methyl 9,12-epoxy-10,13-dihydroxystearate

• 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: methyl 9,12-epoxy-10,13-dihydroxystearate
• 英文别名: Methyl 10,13-dihydroxy-9,12-epoxy octadecanoate；methyl 8-[3-hydroxy-5-(1-hydroxyhexyl)oxolan-2-yl]octanoate
• 化学式: C₁₉H₃₆O₅
• 分子量: 344.492
• InChiKey: LTCQSTRQPSAFNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  亚油酸甲酯 在 aluminum oxide 、 Oxone 、 edetate disodium 、 碳酸氢钠 作用下， 以 环己烷 、 乙腈 为溶剂， 反应 6.0h， 生成 methyl 9,12-epoxy-10,13-dihydroxystearate
  参考文献：
  名称：

  氧化铝水解单和二环氧十八烷酸酯

  摘要：

  AbstractIn this study it is shown that the epoxide derivative of oleic acid, methyl 9,10‐epoxyoctadecanoate, is readily hydrolyzed to a diol when exposed to a commercial preparation of neutral alumina. Comparison of 1H and 13C NMR spectra of the diol with those of standards showed that the product was the threo isomer. When methyl 9, 10–12,13‐diepoxyocta‐decanoate was treated with alumina, a mixture of dihydroxy‐tetrahydrofuran regioisomers, methyl 9,12‐epoxy‐10,13‐dihydroxystearate and methyl 10,13‐epoxy‐9,12‐dihydroxystearate, was obtained. These results show that alumina is an unsuitable support for epoxidation catalysts. However, alumina‐catalyzed hydrolysis of fatty epoxides is an efficient way to synthesize polyhydroxy materials, and these materials are suitable for several industrial applications.

  DOI：

  10.1007/s11746-003-0792-z

文献信息

• Chemical Characterization and Physical Properties of Solvents Derived from Epoxidized Methyl Soyate
  作者：Sean J. Riley、John G. Verkade、Robert J. Angelici

  DOI：10.1007/s11746-015-2607-6

  日期：2015.4

  reactions of methyl linoleate (18:2) with MeOH. All of the solvents were characterized by high boiling points and low vapor pressures. Their viscosities were higher than that of methyl soyate. Especially notable were their very high Kauri‐butanol values, which ranged from 280 to 852, all of which are much higher than that (57) of methyl soyate. Such high KB values indicate that these solvents have very

  环氧大豆油酸甲酯（EMS）与醇，二氧化碳和丙酮的反应产生的液体具有溶剂性质，使其比大豆油酸甲酯更适合溶解极性物质。EMS中的Amberlyst-15与醇的存在下的反应，包括甲醇，乙醇，Ñ丁醇和2-甲氧基乙醇产生了一系列含有醚（–OR）和醇（–OH）基团的溶剂。EMS与二氧化碳和丙酮的反应分别得到具有碳酸酯和酮官能团的产物。通过MS和NMR研究表征了由EMS与MeOH反应产生的产物EMS（MeOH）中存在的化合物的复杂混合物。除了由横跨环氧化物的MeOH加成所产生的产物外，还有大量的环状四氢呋喃衍生物，它们是由亚油酸甲酯（18：2）与MeOH的反应衍生而来的。所有溶剂的特征在于高沸点和低蒸气压。它们的粘度高于大豆酸甲酯的粘度。尤其值得注意的是它们的贝壳杉醇丁醇值很高，介于280至852之间，所有这些都比大豆油甲酯的（57）高得多。如此高的KB值表明这些溶剂具有非常有利的增溶剂性能，这可由EM
• Pyrazine-bridged molybdenum(0) carbonyl and molybdenum(VI) oxide network solids as catalysts for epoxidation and sulfoxidation
  作者：Diana M. Gomes、Andreia F. Silva、Ana C. Gomes、Patrícia Neves、Anabela A. Valente、Isabel S. Gonçalves、Martyn Pillinger

  DOI：10.1016/j.cattod.2023.114050

  日期：2023.6

  sulfoxidation processes may be expanded by developing new, efficient, and versatile catalysts. In the present work, three pyrazine-bridged molybdenum(0/VI)-based coordination network solids have been investigated for the epoxidation of olefins and the oxidation of sulfides. The materials studied were the Mo-based metal-organic framework (MOF) -Mo(CO)(pyz)·1/2pyz () with a structure consisting of stacked

  通过开发新型、高效和多功能的催化剂，可以扩大环氧化和磺氧化过程的范围。在目前的工作中，我们研究了三种吡嗪桥联钼（0/VI）基配位网络固体用于烯烃的环氧化和硫化物的氧化。研究的材料为Mo基金属有机骨架(MOF)-Mo(CO)(pyz)·1/2pyz ()，其结构由堆叠的-Mo(CO)(pyz)配位层组成，立方相- Mo(CO)(pyz) () 具有由两个互穿配位网络组成的致密骨架，以及氧化钼-吡嗪杂化材料 [MoO(pyz)] () 其结构由 pyz 分子支撑的类钙钛矿 MoO 层组成。在 70°C 下环辛烯与丁基氢过氧化物 (TBHP) 的模型反应中，在 2 小时内获得环氧化物的定量产率，在 4 小时内获得环氧化物的定量产率，在 24 小时内获得环氧化物的定量产率。催化剂——进一步研究了其他烯烃的环氧化反应，包括生物烯烃-柠檬烯、油酸甲酯和亚油酸甲酯，并将反应范围扩大到包括硫化物的氧化。在
• Hydrolysis of mono- and diepoxyoctadecanoates by alumina
  作者：George J. Piazza、Alberto Nuñez、Thomas A. Foglia

  DOI：10.1007/s11746-003-0792-z

  日期：2003.9

  AbstractIn this study it is shown that the epoxide derivative of oleic acid, methyl 9,10‐epoxyoctadecanoate, is readily hydrolyzed to a diol when exposed to a commercial preparation of neutral alumina. Comparison of 1H and 13C NMR spectra of the diol with those of standards showed that the product was the threo isomer. When methyl 9, 10–12,13‐diepoxyocta‐decanoate was treated with alumina, a mixture of dihydroxy‐tetrahydrofuran regioisomers, methyl 9,12‐epoxy‐10,13‐dihydroxystearate and methyl 10,13‐epoxy‐9,12‐dihydroxystearate, was obtained. These results show that alumina is an unsuitable support for epoxidation catalysts. However, alumina‐catalyzed hydrolysis of fatty epoxides is an efficient way to synthesize polyhydroxy materials, and these materials are suitable for several industrial applications.