2023
DOI: 10.1039/d2gc04400e
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Highly selective cross ketonization of renewable acids over magnesium oxide

Abstract: The rising demand for linear alkylbenzene surfactants (LAS) poses an environmental threat as LAS are industrially produced from petroleum using corrosive acid catalysts. Cross ketonization is a promising route of...

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Cited by 7 publications
(5 citation statements)
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“…Specifically, due to the strong basicity of MgO, bulk acetate reaction intermediates form on the catalyst in self-ketonization reactions with carboxylic acids, lowering the yield compared to conversion, as detailed in previous work. 24,45 Notably, complexes at lower temperatures form more rapidly than ketonization. These complexes decompose to ketones at higher temperatures or longer reaction times.…”
Section: Resultsmentioning
confidence: 99%
“…Specifically, due to the strong basicity of MgO, bulk acetate reaction intermediates form on the catalyst in self-ketonization reactions with carboxylic acids, lowering the yield compared to conversion, as detailed in previous work. 24,45 Notably, complexes at lower temperatures form more rapidly than ketonization. These complexes decompose to ketones at higher temperatures or longer reaction times.…”
Section: Resultsmentioning
confidence: 99%
“…Experimental methods are detailed in section S5 of the ESI † and are the same as used in prior work. 61 Effluent analysis with the GCMS reveals in the liquid phase 2-dodecanoyl furan (Dod), 12-tricosanone (Tri), and furan (F). Prior work identified carbon dioxide (CO 2 ) and water (H 2 O) as additional products.…”
Section: The Initial Experiments and Rng Constructionmentioning
confidence: 99%
“…Despite the different target products and reactor configurations, the performances of the recently reported liquid- phase process for the production of 2-dodecanoyl furan by means of the cross-ketonization of furoic acid with lauric acid were added to the comparison as well, because it provides an example of cross ketonization with furoic acid and fatty acids. 27,28 To the best of our knowledge, only one continuous gas-phase process has been proposed so far in the literature for the production of AF: 64 it involves the use of zeolites as catalysts for the acylation of F with AAN, and it is outperformed by our method both in terms of selectivity and STY. On the other hand, the STY calculated for most liquid-phase batch processes reported in the literature are higher than ours.…”
Section: Optimization Of Reaction Conditions and Synthesis Of Other A...mentioning
confidence: 99%
“…26 On the other hand, a liquid-phase process for the production of 2-dodecanoyl furan (a valuable precursor of bio-based surfactants) by means of the cross-ketonization of furoic acid with lauric acid was recently reported. 27,28 The main hurdle limiting the widespread application of this synthetic approach is that the cross-ketonization between two non-identical acids usually competes with the unwanted coupling of each reactant with itself (the so-called "homo-ketonization"), resulting in unsatisfactory selectivities, as shown in Fig. 1.…”
Section: Introductionmentioning
confidence: 99%