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The reaction is used for the transfer of methyl and ethyl groups between benzene rings. This is of particular value in the petrochemical industry [1] to manufacture p-xylene, styrene, [2] and other aromatic compounds. Motivation for using transalkylation reactions is based on a difference in production and demand for benzene, toluene, and xylenes.
Gattermann-Koch reaction: named after German chemists Ludwig Gattermann and Julius Arnold Koch, the Gattermann-Koch reaction is a catalyzed formylation of alkylbenzenes with carbon monoxide and hydrochloric acid. [5] Alkylbenzene sulfonation reaction: electrophilic addition of a sulfonic acid group onto the aromatic ring. [4]
Toluene is also found in cigarette smoke and car exhaust. If not in contact with air, toluene can remain unchanged in soil or water for a long time. [39] Toluene is a common solvent, e.g. for paints, paint thinners, silicone sealants, [40] many chemical reactants, rubber, printing ink, adhesives (glues), lacquers, leather tanners, and ...
Structures of the three isomers of tolyl group. In organic chemistry, tolyl groups are functional groups related to toluene. [1] They have the general formula CH 3 C 6 H 4 −R, the change of the relative position of the methyl and the R substituent on the aromatic ring can generate three possible structural isomers 1,2 (ortho), 1,3 (meta), and 1,4 (para).
The overall reaction mechanism, denoted by the Hughes–Ingold mechanistic symbol S E Ar, [3] begins with the aromatic ring attacking the electrophile E + (2a). This step leads to the formation of a positively charged and delocalized cyclohexadienyl cation, also known as an arenium ion, Wheland intermediate, or arene σ-complex (2b).
Aromatization is a chemical reaction in which an aromatic system is formed from a single nonaromatic precursor. Typically aromatization is achieved by dehydrogenation of existing cyclic compounds, illustrated by the conversion of cyclohexane into benzene.
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The reaction is performed in aprotic solvents with a high boiling point, such as benzene and toluene, in an oxygen-free atmosphere (as even traces of oxygen interfere with the reaction path and reduce the yield). Protic solvents effect the Bouveault-Blanc ester reduction rather than condensation