Abstract
Reactions of dimethyl malonate, diphenyl malonate, methyl cyanoacetate, and malononitrile with 1-chloro-2,4,6-trinitrobenzene or 1-fluoro-2,4,6-trinitrobenzene in the presence of triethylamine in organic solvents gave stable brightly colored crystalline triethylammonium salts of the corresponding 2,4,6-trinitrophenylmalonic acid derivatives.
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References
F. Terrier, Nucleophilic Aromatic Displacement, Wiley-VCH, Weinheim, 1991, 420 pp.
K. T. Leffek, P. H. Tremaine, Can. J. Chem., 1971, 49, 1979.
P. Baudet, Helv. Chim. Acta, 1965, 49, 545.
M. Strauss, R. Torres, J. Org. Chem., 1989, 54, 756.
Yu. G. Gololobov, O. A. Linchenko, P. V. Petrovskii, Z. A. Starikova, I. A. Garbuzova, Heteroat. Chem., 2007, 18, 108.
Yu. G. Gololobov, I. R. Gol’ding, F. Terrier, P. V. Petrovskii, K. A. Lyssenko, I. A. Garbuzova, Izv. Akad. Nauk, Ser. Khim., 2009, 2365 [Russ. Chem. Bull., Int. Ed., 2009, 58, 2445].
G. Inzelt, Conducting Polymers, Springer, Berlin-Heidelberg, 2008.
M. D. Mashkovskii, Lekarstvennye sredstva [Drugs], 1985, 1–2, 10th ed., Novaya Volna, Moscow, 2002 (in Russian).
Yu. G. Gololobov, O. A. Linchenko, P. V. Petrovskii, I. A. Garbuzova, V. N. Khrustalev, Izv. Akad. Nauk, Ser. Khim., 2006, 1261 [Russ. Chem. Bull., Int. Ed., 2005, 55, 1309].
Yu. G. Gololobov, O. A. Linchenko, P. V. Petrovskii, Z. A. Starikova, I. A. Garbuzova, Izv. Akad. Nauk, Ser. Khim., 2005, 2393 [Russ. Chem. Bull., Int. Ed., 2005, 54, 2471].
Yu. G. Gololobov, O. A. Linchenko, P. V. Petrovskii, V. N. Khrustalev, I. A. Garbuzova, Mendeleev Commun., 2007, 17, 232.
Yu. G. Gololobov, V. N. Khrustalev, N. V. Slepchenkov, A. S. Peregudov, M. Yu. Antipin, Mendeleev Commun., 2010, 20, 39.
F. Terrier, E. Magnier, E. Kizilian, C. Wakselman, E. Buncel, J. Am. Chem. Soc., 2005, 127, 5563.
International Tables for Crystallography, 2006, Vol. C, Ch. 9.5, pp. 790–811.
A. Domenicano, A. Vaciago, C. A. Coulson, Acta Crystallogr., 1975, 31, 221.
A. Domenicano, A. Vaciago, Acta Crystallogr., 1979, 35, 1382.
O. Ya. Borbulevych, J. Chem. Crystallogr., 2005, 35, 777.
G. M. Sheldrick, Acta Crystallogr., 2008, 64, 112.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1637–1645, August, 2011.
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Gololobov, Y.G., Barabanov, S.V., Peregudov, A.S. et al. Synthesis and structures of the CH acid salts obtained in the reactions of malonic acid esters and malononitriles with 2,4,6-trinitrohalobenzenes in the presence of triethylamine. Russ Chem Bull 60, 1663–1671 (2011). https://doi.org/10.1007/s11172-011-0249-x
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DOI: https://doi.org/10.1007/s11172-011-0249-x