Conclusions
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1.
A study of the polarographic behavior of methylnltrolic, ethylnitrolic, and cyanomethylnitrolic acids has shown that: a) reduction is a two-step process in solutions with low proton-donor capacity, the first of these steps corresponding to reversible one-electron transfer; b) the first step in reduction in acidic solution involves a four-electron transfer with the formation of a nitrolic acid oxime.
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2.
A mechanism for nitrolic acid reduction, applicable in both acid and alkaline solutions, has been proposed.
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Literature cited
V. A. Petrosyan, V. V. Paramonov, V. I. Slovetskii, and A. A. Fainzil'berg, Izv. Akad. Nauk SSSR, Ser. Khim., 2252 (1977).
S. G. Mairanovskii, V. A. Petrosyan, V. I. Slovetskii, and A. A. Fainzil'berg, Izv. Akad. Nauk SSSR, Ser. Khim., 2390 (1969).
M. Masui and H. Sayo, J. Chem. Soc. 5325 (1961).
I. P. Ryvkina, L. N. Nekrasov, V. A. Petrosyan, and V. I. Slovetskii, Dokl. Akad. Nauk SSSR,220, 1339 (1975).
J. Armand and P. Souchay, Chim. Anal.,44, 239 (1962).
S. S. Novikov, V. I. Slovetskii, S. A. Shevelev, and A. A. Fainzil'berg, Izv. Akad. Nauk SSSR, ad. Khim. Nauk, 598 (1962).
V. Meyer and E. J. Constam, Liebigs Ann. Chem.,214, 329 (1882).
W. Steinkopf and L. Bohrmann, Ber.,41, 1044 (1908).
A. Hantzch and A. Earth, Ber.,35, 216 (1902).
J. Armand, C. R. Acad. Sci.,258, 207 (1964).
V. A. Petrosyan, S. G. Mairanovskii, V. I. Slovetskii, and A. A. Fainzil'berg, Izv. Akad. Nauk SSSR, Ser. Khim., 2398 (1969).
V. A. Petrosyan, V. V. Paramonov, and V. I. Slovetskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1983 (1976).
T. N. Hall, J. Org. Chem.,29, 3587 (1964).
V. N. Leibzon, A. S. Mendkovich, S. G. Mairanovskii, T. A. Klimova, M. M. Krayushkin, S. S. Novikov, and V. V. Sevost'yanova, Dokl. Akad. Nauk SSSR,229, 1378 (1976).
H. Wieland, Liebigs Ann. Chem.,353, 93 (1907).
H. Weiland, Ber.,42, 4178 (1909).
J. Armand, C. R. Acad. Sci.,260, 2512 (1965).
J. Mollin and F. Kasparék, Collect. Czech. Commun.,26, 2438 (1961).
H. Lund, Acta Chem. Scand.,13, 249 (1959).
J. Mollin and F. Kašparék, Collect. Czech. Commun.,25, 451 (1960).
J. Mašek, Z. Anal. Chem.,224, 99 (1967).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 786–793, April, 1978.
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Paramonov, V.V., Petrosyan, V.A. & Slovetskii, V.I. A polarographic study of aliphatic nitro compounds 10. Electroreduction of nitrolic acid intermediates in the reduction of gem-dinitroalkanes and their analogs. Russ Chem Bull 27, 678–683 (1978). https://doi.org/10.1007/BF00925283
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DOI: https://doi.org/10.1007/BF00925283