A Computational View of PATO and its Tautomers


TÜRKER B. L. , Bayar C. C.

ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, vol.638, no.9, pp.1316-1322, 2012 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 638 Issue: 9
  • Publication Date: 2012
  • Doi Number: 10.1002/zaac.201200230
  • Title of Journal : ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
  • Page Numbers: pp.1316-1322

Abstract

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.