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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.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Lipkind, Dmitry Rath, Nigam P. Chickos, James S. Pozdeev, Vasiliy A. Verevkin, Sergey P. |
| Copyright Year | 2011 |
| Abstract | 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. |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/jp2041857 |
| PubMed reference number | 21648413 |
| Journal | Medline |
| Volume Number | 115 |
| Issue Number | 27 |
| Alternate Webpage(s) | http://www.umsl.edu/~chickosj/JSCPUBS/11-49.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/jp2041857 |
| Journal | The journal of physical chemistry. B |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
