Hydrogen bonds in 1-acyl-1,2-dimethylhydrazines of fluorocarboxylic acids
- 17 Downloads
The molecules of 1-acetyl-, 1-trifluoroacetyl-, and 1-difluoroacetyl-1,2-dimethylhydrazines form hydrogen bonds, which remain in dilute solutions and, partly, in the gaseous state.
Associations in 1-acetyl-1,2-dimethylhydrazine are evidently realized with the participation both of the unshared electron pairs of the oxygen atom and of the nitrogen at position 2.
The introduction of fluorine atoms into the acyl fragment of the hydrazide molecule leads to the preferential formation of intermolecular hydrogen bonds of the N-H⋯N type.
The low probability of the formation of an intramolecular hydrogen bond of the N-H⋯ O=C type was demonstrated.
KeywordsOxygen Hydrogen Nitrogen Hydrogen Bond Oxygen Atom
Unable to display preview. Download preview PDF.
- 1.M. G. Voronkov, G. I. Sarapulova, N. N. Chipanina, E. N. Medvedeva, T. I. Yushmanova, V. A. Lopyrev, and Yu. L. Frolov, Izv. Akad. Nauk SSSR, Ser. Khim.,1980, 2739.Google Scholar
- 2.P. Rademacher, Angew. Chem.,85, 410 (1973).Google Scholar
- 3.I. P. Bezhan, V. A. Khrustalev, and K. N. Zelenin, Zh. Org. Khim.,14, 754 (1978).Google Scholar
- 4.E. V. Titov, Thesis, Kiev (1973).Google Scholar
- 5.A. I. Kitaigorodskii, P. M. Zorskii, and V. K. Bel'skii, Structure of Organic Material [in Russian], Nauka, Moscow (1980).Google Scholar
- 6.I. D. Kalikhman, E. N. Medvedeva, P. V. Makerov, and V. A. Lopyrev, Izv. Akad. Nauk SSSR, Ser. Khim.,1980, 2662.Google Scholar
- 7.I. A. Koppel' and A. I. Payu, General Basicity Parameters of Solvents. Reactivity of Organic Compounds [in Russian], Vol. 11 (1974), p. 121.Google Scholar
- 8.R. L. Hinman, J. Am. Chem. Soc.,78, 1645 (1956).Google Scholar