Conclusions
-
1.
The dipole moments of phenyl and methylphenylhydrazones of a number of aldehydes and ketones, as well as benzeneazomethane and acetone hydrazone, were measured and calculated.
-
2.
The hydrazone structure of all the compounds studied was confirmed, and the absence of tautomeric conversions of the phenylhydrazones in benzene solution was established.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
P. C. Freer, Liebigs Ann. Chem.,283, 391 (1894); Ber.,30, 736 (1897).
E. C. Baly and W. B. Tuck, J. Chem. Soc.,89, 982 (1906).
K. Auwers and H. Wunderling, Ber.,64, 2748 (1931).
M. P. Grammaticalis, Bull. Soc. Chim., 7-e,14, 438 (1947).
A. E. Arbuzoc and Yu. P. Kitaev, Dokl. AN SSSR,113, 577 (1957).
Yu. P. Kitaev and T. V. Troepol'skaya, Izc. AN SSSR, Otd. Khim. N.,1963, 454.
R. O'Connor, J. Organ, Chem.,26, 4375 (1961).
G. I. Karabatsos and R. A. Taller, J. Amer. Chem. Soc.,85, 3624 (1963).
C. P. Smyth, J. Amer. Chem. Soc.,60, 183 (1938).
L. E. Sutton, Trans, Faraday Soc.,30, 789 (1934).
N. V. Sidgwick, L. E. Sutton, and W. Thomas, J. Chem. Soc.,1933, 406.
V. de Gaouck and R. J. W. Le Févre, J. Chem. Soc.,1938, 741.
K. B.Everard and L. E. Sutton, J. Chem. Soc.,1949, 2318.
A. J. Petro, J. Amer. Chem. Soc.,80, 4230 (1958).
H. Ulich, H. Peisker, and L. F. Andrieth, Ber.,68, 1677 (1935).
R. R. Shagidullin, F. K. Sattarova, T. V. Troepol'skaya, and Yu. P. Kitaev, Izv. AN SSSR, Otd. Khim. N.,1963, 473.
R. Sh. Nigiatullin, M. R. Vyaselov, and V. S. Shatunov, Zavodsk. Laborat.,30, 500 (1964).
E. A. Guggenheim and J. Prue, Physicochemical Calculations [Russian translation], IL, Moscow (1958).
O. A. Osipov, V. I. Minkin, and Yu. B. Kletenik, Handbook of Dipole Moments [in Russian], Izd. Rostovskogo Univ., (1961).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2086–2090, December, 1966.
Rights and permissions
About this article
Cite this article
Kitaev, Y.P., Flegontov, S.A. & Troepol'skaya, T.V. Tautomerism and geometrical isomerism of nitrogen-containing derivatives of carbonyl compounds Communication 14. Dipole moments and structure of phenylhydrazones of certain aldehydes and ketones. Russ Chem Bull 15, 2023–2026 (1966). https://doi.org/10.1007/BF00867691
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00867691