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Synthesis and properties of acetamidinium salts.

Jalový Z, Matyáš R, Ottis J, Růžička A, Simůnek P, Polášek M - Chem Cent J (2011)

Bottom Line: Acetamidines are starting materials for synthesizing many chemical substances, such as imidazoles, pyrimidines and triazines, which are further used for biochemically active compounds as well as energetic materials.The different values of hygroscopicity are corroborated by the structures determined by X-ray analysis.The acetamidinium salts with 2D layered structures (acetamidinium nitrate, formate, oxalate and dinitromethanide) show a lack of hygroscopicity, and the compounds with 3D type of structure (acetamidinium chloride, acetate, sulphate and perchlorate) and possessing rather large cavities are quite hygroscopic.

View Article: PubMed Central - HTML - PubMed

Affiliation: University of Pardubice, Faculty of Chemical Technology, Institute of Energetic Materials, Studentská 95, CZ-532 10 Pardubice, Czech Republic. zdenek.jalovy@upce.cz.

ABSTRACT

Background: Acetamidines are starting materials for synthesizing many chemical substances, such as imidazoles, pyrimidines and triazines, which are further used for biochemically active compounds as well as energetic materials. The aim of this study was to synthesise and characterise a range of acetamidinium salts in order to overcome the inconvenience connected with acetamidinium chloride, which is the only commercially available acetamidinium salt.

Results: Acetamidinium salts were synthesised and characterised by elemental analysis, mass spectrometry, NMR and - in the case of energetic salts - DTA. The structures of previously unknown acetamidinium salts were established by X-ray diffraction analysis. Hygroscopicities in 90% humidity of eight acetamidinium salts were evaluated.

Conclusions: The different values of hygroscopicity are corroborated by the structures determined by X-ray analysis. The acetamidinium salts with 2D layered structures (acetamidinium nitrate, formate, oxalate and dinitromethanide) show a lack of hygroscopicity, and the compounds with 3D type of structure (acetamidinium chloride, acetate, sulphate and perchlorate) and possessing rather large cavities are quite hygroscopic.

No MeSH data available.


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Figure 9: View of supramolecular architecture of 7.

Mentions: From a study of the above mentioned data and motifs, in combination with the data in Table 1 on the hygroscopicities of the compounds, it is clear that the compounds with layered 2D (counterions linked by H-bridges) structures (2, 4, 6, 7, and 11: for 7, see Figure 9) are not hygroscopic. On the other hand, the compounds that display 3D structures (1, 3, 5, and 8: for 8, see Figure 10) have rather high hygroscopicities. This is probably caused by an easier incorporation of water molecules into the larger cavities in the compounds with 3D structure, compared to the intercalation into the compounds with 2D structures.


Synthesis and properties of acetamidinium salts.

Jalový Z, Matyáš R, Ottis J, Růžička A, Simůnek P, Polášek M - Chem Cent J (2011)

View of supramolecular architecture of 7.
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3275501&req=5

Figure 9: View of supramolecular architecture of 7.
Mentions: From a study of the above mentioned data and motifs, in combination with the data in Table 1 on the hygroscopicities of the compounds, it is clear that the compounds with layered 2D (counterions linked by H-bridges) structures (2, 4, 6, 7, and 11: for 7, see Figure 9) are not hygroscopic. On the other hand, the compounds that display 3D structures (1, 3, 5, and 8: for 8, see Figure 10) have rather high hygroscopicities. This is probably caused by an easier incorporation of water molecules into the larger cavities in the compounds with 3D structure, compared to the intercalation into the compounds with 2D structures.

Bottom Line: Acetamidines are starting materials for synthesizing many chemical substances, such as imidazoles, pyrimidines and triazines, which are further used for biochemically active compounds as well as energetic materials.The different values of hygroscopicity are corroborated by the structures determined by X-ray analysis.The acetamidinium salts with 2D layered structures (acetamidinium nitrate, formate, oxalate and dinitromethanide) show a lack of hygroscopicity, and the compounds with 3D type of structure (acetamidinium chloride, acetate, sulphate and perchlorate) and possessing rather large cavities are quite hygroscopic.

View Article: PubMed Central - HTML - PubMed

Affiliation: University of Pardubice, Faculty of Chemical Technology, Institute of Energetic Materials, Studentská 95, CZ-532 10 Pardubice, Czech Republic. zdenek.jalovy@upce.cz.

ABSTRACT

Background: Acetamidines are starting materials for synthesizing many chemical substances, such as imidazoles, pyrimidines and triazines, which are further used for biochemically active compounds as well as energetic materials. The aim of this study was to synthesise and characterise a range of acetamidinium salts in order to overcome the inconvenience connected with acetamidinium chloride, which is the only commercially available acetamidinium salt.

Results: Acetamidinium salts were synthesised and characterised by elemental analysis, mass spectrometry, NMR and - in the case of energetic salts - DTA. The structures of previously unknown acetamidinium salts were established by X-ray diffraction analysis. Hygroscopicities in 90% humidity of eight acetamidinium salts were evaluated.

Conclusions: The different values of hygroscopicity are corroborated by the structures determined by X-ray analysis. The acetamidinium salts with 2D layered structures (acetamidinium nitrate, formate, oxalate and dinitromethanide) show a lack of hygroscopicity, and the compounds with 3D type of structure (acetamidinium chloride, acetate, sulphate and perchlorate) and possessing rather large cavities are quite hygroscopic.

No MeSH data available.


Related in: MedlinePlus