N-methyl-N-(methylphenylchlorosilylmethyl)acetamide

• 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: N-methyl-N-(methylphenylchlorosilylmethyl)acetamide
• 英文别名: N-methyl-N-[chloro(methyl)phenylsilylmethyl]acetamide；N-[(chloro-methyl-phenylsilyl)methyl]-N-methylacetamide
• 化学式: C₁₁H₁₆ClNOSi
• 分子量: 241.793
• InChiKey: FXCPDMXJQQDZIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methyl-N-(methylphenylchlorosilylmethyl)acetamide 在 水 、 碳酸氢钠 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以48%的产率得到1,3-dimethyl-1,3-diphenyl-1,3-bis(N-methylacetamidomethyl)-1,3-disiloxane
  参考文献：
  名称：

  Scheme of hydrolysis of five-coordinate chlorosilanes by X-ray diffraction data

  摘要：

  Hydrolysis of monochelate five-coordinate chlorosilanes MeC(O)N(Me)CH2SiMe2Cl (Ia), (LCH2SiMe2Cl)-C-7 (Ib), (LCH2SiMe2Cl)-C-8 (Ic), PhtImCH(2)SiMe(2)Cl (Id), MeC(O)N(Me)CH2SiMePhCl (IIa), and Im(5)CH(2)SiMePhCl (IIe), containing a monoanionic C,O-chelating ligand LCH2 [L is an amide, n-membered lactam (L (n) ), imide (Im (n) ), or phthalimide (PhtIm) residue]. The structures of the starting chlorides and their hydrolysis products were established by means of X-ray diffraction analysis. Based on experimental and published data, a general scheme of hydrolysis of mono-C,O-chelate chlorosilanes was suggested, including initial formation of silyloxonium chlorides III and subsequent formation of disiloxane dihydrochlorides IV.

  DOI：

  10.1134/s1070363211120048
• 作为产物：
  描述：

  N-甲基乙酰胺 、 氯(氯甲基)(甲基)苯基硅烷 在 三甲基氯硅烷 、 六甲基二硅氮烷 作用下， 以 苯 为溶剂， 反应 5.08h， 以77%的产率得到N-methyl-N-(methylphenylchlorosilylmethyl)acetamide
  参考文献：
  名称：

  Si取代的N-（二甲基甲硅烷基甲基）-和N-（甲基苯基甲硅烷基甲基）酰胺和-内酰胺的结构和立体化学非刚性

  摘要：

  合成了11个新的硅取代的N-（二甲基甲硅烷基甲基）-和N-（甲基苯基甲硅烷基甲基）酰胺和-内酰胺，在酰胺或内酰胺片段中带有手性碳，并包含OSiC 3 X（X = Hal，OTf）配位片段以及它们的结构通过光谱学方法在溶液中确定。这些结构与超价模型一致。量子化学计算充分反映了单齿配体X类型与N–C–O–Si–X片段的几何参数之间的相关性。

  DOI：

  10.1016/j.jorganchem.2006.05.056

文献信息

• Structures and stereochemical non-rigidity of Si-substituted N-(dimethylsilylmethyl)- and N-(methylphenylsilylmethyl)amides and -lactams
  作者：Vadim V. Negrebetsky、Peter G. Taylor、Eugeniya P. Kramarova、Sergey Yu. Bylikin、Ivan Yu. Belavin、Alexander G. Shipov、Alan R. Bassindale、Yuri I. Baukov

  DOI：10.1016/j.jorganchem.2006.05.056

  日期：2006.9

  Eleven new silicon-substituted N-(dimethylsilylmethyl)- and N-(methylphenylsilylmethyl)amides and -lactams bearing a chiral carbon in the amide or lactam fragment, and containing the OSiC3X (X = Hal, OTf) coordination fragment have been synthesized and their structures determined in solution by spectroscopic means. These structures are consistent with the hypervalency model. Quantum chemical calculations

  合成了11个新的硅取代的N-（二甲基甲硅烷基甲基）-和N-（甲基苯基甲硅烷基甲基）酰胺和-内酰胺，在酰胺或内酰胺片段中带有手性碳，并包含OSiC 3 X（X = Hal，OTf）配位片段以及它们的结构通过光谱学方法在溶液中确定。这些结构与超价模型一致。量子化学计算充分反映了单齿配体X类型与N–C–O–Si–X片段的几何参数之间的相关性。
• Scheme of hydrolysis of five-coordinate chlorosilanes by X-ray diffraction data
  作者：A. G. Shipov、E. P. Kramarova、T. P. Murasheva、A. A. Korlyukov、S. A. Pogozhikh、S. A. Tarasenko、V. V. Negrebetskii、I. P. Yakovlev、Yu. I. Baukov

  DOI：10.1134/s1070363211120048

  日期：2011.12

  Hydrolysis of monochelate five-coordinate chlorosilanes MeC(O)N(Me)CH2SiMe2Cl (Ia), (LCH2SiMe2Cl)-C-7 (Ib), (LCH2SiMe2Cl)-C-8 (Ic), PhtImCH(2)SiMe(2)Cl (Id), MeC(O)N(Me)CH2SiMePhCl (IIa), and Im(5)CH(2)SiMePhCl (IIe), containing a monoanionic C,O-chelating ligand LCH2 [L is an amide, n-membered lactam (L (n) ), imide (Im (n) ), or phthalimide (PhtIm) residue]. The structures of the starting chlorides and their hydrolysis products were established by means of X-ray diffraction analysis. Based on experimental and published data, a general scheme of hydrolysis of mono-C,O-chelate chlorosilanes was suggested, including initial formation of silyloxonium chlorides III and subsequent formation of disiloxane dihydrochlorides IV.