A Computational View of PATO and its Tautomers


TÜRKER B. L. , Bayar C. C.

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, cilt.638, ss.1316-1322, 2012 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 638 Konu: 9
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1002/zaac.201200230
  • Dergi Adı: ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
  • Sayfa Sayıları: ss.1316-1322

Özet

1, 2, 4-Triazole and 3-amino-1, 2, 4-triazole are useful starting materials for the synthesis of many 1, 2, 4-triazole-based explosives. Electronic properties and KamletJacobs detonation performances of PATO (3-picrylamino-1, 2, 4-triazole) (a relatively inexpensive, insensitive, and thermally stable explosive) and its 1, 3- and 1, 5- tautomers are investigated computationally using PM3, HF/6-31G(d, p), and B3LYP/6-31G(d, p) methods. The relationships between the thermodynamic and kinetic stabilities and the aromaticities are examined for all structures and their relative sensitivities are compared in terms of bond dissociation energies. The use of both PM3 and isodesmic methods in the calculation of heat of formation of PATO is discussed.