pyruvic aldehyde hemiacetal | 1303613-48-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: pyruvic aldehyde hemiacetal
• 英文别名: 1-Ethoxy-1-hydroxypropan-2-one
• CAS: 1303613-48-0
• 化学式: C₅H₁₀O₃
• 分子量: 118.133
• InChiKey: SCHFTYAPIWGSHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-二羟基丙酮 在 TiO2-doped zirconia 作用下， 以 乙醇 为溶剂， 140.0 ℃ 、1.0 MPa 条件下， 生成 乳酸乙酯 、 pyruvic aldehyde hemiacetal
  参考文献：
  名称：

  Selective conversion of dihydroxyacetone–ethanol mixture into ethyl lactate over amphoteric ZrO2–TiO2 catalyst

  摘要：

  The conversion of dihydroxyacetone in ethanol solution into ethyl lactate over several acidic and amphoteric oxides at 100-160 degrees C was studied. The formation of ethyl lactate with 80-90% selectivity was observed on amphoteric ZrO2-TiO2 oxide whereas hemiacetal and acetal of pyruval were the main products obtained over the acidic ZrO2-SiO2 catalyst and Amberlyst 15. Amphoteric ZrO2-3TiO(2) oxide provides 89% yield of ethyl lactate at 140 degrees C and 1.0 MPa under the feed rate of 4 mmol C3H6O3/g(cat)/h. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2014.01.004

文献信息

• Synthesis of ethyl lactate from triose sugars on Sn/Al2O3 catalysts
  作者：E. Pighin、V.K. Díez、J.I. Di Cosimo

  DOI：10.1016/j.apcata.2016.03.007

  日期：2016.5

  properties different from those of the alumina support; the number and strength of the surface Lewis centers increase with the Sn loading. These materials exhibit good catalytic performance for conversion of triose sugars, such as dihydroxyacetone, toward ethyl lactates at mild conditions. The catalyst preparation conditions, Sn content and reaction conditions affect the final ethyl lactate yield. Yields

  通过浸渍制备了具有不同Sn含量（1–8 wt。％）的Sn促进的氧化铝催化剂，并通过N 2物理吸附，X射线衍射，UV-vis-DRS，吡啶的FTIR和NH 3的TPD进行了表征。表面锡物质的路易斯酸性质不同于氧化铝载体。表面路易斯中心的数量和强度随Sn含量的增加而增加。这些材料在温和条件下表现出良好的催化性能，可将三糖（例如二羟基丙酮）转化为乳酸乙酯。催化剂的制备条件，锡含量和反应条件影响最终乳酸乙酯的产率。反应7小时后，在353 K下获得约70％的产率。表面锡物种参与动力学相关的反应步骤。
• Kinetic study of the ethyl lactate synthesis from triose sugars on Sn/Al 2 O 3 catalysts
  作者：E. Pighin、V.K. Díez、J.I. Di Cosimo

  DOI：10.1016/j.cattod.2016.10.002

  日期：2017.7

  The reaction kinetics of the liquid-phase synthesis of ethyl lactate from dihydroxyacetone and ethanol was studied on Sn-promoted alumina catalysts. Yields of ≈70% were obtained at 353 K after 7 h of reaction. The effect of the catalyst Sn loading (1–8 wt.%) and reaction temperature (343–373 K) on the reaction kinetics was investigated. The reaction is promoted by Lewis acid sites provided by surface

  在Sn-促进的氧化铝催化剂上研究了由二羟基丙酮和乙醇液相合成乳酸乙酯的反应动力学。反应7小时后，在353 K下获得约70％的产率。研究了催化剂锡含量（1–8 wt。％）和反应温度（343–373 K）对反应动力学的影响。表面锡物种提供的路易斯酸位点促进了反应。假定基于假均质机理的动力学模型描述了包括一系列连续和平行反应步骤的反应网络。与乳酸乙酯形成相关的动力学速率常数随着路易斯酸位点的数目而增加，这证实了表面锡物种参与了动力学相关的反应步骤。通过浸渍制备催化剂，并以N为特征2物理吸附，X射线衍射，UV-vis-DRS，吡啶的FTIR和NH 3的TPD 。
• One-pot conversion of dihydroxyacetone into ethyl lactate by Zr-based catalysts
  作者：Junjun Shi、Fukun Li、Jie Zhang、Ning Li、Xingmin Wang、Xianming Zhang、Yunqi Liu

  DOI：10.1039/d1ra00775k

  日期：——

  investigated for the efficient conversion of dihydroxyacetone to ethyl lactate in a one-pot system, in which basic zirconium carbonate exhibited the best performance with 100% dihydroxyacetone conversion and 85.3% EL (ethyl lactate) yield at 140 °C, 4.0 h and 1.0 MPa N2. The improved activity of basic zirconium carbonate could be attributed to the synergistic effect among acid and base active sites. Furthermore

  利用可持续生物质生产生物基试剂的有效策略对于具有成本效益的可持续制造非常有吸引力。在本研究中，研究了一系列环保型锆基催化剂（碱式碳酸锆、二氧化锆和氢氧化锆），用于在一锅系统中将二羟基丙酮高效转化为乳酸乙酯，其中碱式碳酸锆表现出在 140 °C、4.0 小时和 1.0 MPa N 2条件下，二羟基丙酮转化率为 100%，EL（乳酸乙酯）产率为 85.3%，表现最佳。碱式碳酸锆活性的提高可归因于酸碱活性位点之间的协同效应。此外，这种低成本催化剂在最佳条件下表现出改善的热化学稳定性和可回收性，在三次运行后没有观察到活性显着下降。这种催化过程可以被认为是从可再生生物质及其衍生物生产乳酸乙酯的有前途的替代方案。
• Extra-small porous Sn-silicate nanoparticles as catalysts for the synthesis of lactates
  作者：Li Li、Xavier Collard、Arnaud Bertrand、Bert F. Sels、Paolo P. Pescarmona、Carmela Aprile

  DOI：10.1016/j.jcat.2014.03.012

  日期：2014.5

  A series of Sn-MCM-41 nanoparticles (XS-Sn-MCM-41) with a diameter ranging from 20 to 140 nm and very high specific surface area were successfully prepared and tested as heterogeneous catalysts for the conversion of the triose sugar dihydroxyacetone to ethyl lactate. Characterization of the materials indicated that the physicochemical properties of the nanoparticles can be significantly affected by different synthesis parameters, including the metal loading, the sequence of adding the Si and Sn precursors into the synthesis mixture, the preparation time and temperature. Most of the XS-Sn-MCM-41 catalysts displayed higher activity compared to conventional Sn-MCM-41 with large particle size in the conversion of dihydroxyacetone into ethyl lactate. The superiority of the best XS-Sn-MCM-41 catalyst in terms of conversion and turnover number is correlated to its high amount of accessible acid sites, which in turn is ascribed to a combination of different physicochemical features such as high surface area, particles morphology and coordination of the tin atoms in tetrahedral framework sites. The best catalyst can be reused in consecutive runs without loss of activity. (C) 2014 Elsevier Inc. All rights reserved.
• Selective conversion of dihydroxyacetone–ethanol mixture into ethyl lactate over amphoteric ZrO2–TiO2 catalyst
  作者：Artur M. Mylin、Svitlana. I. Levytska、Mykhailo E. Sharanda、Volodymyr V. Brei

  DOI：10.1016/j.catcom.2014.01.004

  日期：2014.3

  The conversion of dihydroxyacetone in ethanol solution into ethyl lactate over several acidic and amphoteric oxides at 100-160 degrees C was studied. The formation of ethyl lactate with 80-90% selectivity was observed on amphoteric ZrO2-TiO2 oxide whereas hemiacetal and acetal of pyruval were the main products obtained over the acidic ZrO2-SiO2 catalyst and Amberlyst 15. Amphoteric ZrO2-3TiO(2) oxide provides 89% yield of ethyl lactate at 140 degrees C and 1.0 MPa under the feed rate of 4 mmol C3H6O3/g(cat)/h. (C) 2014 Elsevier B.V. All rights reserved.