2104-19-0Relevant articles and documents
KOH-MeOH-MeCN-Et2O SYSTEM FOR THE PARTIAL HYDROLYSIS OF DICARBOXYLIC ACID DIESTERS
Zav'yalov, S. I.,Kravchenko, N. E.
, p. 1514 (1988)
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Biobased Aldehydes from Fatty Epoxides through Thermal Cleavage of β-Hydroxy Hydroperoxides**
De Dios Miguel, Thomas,Duc Vu, Nam,Lemaire, Marc,Duguet, Nicolas
, p. 379 - 386 (2020/11/30)
The ring-opening of epoxidized methyl oleate by aqueous H2O2 has been studied using tungsten and molybdenum catalysts to form the corresponding fatty β-hydroxy hydroperoxides. It was found that tungstic acid and phosphotungstic acid gave the highest selectivities (92–93 %) towards the formation of the desired products, thus limiting the formation of the corresponding fatty 1,2-diols. The optimized conditions were applied to a range of fatty epoxides to give the corresponding fatty β-hydroxy hydroperoxides with 30–80 % isolated yields (8 examples). These species were fully characterized by 1H and 13C NMR spectroscopy and HPLC-HRMS, and their stability was studied by differential scanning calorimetry. The thermal cleavage of the β-hydroxy hydroperoxide derived from methyl oleate was studied both in batch and flow conditions. It was found that the thermal cleavage in flow conditions gave the highest selectivity towards the formation of aldehydes with limited amounts of byproducts. The aldehydes were both formed with 68 % GC yield, and nonanal and methyl 9-oxononanoate were isolated with 57 and 55 % yield, respectively. Advantageously, the overall process does not require large excess of H2O2 and only generates water as a byproduct.
Method for synthesizing azelaic acid monomethyl ester by catalyzing epoxy methyl oleate through ionic liquid
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Paragraph 0033-0044, (2020/12/30)
The invention relates to a method for synthesizing azelaic acid monomethyl ester by catalyzing epoxy methyl oleate with ionic liquid, which comprises the following steps: dissolving 1-(3-sulfonic acid) propyl piperidine dodecaphosphomolybdic acid ionic liquid and a certain amount of hydrogen peroxide by using a derivative epoxy methyl oleate of biodiesel as a raw material, dropwisely adding epoxymethyl oleate and a hydrogen peroxide solution, controlling the temperature, and fully stirring, after the reaction is finished, and arranging an oil layer on an upper surface, wherein an aqueous solution is dark green, obvious in layering and easy to separate; and drying the separated oily substance, carrying out high-vacuum rectification, and collecting the distillate at the temperature of 210-220 DEG C and the vacuum degree of 6-10mmHg to obtain a azelaic acid monomethyl ester finished product with the mass fraction of more than 99.0%. The method has the characteristics of simple process, no addition of other solvents and phase transfer catalysts, environment-friendly oxidation mode, no pollution and high added value of the product. The method has high reaction yield, can obtain a largeamount of high-purity azelaic acid monomethyl ester, and is easy for industrial application.