NН-acidity of substituted trichlorethyl acetamides in dimethyl sulfoxide
https://doi.org/.org/10.21285/2227-2925-2019-9-1-36-43
Abstract
In this work, we synthesized a series of N-(2,2,2-trichloroethyl) amides with the general formula of RCONHCH (R´) CCl3 (where R = CH3, CH2Cl; R´ = C6H5, C6H4CH3, C6H4OCH3, C6H4OH) and investigated their acid/base properties in dimethyl sulfoxide (DMSO). For the first time, the curves and constants for the NH-acidity of the acetamides have been drawn using titration data. Under the potentiometric titration of the acetamides, curves with a pronounced jump in the potential of the indicator electrode were obtained in all the studied cases. The NH-acidity of the acetamides under study is shown to depend on the polar effects of substituents. The possibility of quantitative potentiometric analysis of individual acetamides, as well as double and ternary mixtures under their joint presence with sulfonamides in DMSO, was established. The metrological characteristics of the results obtained during a potentiometric determination of the constants under consideration were evaluated. These characteristics are demonstrated to possess a fairly high laboratory precision, with the coefficient of variation ranging from 0,04% to 0,52%. The obtained results were verified using the “introduced-found” method.
About the Authors
A. S. Plotnikova
Irkutsk State University
Russian Federation
Russian Federation
G. B. Nedvetskaya
Irkutsk State University
Russian Federation
Russian Federation
Y. A. Aizina
Irkutsk National Research Technical University; A.E. Favorsky Irkutsk Institute of Chemistry, SB RAS
Russian Federation
Russian Federation
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Review
For citations:
Plotnikova A.S., Nedvetskaya G.B., Aizina Y.A. NН-acidity of substituted trichlorethyl acetamides in dimethyl sulfoxide. Proceedings of Universities. Applied Chemistry and Biotechnology. 2019;9(1):36-43. (In Russ.) https://doi.org/.org/10.21285/2227-2925-2019-9-1-36-43
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