121348-86-5Relevant articles and documents
A transesterification-acetalization catalytic tandem process for the functionalization of glycerol: The pivotal role of isopropenyl acetate
Calmanti, Roberto,Perosa, Alvise,Rigo, Davide,Selva, Maurizio
, p. 5487 - 5496 (2020/09/23)
At 30 °C, in the presence of Amberlyst-15 as a catalyst, a tandem sequence was implemented by which a pool of innocuous reactants (isopropenyl acetate, acetic acid and acetone) allowed upgrading of glycerol through selective acetylation and acetalization processes. The study provided evidence for the occurrence of multiple concomitant reactions. Isopropenyl acetate acted as a transesterification agent to provide glyceryl esters, and it was concurrently subjected to an acidolysis reaction promoted by AcOH. Both these transformations co-generated acetone which converted glycerol into the corresponding acetals, while acidolysis sourced also acetic anhydride that acted as an acetylation reactant. However, tuning of conditions, mostly by changing the reactant molar ratio and optimizing the reaction time, was successful to steer the set of all reactions towards the synthesis of either a 1?:?1 mixture of acetal acetates (97% of which was solketal acetate) and triacetin, or acetal acetates in up to 91% yield, at complete conversion of glycerol. To the best of our knowledge, a one-pot protocol with such a degree of control on the functionalization of glycerol via transesterification and acetalization reactions has not been previously reported. The procedure was also easily reproduced on a gram scale, thereby proving its efficiency for preparative purposes. Finally, the design of experiments with isotopically labelled reagents, particularly d4-acetic acid and d6-acetone, helped to estimate the contribution of different reaction partners (iPAc/AcOH/acetone) to the formation of final products. This journal is
Method for synthesizing acetone ketal glycerinum acetate from glycerinum
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Paragraph 0018, (2019/12/25)
The invention discloses a method for synthesizing acetone ketal glycerinum acetate from glycerinum. The method comprises the following steps: firstly, putting acetone and a biodiesel byproduct, namelyglycerinum, into a condensation kettle, performing a condensation reaction in the presence of a catalyst A, and performing extraction and distillation after the reaction so as to obtain acetone ketalglycerinum; putting the acetone ketal glycerinum into a reaction/azeotropic distillation device, performing an ester exchange reaction with acetate in the presence of a catalyst B, and performing aftertreatment, so as to obtain a target product, namely the acetone ketal glycerinum acetate. Through condensation and ester exchange reactions, the biodiesel byproduct, namely the glycerinum, is converted into the acetone ketal glycerinum acetate which can be used as a fuel additive, separation is simple, the yield is high, the preparation process is simple, the catalyst is small in equipment corrosion, environment pollution caused by glycerinum wastes can be avoided, the environment can be protected, meanwhile, additional values of products can be increased, and development of the biodiesel industry can be facilitated.
Pheromone synthesis. Part 255: Synthesis and GC-MS analysis of pheromonal triacylglycerols of male Drosophila fruit flies
Mori, Kenji
, p. 5752 - 5762 (2015/03/30)
Pheromonal triacylglycerols and their analogs, 1A, 1B, 2A, 2B, 3A, 3B, and 3C, of male Drosophila fruit flies were synthesized and analyzed by GC-MS. Their GC retention times were found to be a reliable measure to analyze and identify these triacylglycerols with acetyl, oleoyl and tigloyl groups, although the stereo- and regioisomers of 1 (1A and 1B), 2 (2A and 2B), and 3 (3A, 3B, and 3C) could not be distinguished from each other by MS alone.
