2,3-二羟基丙酸钠 | 50976-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,3-二羟基丙酸钠
• 中文别名: 2,3-二羟基丙酸盐钠
• 英文名称: glyceric acid sodium salt
• 英文别名: sodium glycerate；sodium monoglycerate；Sodium 2,3-dihydroxypropionate；sodium;2,3-dihydroxypropanoate
• CAS: 50976-28-8
• 化学式: C₃H₅O₄*Na
• 分子量: 128.06
• InChiKey: IUEMQUIQAPPJDL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -5.91
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甘油 在 Au-Pd/TiO2 、 氧气 、 sodium hydroxide 作用下， 以 水 为溶剂， 60.0 ℃ 、1.0 MPa 条件下， 生成 2,3-二羟基丙酸钠
  参考文献：
  名称：

  Selective formation of lactate by oxidation of 1,2-propanediol using gold palladium alloy supported nanocrystals

  摘要：

  使用生物可再生资源，例如甘油，这是一种生物柴油制造的副产品，可以提供一种利用更环保技术制造有价值产品的可行方法。特别是，甘油可以被还原为1,2-丙二醇，然后选择性氧化为乳酸，乳酸作为合成生物可降解聚合物的单体具有巨大潜力。我们展示了金-钯合金催化剂在1,2-丙二醇选择性氧化为乳酸方面的高效性。我们对比了两种载体（TiO2和碳）以及两种制备方法（湿法浸渍和溶胶固化）。将钯添加到金中显著提高了活性，并在使用O2作为氧化剂时保持了对乳酸的高选择性（我们观察到在94%转化率下乳酸选择性为96%）。虽然也可以使用过氧化氢，但由于反应条件，观察到活性较低，在这种情况下，添加钯到金中并未显著提高活性。对C3醇的活性比较表明，反应性按顺序降低：甘油 > 1,2-丙二醇 > 1,3-丙二醇 ∼ 1-丙醇 > 2-丙醇。与浸渍法相比，采用溶胶固化制备方法得到的合金催化剂在1,2-丙二醇氧化生成乳酸时具有最高的活性；这些活性趋势的来源进行了讨论。

  DOI：

  10.1039/b823285g
• 作为试剂：
  描述：

  硬脂酸 、 甘油 在 2,3-二羟基丙酸钠 作用下， 生成 1,3-二硬脂酸甘油酯
  参考文献：
  名称：

  Process of preparing mono and di-glycerides

  摘要：

  公开号：

  US02022494A1

文献信息

• Microgel-stabilized gold nanoclusters: Powerful “quasi-homogeneous” catalysts for the aerobic oxidation of alcohols in water
  作者：A BIFFIS、S CUNIAL、P SPONTONI、L PRATI

  DOI：10.1016/j.jcat.2007.07.024

  日期：2007.10.1

  Gold nanoclusters of small size (2.5 nm) and narrow size distribution were synthesized in solution using tailor-made soluble cross-linked polymers (microgels) as exotemplates and stabilizers. The resulting microgel-stabilized nanoclusters could be conveniently isolated by precipitation, stored in the solid state, and redispersed in water and polar organic solvents. They were found to exhibit remarkable catalytic activity (average TOF up to 960 h(-1)) in the aerobic oxidation of benzylic and aliphatic alcohols and also of polyols in water under mild conditions (50-70 degrees C, 1-3 atm O-2). (c) 2007 Elsevier Inc. All rights reserved.
• Bismuth as a modifier of Au–Pd catalyst: Enhancing selectivity in alcohol oxidation by suppressing parallel reaction
  作者：Alberto Villa、Di Wang、Gabriel M. Veith、Laura Prati

  DOI：10.1016/j.jcat.2012.04.021

  日期：2012.8

  Bi has been widely employed as a modifier for Pd and Pt based catalyst mainly in order to improve selectivity. We found that when Bi was added to the bimetallic system AuPd, the effect on activity in alcohol oxidation mainly depends on the amount of Bi regardless its position, being negligible when Bi was 0.1 wt% and detectably negative when the amount was increased to 3 wt%. However, the selectivity of the reactions notably varied only when Bi was deposited on the surface of metal nanoparticles suppressing parallel reaction in both benzyl alcohol and glycerol oxidation. After a careful characterization of all the catalysts and additional catalytic tests, we concluded that the Bi influence on the activity of the catalysts could be ascribed to electronic effect whereas the one on selectivity mainly to a geometric modification. moreover, the Bi-modified AuPd/AC catalyst showed possible application in the production of tartronic acid, a useful intermediate, from glycerol. (C) 2012 Elsevier Inc. All rights reserved.
• Chemometric approaches on glycerol oxidation with H2O2 over supported gold nanoparticles
  作者：Cleiton A. Nunes、Mário C. Guerreiro

  DOI：10.1016/j.molcata.2013.01.006

  日期：2013.4

  This paper reports a chemometric study of effects of the catalyst preparation method and reaction conditions on the efficiency of glycerol oxidation catalyzed by gold nanoparticles supported on activated carbon using H2O2 as oxidant. Factorial designs and principal component analysis were used for the evaluation of experimental conditions and reaction performance. Evaluating catalyst preparation conditions we found that larger Au nanoparticles are obtained using HAuCl4 in higher concentration. Glycerol conversion and production of glycerate and tartronate were higher using catalysts prepared with low polyvinyl alcohol (PVA) to Au ratio and low Au content. Higher HAuCl4 concentrations resulted in larger Au nanoparticles, which contributed to higher glycolate production. Evaluating reaction conditions we found that the influence of H2O2 to glycerol ratio was insignificant. Glycerol conversion and production of glycerate and tartronate were higher at lower temperature. Increasing H2O2 to glycerol ratio contributed to higher glycolate production. Glycerol to Au ratio has a smaller influence on the reaction course. (C) 2013 Elsevier B.V. All rights reserved.
• Selective formation of lactate by oxidation of 1,2-propanediol using gold palladium alloy supported nanocrystals
  作者：Nikolaos Dimitratos、Jose Antonio Lopez-Sanchez、Sankar Meenakshisundaram、Jinto Manjaly Anthonykutty、Gemma Brett、Albert F. Carley、Stuart H. Taylor、David W. Knight、Graham J. Hutchings

  DOI：10.1039/b823285g

  日期：——

  The use of bio-renewable resources, such as glycerol, a by-product from bio-diesel manufacture, can provide a viable way to make valuable products using greener technology. In particular, glycerol can be reduced to give 1,2-propanediol that can then be selectively oxidised to lactate, which has immense potential as a monomer for the synthesis of biodegradable polymers. We show that gold-palladium alloy catalysts can be very effective for the selective oxidation of 1,2-propanediol to lactate. Two supports, TiO2 and carbon, and two preparation methods, wet impregnation and sol-immobilisation, are contrasted. The addition of palladium to gold significantly enhances the activity and retains the high selectivity to lactate using O2 as oxidant (we observe 96% lactate selectivity at 94% conversion). Use of hydrogen peroxide is also possible but lower activities are observed as a result of the reaction conditions, but in this case no marked enhancement is observed on addition of palladium to gold. Comparison of the activity for C3 alcohols shows that the reactivity decreases in the order: glycerol > 1,2-propanediol > 1,3-propanediol ∼ 1-propanol > 2-propanol. The use of a sol-immobilisation preparation method as compared to impregnation leads to alloy catalysts with the highest activity for lactate formation from the oxidation of 1,2-propanediol; the origins of these activity trends are discussed.

  使用生物可再生资源，例如甘油，这是一种生物柴油制造的副产品，可以提供一种利用更环保技术制造有价值产品的可行方法。特别是，甘油可以被还原为1,2-丙二醇，然后选择性氧化为乳酸，乳酸作为合成生物可降解聚合物的单体具有巨大潜力。我们展示了金-钯合金催化剂在1,2-丙二醇选择性氧化为乳酸方面的高效性。我们对比了两种载体（TiO2和碳）以及两种制备方法（湿法浸渍和溶胶固化）。将钯添加到金中显著提高了活性，并在使用O2作为氧化剂时保持了对乳酸的高选择性（我们观察到在94%转化率下乳酸选择性为96%）。虽然也可以使用过氧化氢，但由于反应条件，观察到活性较低，在这种情况下，添加钯到金中并未显著提高活性。对C3醇的活性比较表明，反应性按顺序降低：甘油 > 1,2-丙二醇 > 1,3-丙二醇 ∼ 1-丙醇 > 2-丙醇。与浸渍法相比，采用溶胶固化制备方法得到的合金催化剂在1,2-丙二醇氧化生成乳酸时具有最高的活性；这些活性趋势的来源进行了讨论。