1-(p-N,N-dimethylaminophenyl)-2-chlorotetramethyldisilane | 138459-62-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(p-N,N-dimethylaminophenyl)-2-chlorotetramethyldisilane
• 英文别名: Cl(SiMe2)2(C6H4-p-NMe2)；4-(2-Chloro-1,1,2,2-tetramethyldisilanyl)-N,N-dimethylaniline；4-[[chloro(dimethyl)silyl]-dimethylsilyl]-N,N-dimethylaniline
• CAS: 138459-62-8
• 化学式: C₁₂H₂₂ClNSi₂
• 分子量: 271.937
• InChiKey: VLMSBOZIAFZXOA-UHFFFAOYSA-N

物化性质

• 沸点：
  302.1±25.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-(p-N,N-dimethylaminophenyl)-2-chlorotetramethyldisilane 、 1-(chloromercuri)ferrocene 在 n-BuLi 作用下， 以 四氢呋喃 为溶剂， 生成 Fc(SiMe2)2(C6H4-p-NMe2)
  参考文献：
  名称：

  Synthesis, Spectroscopy, Electrochemical Characterization, and Nonlinear Optical Properties of Ferrocenyloligosilanes:  FcSi_nMe_2n(C₆H₅) (n = 1−6) and FcSi₂Me₄(C₆H₄-X) (X = m-CF₃, p-Cl, p-Br, p-OMe, p-NMe₂, p-CHC(CN)₂)

  摘要：

  New ferrocenyloligosilylene aryl complexes have been synthesized, FcSi(n)Me(2n)C(6)H(5) (n = 1-6) and FcSi(2)Me(4){C6H4-X) (X = m-CF3. p-Cl, p-Br, p-OMe, p-NMe2, p-CH=C(CN)(2)). The complexes have been evaluated with respect to their electrochemical redox and NLO hyperpolarizability properties. All complexes possess oxidation potentials that reflect, systematically but weakly, the various substituents on the aryl group, thereby indicating an aryl-ferrocenyl interaction via the silicon chains. However, hyperpolarizabilities of the complexes are generally similar to those of the corresponding substituted benzenes, with the exception of the most electron-withdrawing substituents, p-Cl and p-CH=C(CN)(2).

  DOI：

  10.1021/om990733w
• 作为产物：
  描述：

  1,2-二氯四甲基二硅烷 、 4-溴-N,N-二甲基苯胺 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以50%的产率得到1-(p-N,N-dimethylaminophenyl)-2-chlorotetramethyldisilane
  参考文献：
  名称：

  Electronic interactions in 1-ethynyl-2-phenyltetramethyldisilanes HCCSiMe2SiMe2C6H4X

  摘要：

  1-Ethynyl-2-phenyltetramethyldisilanes HC=CSiMe2SiMe2C6H4X [X = NMe2 (1), H (2), CH3 (3), Br (4), CF3 (5)] are accessible from ClSiMe2SiMe2Cl, BrMgC6H4X and HC=CMgBr in a two step Grignard reaction. The crystal structure of 1 as determined by single crystal X-ray crystallography exhibits a nearly planar PhNMe2 moiety and an unusual gauche array of the phenyl and the acetylene group with respect to rotation around the Si-Si bond. Full geometry optimization (B3LYP/6-31+G**) of the gas phase structures of 1-5 affords minima for the gauche and the anti rotational isomers, both being very close in energy with a rotational barrier of only 3-5 kJ/mol. Experimental and calculated (time-dependent DFT B3LYP/TZVP) UV absorption data of 1-5 show pronounced electronic interactions of the HC=C- and the C6H4X pi-systems with the central Si-Si bond. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.01.024