(3-oxobutanoyl)trimethylsilane | 96693-03-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-oxobutanoyl)trimethylsilane
• 英文别名: 2,2-dimethyl-2-silahexane-3,5-dione；1-Trimethylsilylbutane-1,3-dione
• CAS: 96693-03-7
• 化学式: C₇H₁₄O₂Si
• 分子量: 158.272
• InChiKey: NZAJFCLJKMEPGE-UHFFFAOYSA-N

物化性质

• 沸点：
  184.6±23.0 °C(Predicted)
• 密度：
  0.909±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 (3-oxobutanoyl)trimethylsilane 在 NaOH 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Facile synthesis of a novel class of organometalloid-containing ligands, the sila-β-diketones: preparation and physical and structural characterization of the copper(II) complexes, Cu[R′C(O)CHC(O)SiR3]2

  摘要：

  The substitution of a carbon atom by silicon provides an attractive, novel approach to modification of the thermal stability and volatility of metal-organic chemical vapor deposition precursors supported by beta-diketonate ancillary ligands. The low temperature reaction of the lithium enolates of acetyltrialkylsilanes with acyl chlorides affords the sila-beta-diketones, R'C(O)CH2C(O)SiR3 (R' = Me, Et, n-Pr, i-Pr, n-Bu, i-Bu, s-Bu, t-Bu; SiR3 = SiMe3, SiEt3, SiMe2(t-Bu), SiMe2(t-hexyl), Si(i-Pr)A in good yields. Multinuclear NMR studies suggest that the sila-beta-diketones exist as the enolic tautomer with a vinylsilane isomeric structure. Homoleptic Cu(II) sila-beta-diketonate complexes were prepared in a first pass study to evaluate how precursor performance is affected by modulation of the peripheral substituents in the ligands. Thermal analyses, (TGA, DSC) show that the silylated Cu(II) precursors (SiR3 = SiMe3; R' = t-Bu or i-Bu) have greater volatility than the corresponding carbon analogues. Some of the new Cu(11) complexes exist as liquids or low melting solids, which are preferred states for industrial deposition processes. X-ray diffraction studies of selected copper complexes showed them to have typical, square planar geometry; calculations of molecular volumes suggest that packing in the solid-state is less efficient for the silicon-containing complexes than for the non-silylated analogues. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00393-0
• 作为产物：
  描述：

  1-(trimethylsilyl)ethanone 、 乙酰氯 在 lithium diisopropyl amide 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 生成 (3-oxobutanoyl)trimethylsilane
  参考文献：
  名称：

  Facile synthesis of a novel class of organometalloid-containing ligands, the sila-β-diketones: preparation and physical and structural characterization of the copper(II) complexes, Cu[R′C(O)CHC(O)SiR3]2

  摘要：

  The substitution of a carbon atom by silicon provides an attractive, novel approach to modification of the thermal stability and volatility of metal-organic chemical vapor deposition precursors supported by beta-diketonate ancillary ligands. The low temperature reaction of the lithium enolates of acetyltrialkylsilanes with acyl chlorides affords the sila-beta-diketones, R'C(O)CH2C(O)SiR3 (R' = Me, Et, n-Pr, i-Pr, n-Bu, i-Bu, s-Bu, t-Bu; SiR3 = SiMe3, SiEt3, SiMe2(t-Bu), SiMe2(t-hexyl), Si(i-Pr)A in good yields. Multinuclear NMR studies suggest that the sila-beta-diketones exist as the enolic tautomer with a vinylsilane isomeric structure. Homoleptic Cu(II) sila-beta-diketonate complexes were prepared in a first pass study to evaluate how precursor performance is affected by modulation of the peripheral substituents in the ligands. Thermal analyses, (TGA, DSC) show that the silylated Cu(II) precursors (SiR3 = SiMe3; R' = t-Bu or i-Bu) have greater volatility than the corresponding carbon analogues. Some of the new Cu(11) complexes exist as liquids or low melting solids, which are preferred states for industrial deposition processes. X-ray diffraction studies of selected copper complexes showed them to have typical, square planar geometry; calculations of molecular volumes suggest that packing in the solid-state is less efficient for the silicon-containing complexes than for the non-silylated analogues. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00393-0

文献信息

• Gasking, David I.; Whitham, Gordon H., Journal of the Chemical Society. Perkin transactions I, 1985, p. 409 - 414
  作者：Gasking, David I.、Whitham, Gordon H.

  DOI：——

  日期：——
• Facile synthesis of a novel class of organometalloid-containing ligands, the sila-β-diketones: preparation and physical and structural characterization of the copper(II) complexes, Cu[R′C(O)CHC(O)SiR3]2
  作者：Kulbinder K Banger、Silvana C Ngo、Seiichiro Higashiya、Rolf U Claessen、Kenneth S Bousman、Poay N Lim、Paul J Toscano、John T Welch

  DOI：10.1016/s0022-328x(03)00393-0

  日期：2003.7

  The substitution of a carbon atom by silicon provides an attractive, novel approach to modification of the thermal stability and volatility of metal-organic chemical vapor deposition precursors supported by beta-diketonate ancillary ligands. The low temperature reaction of the lithium enolates of acetyltrialkylsilanes with acyl chlorides affords the sila-beta-diketones, R'C(O)CH2C(O)SiR3 (R' = Me, Et, n-Pr, i-Pr, n-Bu, i-Bu, s-Bu, t-Bu; SiR3 = SiMe3, SiEt3, SiMe2(t-Bu), SiMe2(t-hexyl), Si(i-Pr)A in good yields. Multinuclear NMR studies suggest that the sila-beta-diketones exist as the enolic tautomer with a vinylsilane isomeric structure. Homoleptic Cu(II) sila-beta-diketonate complexes were prepared in a first pass study to evaluate how precursor performance is affected by modulation of the peripheral substituents in the ligands. Thermal analyses, (TGA, DSC) show that the silylated Cu(II) precursors (SiR3 = SiMe3; R' = t-Bu or i-Bu) have greater volatility than the corresponding carbon analogues. Some of the new Cu(11) complexes exist as liquids or low melting solids, which are preferred states for industrial deposition processes. X-ray diffraction studies of selected copper complexes showed them to have typical, square planar geometry; calculations of molecular volumes suggest that packing in the solid-state is less efficient for the silicon-containing complexes than for the non-silylated analogues. (C) 2003 Elsevier Science B.V. All rights reserved.