AbstractRecently assigned numerical expressions to qualitative benzenoid formulas of Clar have transformed Clar's theory into a quantitative model that allowed a structural characterization of aromaticity in benzenoid polycyclic hydrocarbons and construction of aromaticity maps for benzenoid polycyclic hydrocarbons. The key structural elements of the novel quantitative aromatic sextet theory of Clar are (1) Kekulé valence structures, (2) Pauling bond orders, and (3) Clar's aromatic sextet benzenoid rings. In the present contribution we go beyond Clar and consider local aromaticities of benzenoid rings in benzenoid polycyclic hydrocarbons. We have characterized each benzenoid ring by two descriptors: (1) their content of C = C bonds in the set of Kekulé valence structures, which is reflected in the ring bond orders, and by (2) the variations of CC bond orders within rings, which are zero for benzene. This allows us to introduce for any set of benzenoid hydrocarbons local aromaticity map, which allows one to graphically view similarities and dissimilarities of local aromaticity of different benzenoid rings. For such map, one can calculate the “distance” of each ring from the benzene, with coordinates (3.00, 0) for benzene RBO and variations in CC bonds, respectively. We show that the central ring in peropyrene is visibly less aromatic that the terminal sextets, as has been claimed by Gutman and Agranat, and similarly we show that the central ring of anthracene is unexpectedly more aromatic than the terminal rings, in having greater similarity in bond lengths to benzene ring than the terminal rings. This suggests limitations of the assumption of the Clar model that migrating sextets have equal local aromaticities. Finally, we examined a pair of non benzenoid hydrocarbons related to peropyrene, built from terminal benzenoid rings and naphthalene fragments. Surprisingly, we have found the terminal benzene rings in the two non benzenoid compounds to have unusually high ring bond orders, approaching that of benzene.