POPOVA et al.
894
(4H, Harom), 16.52 br.s (2H, NH). 13C NMR spectrum,
δC, ppm: 124.6, 130.8, 131.4 (Carom), 154.8 (C5).
Found, %: C 44.90; H 2.51; N 52.83. C8H6N8. Calcu-
lated, %: C 44.86; H 2.80; N 52.34.
4. Ostrovskii, V.A., Poplavskii, V.S., Koldobskii, G.I., and
Erusalimskii, G.B., Khim. Geterotsikl. Soedin., 1992,
p. 1214.
5. Titova, I.E., Poplavskii, V.S., Koldobskii, G.I., Ostrov-
skii, V.A., Nikolaev, V.D., and Erusalimskii, G.B., Khim.
Geterotsikl. Soedin., 1986, p. 1086.
6. Emmanuel’, N.M. and Knorre, D.G., Kurs khimicheskoi
kinetiki (Lectures on Chemical Kinetics), Moscow:
Vysshaya Shkola, 1984, p. 184.
7. Spiridonov, V.P. and Lopatkin, A.A., Matematicheskaya
obrabotka fiziko-khimicheskikh dannykh (Mathematical
Processing of Physicochemical Data), Moscow: Mosk.
Gos. Univ., 1970, p. 98.
5,5′-(1,3-Phenylene)bis(1H-tetrazole) (IX).
1
mp 260°C. H NMR spectrum, δ, ppm: 7.82–8.77 m
(4H, Harom), 16.47 br.s (2H, NH). 13C NMR spectrum,
δC, ppm: 125.3, 125.6, 129.3, 130.6 (Carom); 155.5 (C5).
Found, %: C 44.42; H 2.84; N 52.65. C8H6N8. Calcu-
lated, %: C 44.86; H 2.8; N 52.34.
5,5′-(1,4-Phenylene)bis(1H-tetrazole) (X).
1
mp 300°C. H NMR spectrum: δ 8.22 ppm, m (4H,
8. Shchipanov, V.P., Khim. Geterotsikl. Soedin., 1983,
H
arom). 13C NMR spectrum, δC, ppm: 126.7, 127.9
p. 1130.
(Carom); 155.4 (C5). Found, %: C 45.14; H 3.27;
N 52.86. C8H6N8. Calculated, %: C 44.86; H 2.8;
N 52.34.
9. Becker, H., Einführung in die Elektronentheorie orga-
nisch–chemischer Reaktionen, Berlin: Wissenschaften,
1974, 3rd ed. Translated under the title Vvedenie v elek-
tronnuyu teoriyu organicheskikh reaktsii, Moscow: Mir,
1977, p. 145.
The properties of compounds V–X were consistent
with published data [14, 15].
10. Hoffmann, R.W., Auf Klärung von Reaktions-mecha-
nismen, Stuttgart: Georg Thieme, 1976. Translated
under the title Mekhanizmy khimicheskikh reaktsii,
Moscow: Khimiya, 1979, p. 45.
11. Reichardt, C., Solvents and Solvent Effects in Organic
Chemistry, Weinheim: VCH, 1988, 2nd ed. Translated
under the title Rastvoriteli i effekty sredy v organi-
cheskoi khimii, Moscow: Mir, 1991, p. 132.
This study was performed under financial support
by the Council for Grants at the President of the
Russian Federation (project no. MD-1818.2008), by
the Russian Foundation for Basic Research (project no.
08-08-00483a), and by the Science and Higher School
Committee at the Government of St. Petersburg (grant
no. 256/08).
12. Rudakov, O.B., Vostrov, I.A., Fedorov, S.V., Filip-
pov, A.A., Selemenev, V.F., and Pridantsev, A.A., Sput-
nik khromatografista. Metody zhidkostnoi khromatogra-
fii (Chromatographist’s Companion. Methods of Liquid
Chromatography), Voronezh: Vodolei, 2004, p. 333.
13. Koguro, K., Oga, T., Mitsui, S., and Orita, R., Synthesis,
1998, no. 6, p. 910.
14. Kruszewski, J., Kaczmarek, J., Bartkowiak, R., and
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RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 45 No. 6 2009