Conclusions
-
1.
A method has been developed whereby dissociation constants of acids in nitromethane can be calculated from data obtained by potentiometric titrations with glass electrodes. A nitromethane solution of N,N′-diphenylguanidine served as the titrant.
-
2.
Discussion is given of the determination of the pKHA value of an acid in a nonaqueous medium, acid dissociation being masked by homoconjugation and partial salt dissociation.
-
3.
A method is proposed for determining pKHA(CH3NO2) values for substituted acetic acids. The values so obtained proved to be linearly dependent on the acid pKHA (CH3NO2) value and theσ * value for the substituent. The existence of such relationships is evidence of the differentiating effect of nitromethane on the acid strength.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
J. Lagovskii, Uspekhii Khimii,40, 1814 (1971).
V. V. Levin, E. A. Ovsoyan, and V. I. Ovchinnikov, Zh. Fiz. Khim.,45, 2355 (1971).
A. J. Parker, Uspekhi Khimii,32, 1270 (1963).
G. R. Haugen and H. L. Friedman, J. Phys. Chem.,72, 4549 (1968).
D. Wheland and J. Faar, J. Amer. Chem. Soc.,65, 1433 (1943).
R. C. Paul, R. Kaushal, and S. S. Pahil, J. Indian Chem. Soc.,42, 483 (1965).
R. C. Paul, R. Kaushal, and S. S. Pahil, J. Indian Chem. Soc.,44, 920 (1967).
C. R. Wright, D. M. Murray-Rust, and S. H. Hartley, J. Chem. Soc., 199 (1931).
E. I. Matrosov, A. G. Kozachenko, and M. L Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 313 (1976).
N. A. Izmailov, Electrochemistry of Solutions [in Russian], Izd. Kar'kovsk. Un-ta (1959).
K. M. Kolthoff and S. Bruckenstein, Treatise on Analytical Chemistry, I. M. Kolthoff and P. J. Elving (editors), Vol. 1, Wiley, New York (1959), Chap. 10, p. 1.
I. M. Kolthoff and M. K. Chantooni, J. Amer. Chem. Soc.,87, 4428 (1965).
A. P. Kreshkov, L. N. Bykova, and N. A. Kazaryan, Acid-Base Titrations in Nonaqueous Solutions [in Russian], Khimiya (1967).
I. M. Kolthoff and M. K. Chantooni, J. Anal. Chem.,39, 1081 (1967).
E. I. Matrosov, A. G. Kozachenko, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1470 (1976).
Z. Pawlak, Rocz. Chem.,46, 2069 (1972).
T. Jasinskii and Z. Pawlak, Rocz. Chem.,43, 133 (1969).
J. F. Coetzee and G. R. Padmanabhan, J. Phys. Chem.,66, 1708 (1962).
Handbook of Chemistry [in Russian], 2nd Ed., Vol. 3, Khimiya (1964), pp. 85–185.
T. A. Mastryukova and M. I. Kabachnik, Uspekhi Khimii,38, 1751 (1969).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1476–1480, July, 1976.
Rights and permissions
About this article
Cite this article
Kozachenko, A.G., Matrosov, E.I. & Kabachnik, M.I. Acid-base interactions in nitromethane. Russ Chem Bull 25, 1411–1414 (1976). https://doi.org/10.1007/BF00920807
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00920807