Abstract
AbstractThe kinetic isotope effect of hydrogen for sulfonation with sulfur trioxide has been determined at 25.0° in a competitive study, using hexadeuterated and ordinary benzene, as kH/kD = 1.14 ± 0.06. Hydrogen exchange between benzene and benzenesulfonic acid is relativelys slow under these conditions and does not interfere with the determination of the isotope effect.Diphenylsulfone was found as a by‐product in the sulfonation reaction. The kinetic isotope effect for the sulfonylation of benzene at 25.0° was found to be kH/kD = 0.86 ± 0.06.It is proposed that the hydrogen exchange between benzene and anhydrous benzenesulfonic acid proceeds according to a SE‐2 type of mechanism.
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