Abstract
The polarographic reduction of the sydnoneimmonium cation (I) was investigated in the case of 3-β-phenylisopropylsydnoneimine hydrochloride (sydnophen). The effect of the pH, alcohol concentration, ionic strength, and surface-active substances was studied, and the electrolysis was carried out at a controllable potential under various conditions. The cyclic voltampefograms were recorded. A mechanism for the reduction of I is proposed. Cleavage of the ring of I in the near-electrode space is observed in unbuffered media. The first direct proof of the existence of the unstable sydnoneimine base was obtained.
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Literature cited
P. Zuman, Coll. Czech. Chem. Commun., 25, 3245 (1960).
P. Zuman, Coll. Czech. Chem. Commun., 25, 3252 (1960).
P. Zuman, Coll. Czech. Chem. Commun., 25, 3265 (1960).
S. G. Mairanovskii, L. E. Kholodov, and V. G. Yashunskii, Zh. Obshch. Khim., 33, 347 (1963).
R. A. Al'tshuler, O. N. Volzhina, F. Ya. Leibel'man, M. D. Mashkovskii, I. S. Slyusarenko, and V. G. Yashunskii, Khim.-Farmats. Zh., No. 4, 59 (1971).
L. E. Kholodov, V. G. Yashunskii, R. A. Al'tshuler, M. D. Mashkovskii, L. F. Roshchina, S. I. Shershneva, F. Ya. Leibel'man, O. N. Volzhina, L. Sh. Gorodetskii, and N. A. Petrova, Khim.-Farmats. Zh., No. 1, 50 (1973).
V. G. Yashunskii, L. E. Kholodov, and E. M. Peresleni, Zh. Obshch. Khim., 33, 3699 (1963).
L. E. Kholodov, E. V. Borisov, and V. G. Yashunskii, Khim. Geterotsikl. Soedin., 702 (1968).
S. G. Mairanovskii and V. P. Gul'tyai, Élektrokhimiya, 1, 76 (1965).
L. E. Kholodov, A. M. Khelem, and V. G. Yashunskii, Zh. Organ. Khim., 3, 1870 (1967).
S. G. Mairanovskii, Catalytic and Kinetic Waves in Polarography [in Russian], Nauka, Moscow (1966).
L. E. Kholodov and V. V. Alekseev, Zh. Fiz. Khim., 39, 1566 (1965).
L. G. Feoktistov and S. I. Zhdanov, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 45 (1963).
S. G. Mairanovskii and V. P. Gul'tyai, Zavod. Lab., 1070 (1972).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1042–1048, August, 1975.
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Kholodov, L.E., Kovalenko, T.A. & Polievktov, M.K. Investigation of the mechanism of the polarographic reduction of the sydnoneimmonium cation. Chem Heterocycl Compd 11, 909–914 (1975). https://doi.org/10.1007/BF00470488
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DOI: https://doi.org/10.1007/BF00470488