A joint experimental and computational investigation on the thermochemistry of (nitrophenyl)pyrroles

Assessment of Gaussian-4 theory for the computation of enthalpies of formation of large organic molecules

“…As mentioned above, in the test set [4] the appreciable deviations, 10.4 and -7.9 kJ/mol, were obtained for pyrimidine and pyrazine. In this work the similar discrepancies are observed for some derivatives of pyrimidine and pyrazine (40,41,43,45), whereas the deviations are insignificant for others (39,42,44) and for other sixmembered ring with two nitrogen atoms (38). To clarify these deviations, the additional comparison with experimental data should be made for six-membered nitrogen heterocyclic compounds.…”

A calorimetric and computational study of the thermochemistry of halogenated 1-phenylpyrrole derivatives

“…The equations obtained for the fluorine (8), chlorine (9), and iodine (10) For each compound studied, a value of À50 J Á K À1 Á mol À1 for the D g cr C p;m was considered [62]; this value has already been used in previous works devoted to other organic compounds [18,19,[21][22][23][63][64][65][66][67][68][69][70][71][72].…”

“…As a continuation of our systematic experimental and computational study on the thermochemistry of pyrrole derivatives [18][19][20][21][22][23] and aiming for a better knowledge of the energetic effects of the substitution of several functional groups in this nitrogen aromatic ring, we extend, in this paper, our study to the halogenated 1-phenylpyrrole derivatives (figure 1). The standard (p ¼ 0:1 MPa) molar enthalpies of formation, in the crystalline phase, at T = 298.15 K, of the 1-(4-fluorophenyl)pyrrole, 1-(4-chlorophenyl)pyrrole, and 1-(4-iodophenyl)pyrrole, derived from the standard molar energies of combustion, in oxygen, measured by rotating-bomb combustion calorimetry and the respective standard molar enthalpies of sublimation, determined by the Knudsen mass-loss effusion technique, at T = 298.…”

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

“…By fitting the experimental data to the integrated form of this equation, ln(p/Pa) = a À b Á (T/K) À1 , the standard molar enthalpy of sublimation of 1-(2-aminophenyl)pyrrole, at the mean temperature of For 1-(2-aminophenyl)pyrrole, the value of D g cr C p;m considered was À50 J Á K À1 Á mol À1 [34], a value that has already been used in previous papers of other pyrrole derivatives [1,[3][4][5][6][7][8]. The standard molar enthalpy, D g cr H m , entropy, D g cr S m , and Gibbs energy of sublimation, D g cr G m , at T = 298.15 K , are presented in table 5.…”

“…Among these nitrogen heterocyclic compounds studied are acetylpyrroles and their derivatives [1][2][3], pyrrolecarboxylic acids [4], and phenylpyrrole derivatives [5][6][7][8]. Following the same line of investigation, we have studied now the energetics of (aminophenyl)pyrroles, whose structural formulae are depicted in figure 1.…”