N-(3-(trimethoxysilyl)propyl)isonicotinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(3-(trimethoxysilyl)propyl)isonicotinamide
• 英文别名: N-(3-trimethoxysilylpropyl)pyridine-4-carboxamide
• 化学式: C₁₂H₂₀N₂O₄Si
• 分子量: 284.387
• InChiKey: FDUHGYFRUXSCHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三乙醇胺 、 N-(3-(trimethoxysilyl)propyl)isonicotinamide 在 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以79%的产率得到N-(3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecan-1-yl)propyl)isonicotinamide
  参考文献：
  名称：

  Amide-tethered organosilatranes: Syntheses, structural characterization and photophysical properties

  摘要：

  A series of trimethoxysilanes and silatranes coupled with distinct aromatic moieties (biphenyl, thiophene, pyrazine and pyridine) through amide linkage are reported. The synthetic approach involved the amidation of 3-aminopropyltrimethoxysilane (APTMS) with various carboxylic acids via acid chlorides (1a-1g) to generate amidopropylsilanes (2a-2g). Transesterification of the resultant silanes with triethanolamine and tris(isopropanolamine) yielded unsubstituted (3a-3g) and 3,7,10-trimethylsubstitued organosilatranes (4a-4g), respectively. The compounds were successfully characterized by various spectroscopic techniques [IR, NMR (H-1, C-13) and Mass] and elemental analysis. The complete structure elucidation for compounds 3a, 3c center dot H2O and 3f was carried out using single crystal X-ray diffraction analysis. The photophysical response was studied by UV-Vis absorption and fluorescence spectroscopy. These organosilatranes possess metal ion binding sites and can be put forth for advanced analytical applications. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.04.034
• 作为产物：
  描述：

  异烟酸 在 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.25h， 生成 N-(3-(trimethoxysilyl)propyl)isonicotinamide
  参考文献：
  名称：

  Amide-tethered organosilatranes: Syntheses, structural characterization and photophysical properties

  摘要：

  A series of trimethoxysilanes and silatranes coupled with distinct aromatic moieties (biphenyl, thiophene, pyrazine and pyridine) through amide linkage are reported. The synthetic approach involved the amidation of 3-aminopropyltrimethoxysilane (APTMS) with various carboxylic acids via acid chlorides (1a-1g) to generate amidopropylsilanes (2a-2g). Transesterification of the resultant silanes with triethanolamine and tris(isopropanolamine) yielded unsubstituted (3a-3g) and 3,7,10-trimethylsubstitued organosilatranes (4a-4g), respectively. The compounds were successfully characterized by various spectroscopic techniques [IR, NMR (H-1, C-13) and Mass] and elemental analysis. The complete structure elucidation for compounds 3a, 3c center dot H2O and 3f was carried out using single crystal X-ray diffraction analysis. The photophysical response was studied by UV-Vis absorption and fluorescence spectroscopy. These organosilatranes possess metal ion binding sites and can be put forth for advanced analytical applications. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.04.034

文献信息

• Amide-tethered organosilatranes: Syntheses, structural characterization and photophysical properties
  作者：Gurjaspreet Singh、Sunita Rani、Amandeep Saroa、Promila、Aanchal Arora、Duane Choquesillo-Lazarte

  DOI：10.1016/j.ica.2015.04.034

  日期：2015.7

  A series of trimethoxysilanes and silatranes coupled with distinct aromatic moieties (biphenyl, thiophene, pyrazine and pyridine) through amide linkage are reported. The synthetic approach involved the amidation of 3-aminopropyltrimethoxysilane (APTMS) with various carboxylic acids via acid chlorides (1a-1g) to generate amidopropylsilanes (2a-2g). Transesterification of the resultant silanes with triethanolamine and tris(isopropanolamine) yielded unsubstituted (3a-3g) and 3,7,10-trimethylsubstitued organosilatranes (4a-4g), respectively. The compounds were successfully characterized by various spectroscopic techniques [IR, NMR (H-1, C-13) and Mass] and elemental analysis. The complete structure elucidation for compounds 3a, 3c center dot H2O and 3f was carried out using single crystal X-ray diffraction analysis. The photophysical response was studied by UV-Vis absorption and fluorescence spectroscopy. These organosilatranes possess metal ion binding sites and can be put forth for advanced analytical applications. (C) 2015 Elsevier B.V. All rights reserved.