tetraethylorthosilicate | 23241-74-9

• 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: tetraethylorthosilicate
• 英文别名: TEOS；Silane, triethoxy-, propoxy-；triethyl propyl silicate
• CAS: 23241-74-9
• 化学式: C₉H₂₂O₄Si
• 分子量: 222.357
• InChiKey: CXZMPNCYSOLUEK-UHFFFAOYSA-N

物化性质

• 沸点：
  187.7±8.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)
• 保留指数：
  930;929;931.9

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  水 、 tetraethylorthosilicate 在 盐酸 、 十六烷基三甲基溴化铵 、 ammonium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.42h， 生成 silica gel
  参考文献：
  名称：

  High-Throughput Preparation of Hexagonally Ordered Mesoporous Silica and Gadolinosilicate Nanoparticles for use as MRI Contrast Agents

  摘要：

  The development of biomedical nanoparticulate materials for use in diagnostics is a delicate balance between performance, particle size, shape, and stability. To identify materials that satisfy all of the criteria it is useful to employ automated high-throughput (HT) techniques for the study, of these materials. The structure and performance of surfactant templated mesoporous silica is very sensitive to a, wide number of variables. Variables, such as the concentration of the structure-directing agent, the cosolvent and dopant ions and also the temperature and concentration of quenching all have an influence on the structure, surface chemistry, and therefore, the performance of the mesoporous silica nanoparticles generated. Using an automated robotic synthetic platform, a technique has been developed for the high throughput preparation of mesoporous silica and gadolinium doped silicate (gadoliniosilicate) nanoparticulate MRI contrast agents. Twelve identical repeats of both the mesoporous silica and gadolinosilicate were synthesized to investigate the reproducibility of the HT technique. Very good reproducibility in the production of the mesoporous silica and the gadolinosilcate materials was obtained using the developed method. The Performance, performance of the gadolinosilicate materials was comparable as a T-1 agent to the commercial MRI contrast agents. This HT methodology is highly reproducible and an effective tool that can be translated to the discovery of any sol-gel derived nanomaterial.

  DOI：

  10.1021/co300035q
• 作为产物：
  描述：

  三乙氧基硅烷 、 丙酸乙酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 tetraethylorthosilicate
  参考文献：
  名称：

  腈基催化氢化硅烷化成胺和酯化成醇

  摘要：

  此处报道了腈类的碱催化氢化硅烷化成胺和酯化成硅烷化醇。该协议耐受富电子和电子中性烯烃，并在存在碱性官能团（例如叔胺）的情况下工作，但不适用于酸性底物，例如苯酚和 NH 苯胺。

  DOI：

  10.1002/ejoc.202100834

文献信息

• Lukevits, E.; Dzintara, M., Journal of general chemistry of the USSR, 1981, vol. 51, p. 1761 - 1765
  作者：Lukevits, E.、Dzintara, M.

  DOI：——

  日期：——
• Hayes, Roger N.; Bowie, John H.; Klass, Gunter, Journal of the Chemical Society. Perkin transactions II, 1984, # 7, p. 1167 - 1174
  作者：Hayes, Roger N.、Bowie, John H.、Klass, Gunter

  DOI：——

  日期：——
• Base‐Catalyzed Hydrosilylation of Nitriles to Amines and Esters to Alcohols
  作者：Joshua A. Clarke、Art Est、Georgii I. Nikonov

  DOI：10.1002/ejoc.202100834

  日期：2021.8.20

  Here reports a base-catalyzed hydrosilylation of nitriles to amines and esters to silylated alcohols. This protocol tolerates electron-rich and electron-neutral olefins and works in the presence of basic functional groups (e. g. tertiary amines) but fails for acidic substrates, such as phenols and NH anilines.

  此处报道了腈类的碱催化氢化硅烷化成胺和酯化成硅烷化醇。该协议耐受富电子和电子中性烯烃，并在存在碱性官能团（例如叔胺）的情况下工作，但不适用于酸性底物，例如苯酚和 NH 苯胺。
• High-Throughput Preparation of Hexagonally Ordered Mesoporous Silica and Gadolinosilicate Nanoparticles for use as MRI Contrast Agents
  作者：Nicholas M. K. Tse、Danielle F. Kennedy、Bradford A. Moffat、Nigel Kirby、Rachel A. Caruso、Calum J. Drummond

  DOI：10.1021/co300035q

  日期：2012.8.13

  The development of biomedical nanoparticulate materials for use in diagnostics is a delicate balance between performance, particle size, shape, and stability. To identify materials that satisfy all of the criteria it is useful to employ automated high-throughput (HT) techniques for the study, of these materials. The structure and performance of surfactant templated mesoporous silica is very sensitive to a, wide number of variables. Variables, such as the concentration of the structure-directing agent, the cosolvent and dopant ions and also the temperature and concentration of quenching all have an influence on the structure, surface chemistry, and therefore, the performance of the mesoporous silica nanoparticles generated. Using an automated robotic synthetic platform, a technique has been developed for the high throughput preparation of mesoporous silica and gadolinium doped silicate (gadoliniosilicate) nanoparticulate MRI contrast agents. Twelve identical repeats of both the mesoporous silica and gadolinosilicate were synthesized to investigate the reproducibility of the HT technique. Very good reproducibility in the production of the mesoporous silica and the gadolinosilcate materials was obtained using the developed method. The Performance, performance of the gadolinosilicate materials was comparable as a T-1 agent to the commercial MRI contrast agents. This HT methodology is highly reproducible and an effective tool that can be translated to the discovery of any sol-gel derived nanomaterial.