triethylsilyl propionate | 17680-25-0

• 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: triethylsilyl propionate
• 英文别名: triethylsilyl propanoate
• CAS: 17680-25-0
• 化学式: C₉H₂₀O₂Si
• 分子量: 188.342
• InChiKey: ANELUDATZNYOPH-UHFFFAOYSA-N

物化性质

• 沸点：
  188 °C
• 密度：
  0.892 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(diethyl-methyl-silanyl)-propionic acid 、 triethylsilyl propionate 生成 3-(diethyl-methyl-silanyl)-propionic acid triethylsilanyl ester
  参考文献：
  名称：

  与镓基修复材料相关的牙科术后敏感性

  摘要：

  Introduction This study forms part of a 2-year longitudinal clinical trial to compare the performance of a gallium-based restorative material (Galloy) with a high copper, mercury based (Dispersalloy) control material.Method Following Ethical Committee approval, 25 galley restorations and 25 Dispersalloy controls were placed in 14 adult patients, by a single operator. The cavities were of moderate size, indicating the use of amalgam as the restorative material. All restorations were polished within 1 week of placement, photographed and a silicone impression of the tooth and restoration recorded. In addition, a visual analogue scale (VAS), indicating the extent of any post-operative sensitivity, was completed by each patient for each restoration, immediately prior to polishing. A score of 0 indicated no sensitivity, while a score of 10 indicated the greatest possible sensitivity. At B-month recall, the VAS scores, silicone impressions and photographs were repeated.Results The mean sensitivity scores for the galley and Dispersalloy restorations at 1 week were 5.1 (+/-3.4) and 1.0 (+/-1.5), respectively and at 6 months, 1.8 (+/-3.0) and 0.2 (+/-0.1) respectively. The differences between these means at 1 week and at 6 months were significant (P < 0.01).Conclusion Galley restorations were associated with a much greater severity of post-operative sensitivity than Dispersalloy restorations.

  DOI：

  10.1038/sj.bdj.4800755a
• 作为产物：
  描述：

  三乙基硅烷 、 丙酸 在 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以87%的产率得到triethylsilyl propionate
  参考文献：
  名称：

  羧酸与硅烷脱氢偶联反应的两种新型催化剂——原子经济制备甲硅烷酯的简便方法

  摘要：

  摘要 三（三苯基膦）氯化亚铜 [Cu(PPh3)3Cl] 已被发现是羧酸与硅烷脱氢硅烷化的有效催化剂。在 4 mol% Cu(PPh3)3Cl 存在下，乙腈中的脱氢硅烷化反应在 80°C 下以良好的产率得到相应的甲硅烷基酯。注意到三苯基膦本身也用作反应的适当催化剂。

  DOI：

  10.1080/00397910701465669

文献信息

• Triphenylphosphine-Catalyzed Dehydrogenative Coupling Reaction of Carboxylic Acids with Silanes – A Convenient Method for the Preparation of Silyl Esters
  作者：Guo-Bin Liu、Hong-Yun Zhao、Thies Thiemann

  DOI：10.1002/adsc.200600338

  日期：2007.4.2

  Triphenylphosphine has been found to be an efficient catalyst for the dehydrosilylation of carboxylic acids with silanes. In the presence of 4 mol % of triphenylphosphine (PPh3), dehydrosilylation reactions in DMF afforded the corresponding silyl esters at 120 °C in good yield.

  已经发现三苯膦是羧酸与硅烷的脱氢硅烷化的有效催化剂。在4mol％的三苯基膦（PPh 3）的存在下，在DMF中的脱氢甲硅烷基化反应在120℃下以良好的产率提供了相应的甲硅烷基酯。
• Silyl methallylsulfinates: efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids
  作者：Xiaogen Huang、Cotinica Craita、Loay Awad、Pierre Vogel

  DOI：10.1039/b417894g

  日期：——

  Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non-basic conditions and with the formation of volatile co-products.

  在无碱条件下，在硅烷美克基亚基亚基亚基亚基亚基硫酸盐的存在下，醇、酚和羧酸以很高的产率进行硅化，同时生成挥发性副产品。
• Preparation of Silyl Esters by ZnCl₂-Catalyzed Dehydrogenative Cross-Coupling of Carboxylic Acids and Silanes
  作者：Guo-Bin Liu

  DOI：10.1055/s-2006-941576

  日期：2006.6

  An efficient route to silyl esters by dehydrogenative cross-coupling of silanes and carboxylic acids was investigated. Treatment of silanes and carboxylic acids in the presence of 15mol% of ZnCl2 in DMF at 120 °C afforded the corresponding ­silyl esters in good yields under relatively mild conditions.

  研究了一种通过硅烷和羧酸的脱氢交叉偶联高效合成硅酸酯的方法。在120°C下，硅烷和羧酸在15摩尔%的ZnCl2和DMF存在下反应，能够在相对温和的条件下获得相应的硅酸酯，产率良好。
• Nickel-Catalyzed Hydrosilylation of CO₂ in the Presence of Et₃B for the Synthesis of Formic Acid and Related Formates
  作者：Lucero González-Sebastián、Marcos Flores-Alamo、Juventino J. Garcı́a

  DOI：10.1021/om400876j

  日期：2013.12.9

  The reaction of CO2 with Et3SiH catalyzed by the nickel complex [(dippe)Ni(μ-H)]2 (1) afforded the reduction products Et3SiOCH2OSiEt3 (12%), Et3SiOCH3 (3%), and CO, which were characterized by standard spectroscopic methods. Part of the generated CO was found as the complex [(dippe)Ni(CO)]2 (2), which was characterized by single-crystal X-ray diffraction. When the same reaction was carried out in the

  CO的反应2用Et 3 SiH基催化的镍络合物[（dippe）的Ni（μ-H）] 2（1）得到的还原产物的Et 3的SiOCH 2 OSiEt 3（12％），等3的SiOCH 3（3 ％）和CO，用标准光谱法进行表征。发现一部分产生的CO为络合物[（dippe）Ni（CO）] 2（2），其特征在于单晶X射线衍射。当在路易斯酸（例如Et 3 B）的存在下进行相同的反应时，CO 2的氢化硅烷化有效地进行了甲硅烷基甲酸酯（Et 3 SiOC（O）H）的高收率（85-89％），在80°C下进行了1 h。还研究了甲硅烷基甲酸酯产生甲酸，甲酰胺和烷基甲酸酯的进一步反应性。
• Ruthenium‐Catalyzed Coupling Reactions of CO ₂ with C ₂ H ₄ and Hydrosilanes towards Silyl Esters
  作者：Kana Kunihiro、Svetlana Heyte、Sébastien Paul、Thierry Roisnel、Jean‐François Carpentier、Evgueni Kirillov

  DOI：10.1002/chem.202005083

  日期：2021.2.24

  A series of in situ‐prepared catalytic systems incorporating RuII precursors and bidentate phosphine ligands has been probed in the reductive carboxylation of ethylene in the presence of triethylsilane as reductant. The catalytic production of propionate and acrylate silyl esters was evidenced by high‐throughput screening (HTS) and implemented in batch reactor techniques. The most promising catalyst

  在三乙基硅烷作为还原剂的情况下，在乙烯的还原羧化反应中，探索了一系列结合Ru II前体和双齿膦配体的原位催化体系。高通量筛选（HTS）证明了丙酸酯和丙烯酸甲硅烷基酯的催化生产，并在间歇反应器技术中实施。鉴定出最有希望的催化剂体系是由Ru（H）（Cl）（CO）（PPh 3）3和1,4-双（二环己基膦基）丁烷（DCPB）或1,1'-二茂铁-二基-双（环己基膦）制成）（DCPF）。注意到水对丙烯酸酯/丙酸酯选择性的显着影响。周转数[mol mol（Ru）-1]多达16为丙烯酸酯和高达68为丙酸酯相对温和的条件下达到（20巴，100℃，0.5摩尔％的Ru，40摩尔％H 2 ö与HSiEt 3）。讨论了可能的机制。