2-hydroxyethyl levulinate | 67858-01-9

• 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-hydroxyethyl levulinate
• 英文别名: 2-hydroxyethyl 4-oxopentanoate；levulinic acid-(2-hydroxy-ethyl ester)；Laevulinsaeure-(2-hydroxy-aethylester)；2-Hydroxyethyl levulinate
• CAS: 67858-01-9
• 化学式: C₇H₁₂O₄
• 分子量: 160.17
• InChiKey: RBAPRZMSRSYIBM-UHFFFAOYSA-N

物化性质

• 沸点：
  291.8±15.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-hydroxyethyl levulinate 在 N,N-二甲基磷氨基二氯化物 作用下， 以 乙二醇二甲醚 为溶剂， 生成 levulinic acid-(2-chloro-ethyl ester)
  参考文献：
  名称：

  将醇转化为烯烃和烷基氯的简便方法

  摘要：

  在回流的1,2-二甲氧基乙烷中用N,N-二甲基磷酰胺二氯化物处理1°醇得到相应的氯化物。经过类似处理，3°醇脱水得到烯烃产物，而2°醇得到烯烃或氯化物作为主要产物。

  DOI：

  10.1246/cl.1978.923
• 作为产物：
  描述：

  乙二醇 、 乙酰丙酸 在 硫酸 、 甲苯 作用下， 生成 2-hydroxyethyl levulinate
  参考文献：
  名称：

  Hachihama; Hayashi, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1951, vol. 54, p. 695,696

  摘要：

  DOI：

文献信息

• POLYOL ETHERS AND PROCESS FOR MAKING THEM
  申请人：Tulchinsky Michael L.

  公开号：US20100048940A1

  公开（公告）日：2010-02-25

  New polyol ether compounds and a process for their preparation. The process comprises reacting a polyol, a carbonyl compound, and hydrogen in the presence of hydrogenation catalyst, to provide the polyol ether. The molar ratio of polyol to carbonyl compound in the process is greater than 5:1.

  新的聚醚醇化合物及其制备方法。该方法包括在氢化催化剂存在下，使聚醇、羰基化合物和氢发生反应，从而提供聚醚醇。在该过程中，聚醇与羰基化合物的摩尔比大于5:1。
• Acid Catalyzed Competitive Esterification and Ketalization of Levulinic Acid with 1,2 and 1,3-Diols: The Effect of Heterogeneous and Homogeneous Catalysts
  作者：Ananda S. Amarasekara、Moriam A. Animashaun

  DOI：10.1007/s10562-016-1812-8

  日期：2016.9

  reactions of levulinic acid (LA) with 1,2-ethanediol (1,2-ED), 1,2-propanediol (1,2-PD), and 1,3-propanediol (1,3-PD) were studied using Amberlyst-15 as well as p-toluenesulfonic acid catalysts in benzene under Dean–Stark conditions. In Amberlyst-15 catalyzed reactions the products are ketals and ketal-esters, whereas p-toluenesulfonic acid catalyzed reactions produce esters and ketal-esters as products

  研究了乙酰丙酸 (LA) 与 1,2-乙二醇 (1,2-ED)、1,2-丙二醇 (1,2-PD) 和 1,3-丙二醇 (1,3-PD) 的缩合反应在 Dean-Stark 条件下，在苯中使用 Amberlyst-15 和对甲苯磺酸催化剂。在 Amberlyst-15 催化反应中，产物是缩酮和缩酮酯，而对甲苯磺酸催化反应生成酯和缩酮酯作为产物。在对甲苯磺酸催化的 1,2-ED 和 1,3-PD 反应中，LA 单酯产物在 180 分钟后作为主要产物形成，产率分别为 75% 和 97%。与之前报道的乙酰丙酸乙酯与二醇的酸催化缩酮化不同，LA 与二醇的缩酮化-酯化反应是一个复杂的过程。
• FORMULATIONS OF LIPOPHILIC BIOACTIVE MOLECULES
  申请人：Zumes, LLC

  公开号：US20140039052A1

  公开（公告）日：2014-02-06

  This invention provides aqueous and non-aqueous clear formulations including at least one lipophilic bioactive molecules and an amphiphilic solubilizing agent. Exemplary aqueous formulations include a water-soluble reducing agent, which diminishes or prevents chemical degradation of the lipophilic bioactive molecule. The invention also provides methods of using the formulations of the invention. For example, the invention provides beverages including the formulations of the invention. The invention further provides methods of making the formulations and beverages.

  本发明提供了包括至少一种亲脂性生物活性分子和一种两性溶解剂的水性和非水性透明配方。其中，水性配方包括水溶性还原剂，可减少或防止亲脂性生物活性分子的化学降解。本发明还提供了使用该配方的方法。例如，本发明提供了包括该配方的饮料。本发明还提供了制备该配方和饮料的方法。
• Al2O3/MeSO3H (AMA) as a new reagent with high selective ability for monoesterification of diols
  作者：Hashem Sharghi、Mona Hosseini Sarvari

  DOI：10.1016/s0040-4020(03)00518-0

  日期：2003.5

  A new facile method for moncesterification of diols has been developed. A variety of diols, in particular oligoethylene glycols, were selectively monoesterified in excellent yields by reaction with aromatic and aliphatic acids in the presence Of Al2O3/MeSO3H as a new reagent without use of any solvents. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Heterogeneous catalysis for the ketalisation of ethyl levulinate with 1,2-dodecanediol: Opening the way to a new class of bio-degradable surfactants
  作者：Flávio A. Freitas、Domenico Licursi、Elizabeth R. Lachter、Anna Maria Raspolli Galletti、Claudia Antonetti、Thamires C. Brito、Regina Sandra V. Nascimento

  DOI：10.1016/j.catcom.2015.10.011

  日期：2016.1

  The acid-catalysed ketalisation between ethyl levulinate and two different alkyl 1,2-diols (ethylene glycol and 1,2-dodecanediol) was investigated using different acid catalysts, e.g. p-toluensolfonic acid, Amberlyst 70, zeolite H-ZSM-5, and niobium phosphate. Good activity and recyclability were achieved in the reaction with ethylene glycol catalysed by niobium phosphate. Very promising results (both in diol conversion and in selectivity towards the desired ketal) were ascertained in the reaction with the longer-chain 1,2-dodecanediol catalysed by heterogeneous catalysts. The alkaline hydrolysis of the synthetised long-chain ketal ester allowed us to obtain a new green surfactant, with surface tension values falling in the range of the commercial anionic ones. (C) 2015 Elsevier B.V. All rights reserved.