5303-25-3Relevant articles and documents
Efficient greener methodology for the preparation of bio-based phase change materials from lipids
Y?ld?r?m, Ayhan,K?raylar, Kaan
, p. 407 - 413 (2020/11/19)
In the present work, a new, highly efficient and simple strategy has been developed for the synthesis of long chain esters from fatty acids and fatty alcohols as phase change materials. Equivalent amounts of the selected starting compounds were taken to the esterification reaction at 110 °C in a solventless medium. In order to catalyze the esterification reaction, non-hygroscopic triphenylphosphine-sulfur trioxide adduct was used (0.83 mmol%) which is an easily accessible compound. The relevant reaction was completed in a very short time (2 h) and under optimized esterification conditions, excellent conversion were reached. The targeted mono ester compounds (15 examples) were obtained in good to excellent yields even after a simple crystallization step (72-99%). Additionally, a catalyst reuse investigation and study covering the scale-up production of stearyl stearate was also carried out. The triphenylphosphine-sulfur trioxide catalyzed solvent free process can compete with existing processes and proved to be a cheaper, practical and environmentally-friendly method for the esterification of fatty acids and alcohols.
Phosphorus oxychloride as an efficient coupling reagent for the synthesis of esters, amides and peptides under mild conditions
Chen, Hu,Xu, Xunfu,Liu, Liu,Tang, Guo,Zhao, Yufen
, p. 16247 - 16250 (2013/09/23)
A mild method is described for the conversion of carboxylic acids into esters, amides, as well as peptides without racemization through carboxyl activation by the reagent combination of POCl3 and DMAP. Long chain alcohols could be converted to the corresponding ester in good yields. 31P NMR spectrum was used to detect phosphorus-containing intermediates in ongoing reactions directly, and a possible mechanism has been proposed based on these results. The Royal Society of Chemistry 2013.
PROCESS FOR PRODUCING CARBOXYLIC ACID ESTER AND ESTERIFICATION CATALYST
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Page/Page column 12-13, (2008/06/13)
A process for carboxylic acid ester production by which a carboxylic acid ester comprising an alcohol and a carboxylic acid each having 10 or more carbon atoms can be produced in a high yield. The catalyst used can be reused. The process generates a small amount of wastes and is less apt to pose an environmental problem. Also provided is an esterification catalyst usable in the process. In the esterification of a C10 or higher carboxylic acid and a C10 or higher alcohol, use is made, as a catalyst, of a hydrate of a salt of at least one metal selected among aluminum, gallium, indium, iron, cobalt, nickel, zinc, zirconium, hafnium, and niobium.
Dehydration reactions in water. Bronsted acid-surfactant-combined catalyst for ester, ether, thioether, and dithioacetal formation in water
Manabe, Kei,Iimura, Shinya,Sun, Xiang-Min,Kobayashi, Shu
, p. 11971 - 11978 (2007/10/03)
Dehydration reactions in water have been realized by a surfactant-type catalyst, dodecylbenzenesulfonic acid (DBSA). These reactions include dehydrative esterification, etherification, thioetherification, and dithioacetalization. In these reactions, DBSA and substrates form emulsion droplets whose interior is hydrophobic enough to exclude water molecules generated during the reactions. Detailed studies on the esterification revealed that the yields of esters were affected by temperature, amounts of DBSA used, and the substrates. Esters were obtained in high yields for highly hydrophobic substrates. On the basis of the difference in hydrophobicity of the substrates, unique selective esterification and etherification in water were attained. Furthermore, chemospecific, three-component reactions under DBSA-catalyzed conditions were also found to proceed smoothly. This work not only may lead to environmentally benign systems but also will provide a new aspect of organic chemistry in water.
