EventsThe 13th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-13-00148
This submission belongs to the session g. Computational Chemistry of the event The 13th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Oct, 2009
Citation
E. Lukevics, L. Leite, D. Jansone, K. Edolfa, I. Liepina, V. Stonkus, Mendel Fleisher, Theoretical study of the ketonization reaction mechanism of acetic acid over SiO₂, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00148
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Theoretical study of the ketonization reaction mechanism of acetic acid over SiO2

E. Lukevics 1
L. Leite 1
D. Jansone 1
K. Edolfa 1
I. Liepina 1
V. Stonkus 1
Mendel Fleisher 1
1. Latvian Institute of Organic Synthesis, 21 Aizkraukles Street, Riga LV1006, Latvia
Abstract
The mechanism of ketonization of acetic acid over SiO2 was investigated by semiempirical quantum chemical AM1 method using the cluster approach. It has been found that the adjacent acid-base pair of the catalytic sites provokes dissociative adsorption of the acetic acid molecules resulting in the formation of surface carboxylate species. The adsorption process proceeds spontaneously. After blocking the acid-base pairs of catalyst, the new portions of acetic acid molecules interact with active species in the gas phase, converting into acyl cations. The adsorbed carboxylate species is attacked from the methyl group side by the acyl cation resulting in the formation of an acetone molecule and CO2 by bimolecular electrophilic substitution reaction.
Keywords
Ketonization
Acetic acid
SiO2
AM1
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