• DOI:10.1021/jp2041857
• Corpus ID: 9259762

The vaporization enthalpies of 2- and 4-(N,N-dimethylamino)pyridine, 1,5-diazabicyclo[4.3.0]non-5-ene, 1,8-diazabicyclo[5.4.0]undec-7-ene, imidazo[1,2-a]pyridine and 1,2,4-triazolo[1,5-a]pyrimidine by correlation-gas chromatography.

@article{Lipkind2011TheVE,
  title={The vaporization enthalpies of 2- and 4-(N,N-dimethylamino)pyridine, 1,5-diazabicyclo[4.3.0]non-5-ene, 1,8-diazabicyclo[5.4.0]undec-7-ene, imidazo[1,2-a]pyridine and 1,2,4-triazolo[1,5-a]pyrimidine by correlation-gas chromatography.},
  author={Dmitry Lipkind and Nigam P. Rath and James S. Chickos and Vasiliy A. Pozdeev and Sergey P. Verevkin},
  journal={The journal of physical chemistry. B},
  year={2011},
  volume={115 27},
  pages={
          8785-96
        }
}

• Dmitry Lipkind, N. Rath, +2 authors S. Verevkin
• Published 20 June 2011
• Chemistry
• The journal of physical chemistry. B

The vaporization enthalpies of a series of heterocyclic compounds some suspected of showing evidence of a higher degree of self-association in comparison to many other nitrogen heterocycles have been measured both by correlation gas chromatography (CGC) and for comparison by transpiration. The compounds share some structural similarities. They include 2- and 4-(N,N-dimethylamino)pyridine, 1,5-diazabicyclo[4.3.0]non-5-ene, 1,8-diazabicyclo[5.4.0]undec-7-ene, 1,2,4-triazolo[1,5-a]pyrimidine and imidazo[1,2-a]pyridine. The vaporization enthalpies of the first three of the compounds are well reproduced by a standard series of reference compounds, mainly pyridine derivatives. The latter two compounds and 4-(N,N-dimethylamino)pyridine exhibit vaporization enthalpies approximately 7 kJ·mol(-1) larger. Their values are reproduced by using standards previously shown to exhibit stronger but similar self-association properties. The crystal structure of 1,2,4-triazolo[1,5-a]pyrimidine has been determined in an effort to understand the nature of the self-association. The molecule crystallizes in planar stacks slightly offset with a stacking distance of 3.24 Å.