Treating benzene with fuming sulfuric acid yields benzenesulfonic acid, which is formed by the following reaction: The

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Treating benzene with fuming sulfuric acid yields benzenesulfonic acid, which is formed by the following reaction:

+ SO3 conc. HSO4 SOH Benzenesulfonic acid

The SO3 that participates in the reaction above is formed by the reaction of sulfuric acid molecules:

2 HSO4 SO3 + HSO4 + H3O+

The reaction of benzene and SO3 to give benzenesulfonic acid involves the following elementary processes. SO3 acts as an electrophile in a reaction with benzene, forming an arenium ion. A proton is then transferred from the arenium ion to HSO4, forming the benzenesulfonate ion, C6H5SO3, and H2SO4. Finally, C6H5SO3– is protonated by H3O+ to give benzenesulfonic acid and a water molecule. Write balanced chemical equations for these elementary processes, using curved arrows to show the movement of electrons.

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General Chemistry Principles And Modern Applications

ISBN: 9780132931281

11th Edition

Authors: Ralph Petrucci, Jeffry Madura, F. Herring, Carey Bissonnette

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