NDLI: Aromatic sulfonation with sulfur trioxide: mechanism and kinetic model

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Aromatic sulfonation with sulfur trioxide: mechanism and kinetic model

Content Provider	Royal Society of Chemistry (RSC)
Author	Assche, Guy Van Geerlings, Paul Deraet, Xavier Proft, Frank De Moors, Samuel L. C.
Copyright Year	2017
Abstract	Electrophilic aromatic sulfonation of benzene with sulfur trioxide is studied with ab initio molecular dynamics simulations in gas phase, and in explicit noncomplexing (CCl3F) and complexing (CH3NO2) solvent models. We investigate different possible reaction pathways, the number of SO3 molecules participating in the reaction, and the influence of the solvent. Our simulations confirm the existence of a low-energy concerted pathway with formation of a cyclic transition state with two SO3 molecules. Based on the simulation results, we propose a sequence of elementary reaction steps and a kinetic model compatible with experimental data. Furthermore, a new alternative reaction pathway is proposed in complexing solvent, involving two SO3 and one CH3NO2.
Starting Page	680
Ending Page	688
Page Count	9
File Format	HTM / HTML PDF
ISSN	20416520
Volume Number	8
Issue Number	1
Journal	Chemical Science
DOI	10.1039/c6sc03500k
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Ab initio Solvent models Benzene Elementary reaction Aromatic sulfonation Molecular dynamics Sulfur trioxide Solvent
Content Type	Text
Resource Type	Article
Subject	Chemistry

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