Nitration equilibrium in the glycerol-aqueous-nitric-acid system 3. PMR parameters, conformational structure, and main properties of glycerol and its nitrates

Autor: G. V. Lagodzinskaya, Yu. I. Rubtsov, A. M. Korolev, N. G. Yunda, A. I. Kazakov, G. B. Manelis, L. T. Eremenko
Rok vydání: 1991
Předmět:
Zdroj: Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 40:325-332
ISSN: 1573-9171
0568-5230
DOI: 10.1007/bf00965425
Popis: Studies of PMR spectra at a frequency of 294 MHz for glycerol, and its mono-, di-, and trinitrates have been carried out in aqueous solutions of nitric and sulfuric acids and in deuteroacetonitrile. The conformational composition weakly depends on the medium, temperature, and the number of nitrate groups in the molecule. Conformers with CH2 and OH (or ONO2) located in a trans position have a certain preference. The basicity parameters pKBH+ and Φe and semiprotonation points of glycerol (separately for primary and secondary hydroxyl) and glycerol dinitrates have been determined. In these properties glycerol and its dinitrates are similar to monatomic alcohols. Acidity functions of solutions of sulfuric and nitric acids were calculated using glycerol and glycerol dinitrates as indicators. Unlike Hammett bases, alcohols in H2O-H2SO4 and H2O-HNO3 systems of identical molar composition are protonated practically identically.
Databáze: OpenAIRE
Externí odkaz: