The FT-IR (in carbon tetrachloride) and <sup>13</sup>C-NMR (in deuterochloroform) spectra of six <i>p</i>-substituted aniline derivatives, as reference compounds, and nine 1-<i>p</i>-aminophenyl-azoles and benzazoles were recorded. The measured spectral parameters from FT-IR were symmetric, <i>v<sub>3</sub></i>(NH<sub>2</sub>), and antisymmetric, <i>v</i><sub>as</sub>(NH<sub>2</sub>), stretching fundamentals and their band intensity ratio, <i>A</i>(v<sub>as</sub>)/<i>A</i>(<i>v</i><sub>s</sub>), while the corresponding <sup>13</sup>C-NMR parameters were C-1 to C-4 chemical shifts of 1-<i>p</i>-aminophenyl carbons. Different IR and <sup>13</sup>C-NMR spectral parameters and Hammett constants σ<sub>p</sub> (or σ<sub>p</sub><sup>-</sup>) were correlated, and statistic analysis of the results permitted an estimation of σ<sub>p</sub> values of the nine (azol-1-yl) substituents. An empirical equation to calculate the Hammett constants of new azoles and benzazoles is proposed.
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