(2-oxo-1,3-dioxolan-4-yl)methyl stearate | 71572-29-7

• 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: (2-oxo-1,3-dioxolan-4-yl)methyl stearate
• 英文别名: (2-Oxo-1,3-dioxolan-4-yl)methyl octadecanoate
• CAS: 71572-29-7
• 化学式: C₂₂H₄₀O₅
• 分子量: 384.557
• InChiKey: JNYQGGOTLVCRKB-UHFFFAOYSA-N

物化性质

• 沸点：
  499.4±18.0 °C(Predicted)
• 密度：
  0.988±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  27
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-oxo-1,3-dioxolan-4-yl)methyl stearate 在 水 、 三乙胺 作用下， 反应 1.5h， 生成 单硬脂酸甘油酯
  参考文献：
  名称：

  由碳酸甘油酯和硬脂酸制备单硬脂酸甘油酯

  摘要：

  研究了由碳酸甘油酯（GC）和硬脂酸（SA）制备单硬脂酸甘油酯（GMS）的化学平衡。由GC和SA进行碱催化合成GMS的化学平衡常数K远小于由酸催化的由（2-Oxox-1,3-dioxolan-4-yl）硬脂酸甲酯（ODOMS）合成的化学平衡常数K。 GC和SA。换句话说，在碱性催化剂的催化下，从GC和SA获得高收率的GMS在热力学上是困难的。为了证明这一观点，我们使用氧化镁（MgO）作为催化剂，由GC和SA合成了GMS。不出所料，GMS的产率很低。为了提高GMS的产量，提出了两步程序。首先，通过使用铜p的GC与SA的酯化反应，合成纯的ODOMS-甲苯磺酸盐（CPTS）作为催化剂。在以下条件下，SA的转化率达到96.14％：反应温度为140℃；反应温度为140℃。催化剂用量，CPTS 3％（基于SA重量）；反应时间3小时；GC与SA的摩尔比为1.5：1。其次，在三乙胺存在下，通过ODOMS的水解，以64

  DOI：

  10.1039/c6ra02912d
• 作为产物：
  描述：

  单硬脂酸甘油酯 在 magnesium oxide 、 copper(II)p-toluenesulfonate 作用下， 139.99 ℃ 、101.33 kPa 条件下， 生成 (2-oxo-1,3-dioxolan-4-yl)methyl stearate
  参考文献：
  名称：

  由碳酸甘油酯和硬脂酸制备单硬脂酸甘油酯

  摘要：

  研究了由碳酸甘油酯（GC）和硬脂酸（SA）制备单硬脂酸甘油酯（GMS）的化学平衡。由GC和SA进行碱催化合成GMS的化学平衡常数K远小于由酸催化的由（2-Oxox-1,3-dioxolan-4-yl）硬脂酸甲酯（ODOMS）合成的化学平衡常数K。 GC和SA。换句话说，在碱性催化剂的催化下，从GC和SA获得高收率的GMS在热力学上是困难的。为了证明这一观点，我们使用氧化镁（MgO）作为催化剂，由GC和SA合成了GMS。不出所料，GMS的产率很低。为了提高GMS的产量，提出了两步程序。首先，通过使用铜p的GC与SA的酯化反应，合成纯的ODOMS-甲苯磺酸盐（CPTS）作为催化剂。在以下条件下，SA的转化率达到96.14％：反应温度为140℃；反应温度为140℃。催化剂用量，CPTS 3％（基于SA重量）；反应时间3小时；GC与SA的摩尔比为1.5：1。其次，在三乙胺存在下，通过ODOMS的水解，以64

  DOI：

  10.1039/c6ra02912d

文献信息

• Use of Glycerol Carbonate in an Efficient, One-Pot and Solvent Free Synthesis of 1,3-sn-Diglycerides
  作者：Mojgan Kargar、Rahim Hekmatshoar、Mehdi Ghandi、AbdolJalil Mostashari

  DOI：10.1007/s11746-012-2165-0

  日期：2013.2

  An efficient solvent‐free synthesis of a variety of highly pure 1,3‐sn‐diglycerides (1,3‐sn‐diacylglycerols) in a two‐step one pot process is described. Heating glycerol carbonate (4‐hydroxymethyl‐1,3‐dioxolan‐2‐one) with fatty acid anhydrides 2a–d affords 1:1 mixtures of glycerol carbonate fatty esters 3a–3d and the corresponding fatty acids. Further heating the reaction mixtures in the presence of

  描述了一种通过两步一锅法有效地无溶剂合成多种高纯度的1,3- sn-甘油二酯（1,3- sn-二酰基甘油）的方法。将碳酸甘油酯（4-羟甲基-1,3-二氧戊环-2-酮）与脂肪酸酐2a-d加热，可得到碳酸甘油酯脂肪酸酯3a-3d和相应脂肪酸的1：1混合物。在催化量的1,4-二氮杂双环[2.2.2]辛烷（DABCO）存在下，于195–200°C下进一步加热反应混合物，可制得高纯度的1,3 - sn –甘油二酸酯4a–4d。
• Synthesis of Carbonate Derivatives and Derived Cetane Number for the Use of Diesel Additives
  作者：Chang-Yong Cho、Keun-Woo Chung、Young-Wun Kim、Yeong-Joon Kim

  DOI：10.5012/jkcs.2010.54.02.234

  日期：2010.4.20

  경유 첨가제로 사용할 수 있는 카보네이트 유도체를 합성하고 그들의 DCN 향상 효과를 살펴보았다. 1,2-글리세롤 카보네이트와 긴 알킬그룹을 가지는 지방산을 반응시켜 경유와 구조적으로 유사한 화합물을 얻었다. 경유에 대한 용해도를 증가시키기 위해 긴 체인 중간에 이중 결합을 도입하거나 카보닐 그룹의 알파 위치에 알킬기를 도입하였다. ASTM 방법을 통하여 측정한 이들의 DCN 증가 정도는 ~1 정도였으며 이 결과는 카보네이트 유도체 화합물이 연료 첨가제로서 사용이 가능하다는 것을 보여주고 있다. Carbonate derivatives were synthesized for the use of diesel additives and the derived cetane numbers of the derivatives were measured. Some carbonate ester derivatives were synthesized from 1,2-glycerol carbonate and long alkyl chain fatty acids. To improve the solubility, we introduced unsaturated groups into aliphatic carbons and alkyl group into $\alpha}$-carbon to the carbonyl group. The derived cetane numbers obtained from ASTM method were increased up to 1.0, which means some carbonate derivatives could be potential diesel additives.

  合成了可用作柴油添加剂的碳酸酯衍生物，并考察了它们的十六烷值增强效果。通过1,2-甘油碳酸酯和长链脂肪酸反应，得到了与柴油结构类似的化合物。为了增加其在柴油中的溶解度，我们在长链中间引入了不饱和键或在羰基的α碳原子上引入了烷基。通过ASTM方法测得这些化合物的十六烷值提升幅度约为1，这表明某些碳酸酯衍生物可能是潜在的柴油添加剂。
• Systems and methods for delivery of drugs
  申请人：Taft David

  公开号：US20090263346A1

  公开（公告）日：2009-10-22

  Systems and methods for delivering drugs. Crystalline polymeric systems, referred to as CYC carriers, are associated with the drugs, through chemical bonding or through physical association. The crystallinity of the CYC carriers results from the presence of crystallizable side chains, for example long chain n-alkyl moieties, which results in relatively low and sharp melting temperatures. One class of CYC carriers, referred to as CYSC polymers, have a majority of the crystallizable side chains pendant from the polymer backbone. Another class of CYC carriers, referred to as ECC polymers, have a majority of the crystallizable side chains attached to terminal units of the polymer backbone. The ECC polymers can for example be obtained by modification of PLGA polymers. The CYC carriers in another class are non-polymeric. Some CYC carriers, referred to as CYC assemblies, have enhanced crystallinity as a result of the physical association of crystallizable moieties which are present in different types of molecule, for example between a polymer containing crystallizable moieties and a monomer containing crystallizable moieties. Preferably the CYC carrier is bioerodable.
• SYSTEMS AND METHODS FOR DELIVERY OF MATERIALS
  申请人：Taft David

  公开号：US20110009571A1

  公开（公告）日：2011-01-13

  Systems and methods for delivering release materials, for example drugs and other bioactive materials. Crystalline polymeric systems, referred to as CYC carriers, are associated with the release materials, through chemical bonding or through physical association. The crystallinity of the CYC carriers results from the presence of crystallizable side chains, for example long chain n-alkyl moieties, which results in relatively low and sharp melting temperatures. One class of CYC carriers, referred to as CYSC polymers, have a majority of the crystallizable side chains pendant from the polymer backbone. Another class of CYC carriers referred to as ECC polymers, have a majority of the crystallizable side chains attached to terminal units of the polymer backbone. The ECC polymers can for example be obtained by modification of PLGA polymers. The CYC carriers in another class of non-polymeric. Some CYC carriers, referred to as CYC assemblies, have enhanced crystallinity as a result of the physical association of crystallizable moieties which are present in different types of molecule, for example between a polymer containing crystallizable moieties and a monomer containing crystallizable moieties. For some uses, particularly the delivery of drugs, a bioerodable CYC carrier is preferably used.
• US8524259B2
  申请人：——

  公开号：US8524259B2

  公开（公告）日：2013-09-03