Desulfonation reaction

In organic chemistry, the desulfonation reaction is the hydrolysis of sulfonic acids:[1] The reaction applied to aryl and naphthylsulfonic acids.

[2] The temperature of desulfonation correlates with the ease of the sulfonation.

This reactivity is exploited in the regiospecific preparation of many di- and tri-substituted aromatic compounds.

The approach exploits the meta-directing effect of the sulfonic acid group.

2-Chlorotoluene for example can be prepared by chlorination of p-toluenesulfonic acid, followed by hydrolysis.