2,3-dihydroxypropyl 4-oxopentanoate | 174772-59-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2,3-dihydroxypropyl 4-oxopentanoate
• 英文别名: 2,3-Dihydroxypropyl levulinate
• CAS: 174772-59-9
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: QAPDVRQDEPWTMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙酰丙酸 、 甘油 在 Al-SBA-15 作用下， 反应 8.0h， 以94%的产率得到2,3-dihydroxypropyl 4-oxopentanoate
  参考文献：
  名称：

  Al-SBA-15 catalysed cross-esterification and acetalisation of biomass-derived platform chemicals

  摘要：

  Al-SBA-15在酸催化的甘油转化中表现出优异的催化活性，包括酯化和缩醛化反应。

  DOI：

  10.1039/c4gc01105h

文献信息

• [EN] KETAL ESTERS OF ANHYDROPENTITOLS AND USES THEREOF<br/>[FR] CÉTO-ESTERS D'ANHYDROPENTITOLS ET LEURS UTILISATIONS
  申请人：XLTERRA INC

  公开号：WO2010138842A1

  公开（公告）日：2010-12-02

  The present disclosure relates to the preparation of ketal compounds from anhydropentitols and oxocarboxylates; derivatives, homopolymers, and copolymers thereof; and various compositions, formulations, and articles derived therefrom.

  本公开涉及从无水戊糖醇和羰基羧酸酯制备缩酮化合物；以及它们的衍生物、同聚物和共聚物；以及由此衍生的各种组合物、配方和制品。
• Acetals Esters Produced from Purified Glycerin for Use and Application as Emollients, Lubricants, Plasticizers, Solvents, Coalescents, Humectant, Polymerization Monomers, Additives to Biofuels
  申请人：GLYCEROSOLUTION QUÍMICA LTDA.

  公开号：US20140350269A1

  公开（公告）日：2014-11-27

  It refers to a new group of acetal monoesters and diesters which have in its structure the ester function and cyclic ethers that give these products excellent properties as solvency, plasticity in polymers, solubility in polar and nonpolar means, spreadability, wetting, low volatility, non-toxicity and biodegradability. These properties make these products excellent candidates as solvents in formulations of pesticides, agricultural herbicides, for the paint and leather industry in domestic or industrial hygiene formulations; as plasticizers for polymers such as polyvinyl chloride, nitrocellulose, cellulose, acrylics, polyvinyl vinyl and its copolymers; as lubricants in industrial formulations, textile industry; as emollients agents which donate oiliness for the cosmetic industry; as wetting agents that are commonly used, and as biodiesel additives to reduce the freezing point and to improve its combustion.

  它指的是一类新的醋酸单酯和二酯羟基醚，其结构中含有酯功能和环氧化物，使这些产品具有优异的性质，如在聚合物中的溶解性、可塑性、在极性和非极性介质中的溶解性、扩散性、润湿性、低挥发性、无毒性和生物降解性。这些性质使这些产品成为杀虫剂、农药、涂料和皮革工业中的溶剂配方的优秀候选者；作为聚合物的增塑剂，如聚氯乙烯、硝化纤维素、纤维素、丙烯酸酯、聚乙烯乙烯基及其共聚物；作为工业配方、纺织工业中的润滑剂；作为为化妆品行业提供油脂感的润肤剂；作为常用的润湿剂，并作为生物柴油添加剂，以降低冰点并改善其燃烧。
• Al-SBA-15 catalysed cross-esterification and acetalisation of biomass-derived platform chemicals
  作者：Camino Gonzalez-Arellano、Rick A. D. Arancon、Rafael Luque

  DOI：10.1039/c4gc01105h

  日期：——

  Al-SBA-15 exhibited excellent catalytic activities in acid-catalysed glycerol transformation including esterification and acetalisation reactions.

  Al-SBA-15在酸催化的甘油转化中表现出优异的催化活性，包括酯化和缩醛化反应。
• Ordered mesoporous zirconium silicates as a catalyst for biofuel precursors synthesis
  作者：Srinivasan Vinju Vasudevan、Jin Cai、Quan Bu、Hanping Mao

  DOI：10.1016/j.mcat.2021.112003

  日期：2021.11

  activity was evaluated in acid-catalyzed esterification of glycerol with acetic acid. The effects of different reaction parameters were studied to optimize the maximum yields, such as reaction temperature, catalyst loading, acid/alcohol molar ratio, and reaction time. Esterification of glycerol with levulinic acid and levulinic acid with ethanol was also performed to synthesize fuel precursors. Reaction results

  使用蒸发诱导自组装 (EISA) 方法合成了具有不同 Si/Zr（100、50 和 25）比的三维有序介孔二氧化硅（FDU-5）催化剂，以最大限度地提高二氧化硅骨架中锆位的结合. 通过XRD、N 2等多种技术对合成材料的理化性质进行表征吸附、漫反射 UV-Vis、TEM、氨 TPD、ICP-OES 和吡啶吸附 FT-IR。在甘油与乙酸的酸催化酯化中评估催化活性。研究了不同反应参数的影响以优化最大产率，例如反应温度、催化剂负载、酸/醇摩尔比和反应时间。还进行了甘油与乙酰丙酸和乙酰丙酸与乙醇的酯化以合成燃料前体。反应结果表明，制备的 Zr-FDU-5(25) 材料具有非常高的催化活性，这主要取决于表面和骨架上锆物种的可用性。这种含锆的 FDU-5 材料在某些反应条件下的酯化反应和选择性产物形成中非常活跃。
• Mesoporous Zr–SBA-16 catalysts for glycerol valorization processes: towards biorenewable formulations
  作者：Camino Gonzalez-Arellano、Leticia Parra-Rodriguez、Rafael Luque

  DOI：10.1039/c4cy00230j

  日期：——

  Zr-containing SBA-16 materials were utilized in glycerol valorization for the production of esters (via reaction with levulinic acid) and glycerol formal (GF) via acetalisation with paraformaldehyde. The materials were found to be highly active and selective for the production of valuable compounds from glycerol using benign by design solventless protocols which employ mild reaction conditions. Certain

  含Zr的SBA-16材料用于甘油增值，以通过与多聚甲醛的缩醛化反应生成酯（通过与乙酰丙酸反应）和甘油缩甲醛（GF）。通过采用温和的反应条件的无溶剂设计方案，发现该材料具有高活性，对使用甘油生产有价值的化合物具有选择性。在调查的条件下，还发现某些材料具有很高的可重复使用性和稳定性。