Energetics of 1-(aminophenyl)pyrroles: A joint calorimetric and computational study

Abstract

Abstract Static bomb calorimetry and the Knudsen effusion mass-loss technique were used to derive, respectively, the standard (p° = 0.1 MPa) molar enthalpy of formation, in the crystalline phase, Δ f H m ∘ ( cr ) , and the standard molar enthalpy of sublimation, at T = 298.15 K, Δ cr g H m ∘ , of 1-(2-aminophenyl)pyrrole. These experiments allowed the determination of its standard (p° = 0.1 MPa) molar enthalpy of formation, in the gaseous phase, Δ f H m ∘ ( g ) , at T = 298.15 K, as (224.1 ± 2.4) kJ · mol−1. The gas-phase enthalpy of formation of 1-(2-aminophenyl)pyrrole was also estimated by G3(MP2)//B3LYP calculations, which were further extended to the (aminophenyl)pyrroles that were not studied experimentally. Experimental and theoretical results are in very good agreement.