Though the use of informatics programs, at level of Molecular Mechanics and PM3 (semiempirical) programs four reactions involving bimolecular aromatic substitution are analyzed and their energetic and stereochemical results are compared with the average reaction rates of the experimental reactions. The energetic analysis approaches the free energies corresponding activation and enables us to determine a reactivity scale for the studied reactions as well as for the nucleophilic and electrophilic reactives relative scale involved in their first part. The energetic results are compared with the modeling determinations of the effect of the steric impediment related to the investigated reactives and intermediates. Results for these comparations are correlationed and interpreted using organic chemistry basic mechanism criteria.