl groups within a longer peptide are defined.
• GPC and ESI-MS Analysis of Labeled Poly(1-Hexene): Rapid Determination of Initiated Site Counts during Catalytic Alkene Polymerization Reactions
  作者：Beth M. Moscato、Bolin Zhu、Clark R. Landis

  DOI：10.1021/ja105775r

  日期：2010.10.20

  Accurate active-site counts are necessary for the establishment of olefin polymerization kinetics, yet current techniques are often tedious and limited in sensitivity. Herein, we describe the development of a novel method for determining the fraction of initiated catalyst using standard gel-permeation chromatography (GPC). The first insertion of monomer into the chromophore-bearing zirconocene 1 generates a single equivalent of a labeled polymer chain. The polymer-bound label can be quantified as a function of polymer molecular weight using a GPC with a UV detector; simultaneous RI detection allows both the extent of monomer conversion and the molecular-weight distribution to also be established. We estimate that monomer to catalyst ratios of as high as 10 000:1 can be measured using this technique.