1,3-dichloro-2-propyl caprylate | 88606-77-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,3-dichloro-2-propyl caprylate
• 英文别名: 1,3-dichloro-2-propyl octanoate；Octanoic acid, 2-chloro-1-(chloromethyl)ethyl ester；1,3-dichloropropan-2-yl octanoate
• CAS: 88606-77-3
• 化学式: C₁₁H₂₀Cl₂O₂
• 分子量: 255.185
• InChiKey: YHWIWTJEXQBEMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  1,3-dichloro-2-propyl caprylate 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 N-(3-amino-2-hydroxypropyl)octanamide
  参考文献：
  名称：

  Synthesis and Thermophysical Characterization of Fatty Amides for Thermal Energy Storage

  摘要：

  从羧酸（C8-C18）和原油甘油中合成了九种单酰胺。最终的单酰胺是在最终氢化过程中酰基链的重排结果。使用光谱学和质谱技术确定了最终化合物的纯度。研究了固态单酰胺的热物理性质，以确定它们作为相变材料（PCM）在热能储存中的能力。使用差示扫描量热仪（DSC）确定了热物理性质。所分析材料的熔点范围从62.2℃到116.4℃。这些单酰胺的分析焓范围为25.8 kJ/kg到149.7 kJ/kg。焓值的分析考虑了碳链和氢键的形成。

  DOI：

  10.3390/molecules24203777
• 作为产物：
  描述：

  辛酸 、 甘油 在 CTMS 作用下， 反应 48.0h， 生成 1,3-dichloro-2-propyl caprylate
  参考文献：
  名称：

  Synthesis and Thermophysical Characterization of Fatty Amides for Thermal Energy Storage

  摘要：

  从羧酸（C8-C18）和原油甘油中合成了九种单酰胺。最终的单酰胺是在最终氢化过程中酰基链的重排结果。使用光谱学和质谱技术确定了最终化合物的纯度。研究了固态单酰胺的热物理性质，以确定它们作为相变材料（PCM）在热能储存中的能力。使用差示扫描量热仪（DSC）确定了热物理性质。所分析材料的熔点范围从62.2℃到116.4℃。这些单酰胺的分析焓范围为25.8 kJ/kg到149.7 kJ/kg。焓值的分析考虑了碳链和氢键的形成。

  DOI：

  10.3390/molecules24203777

文献信息

• Combining AlCl3·6H2O and an ionic liquid to prepare chlorohydrin esters from glycerol
  作者：Gemma Villorbina、Albert Tomàs、Marc Escribà、Mireia Oromí-Farrús、Jordi Eras、Mercè Balcells、Ramon Canela

  DOI：10.1016/j.tetlet.2009.03.183

  日期：2009.6

  We describe here the first example in which glycerol has been transformed into chlorohydrin esters using an ionic liquid and hydrated aluminium chloride. The method avoids using Crown-18 ether, which was needed to obtain a similar yield when KCl was used. Alkyl and aryl acids can be used, although yields are very dependent on the carboxylic acid used.

  我们在这里描述第一个例子，其中使用离子液体和水合氯化铝将甘油转化为氯醇酯。该方法避免了使用Crown-18醚，而使用KCl时需要使用Crown-18醚才能获得相似的收率。可以使用烷基和芳基酸，尽管产率非常取决于所用的羧酸。
• Process of stripping a liquid medium
  申请人：Solvay SA

  公开号：EP2708525A1

  公开（公告）日：2014-03-19

  Process of stripping a liquid medium containing at least one oligomer of glycerol, wherein a stripping agent comprising hydrogen chloride is used at a temperature higher than 120 °C.

  对含有至少一种甘油低聚物的液体介质进行汽提的工艺，其中使用的汽提剂包括氯化氢，温度高于 120 ℃。
• From glycerol to chlorohydrin esters using a solvent-free system. Microwave irradiation versus conventional heating
  作者：Marc Escribà、Jordi Eras、Miquel Duran、Sílvia Simon、Cristina Butchosa、Gemma Villorbina、Mercè Balcells、Ramon Canela

  DOI：10.1016/j.tet.2009.10.048

  日期：2009.12

  Esterification-chlorination of glycerol provides chlorohydrin esters in high yields. A ratio of reagents close to equivalence can be used, so that atom economy of the reaction is optimized. The reaction can be carried out using either classical or microwave heating, and no solvent is required. 2-Chloro-1-(chloromethyl)ethyl esters can be obtained in high regioisomeric relationship when either low or moderate temperature is used. In contrast, microwave irradiation allows the use of higher reaction temperatures that render mixtures of both regioisomers in variable relationships. Kinetic control of the process is proposed for classical heating, and experimental results are analyzed with the aid of ab initio calculated values. Non-thermal phenomena can be used to explain the high efficiency of microwave irradiation at low temperature. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of Allyl Esters of Fatty Acids and Their Ovicidal Effect on Cydia pomonella (L.)
  作者：Marc Escribà、Montserrat Barbut、Jordi Eras、Ramon Canela、Jesús Avilla、Mercè Balcells

  DOI：10.1021/jf900097j

  日期：2009.6.10

  Eight allyl esters of fatty acids were synthesized in moderate to high yields with a novel two-step procedure using glycerol as a starting material. The two-step methodology avoids the use of allyl alcohol. The first step consisted of heating at 80 degrees C for 48 h a 2:1:5 mmol mixture of glycerol, a fatty acid, and chlorotrimethylsilane in a solvent-free medium. The crude compound was then dissolved in butanone and heated at 115 degrees C in the presence of Nal. A tandem Finkelstein rearrangement-elimination reaction occurs, producing the corresponding allyl ester. The activity of these esters against Cydia pomonella (L.) (Lepidoptera: Tortricidae) eggs was tested in the laboratory by topical application of one 0.1 mu L drop. All of the compounds showed a concentration-mortality response and caused 100% mortality at the highest concentration tested (10 mg/mL). There was an inverse relationship between the alkyl chain length and the ovicidal activity of the allyl ester; the LC50 and the LC90 of the two compounds that have the longer alkyl chains were significantly higher than those of the rest of the compounds. The ovicidal and IGR activities of this kind of compound appear to be unprecedented.
• PROCESS OF STRIPPING A LIQUID MEDIUM
  申请人：Solvay SA

  公开号：EP2895449A1

  公开（公告）日：2015-07-22