N-substituted amides of 2-cyanopenta-2E,4-dienoic acid |
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Authors: | I R Gol'ding P V Petrovskii O Ya Borbulevych O V Shishkin W Gruber Yu G Gololobov A N Shchegolikhin |
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Institution: | (1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation;(2) Institute for Single Crystals, National Academy of Sciences of Ukraine, 60 prosp. Lenina, 310001 Khar'kov, Ukraine;(3) Henkel KGaA, 67 Henkelstrasse, D-40191 Dusseldorf, Germany;(4) N. M. Emanuel' Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 117977 Moscow, Russian Federation |
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Abstract: | N-Substituted amides of 2-cyanopenta-2E,4-dienoic acid were synthesized by condensation ofN-substituted cyanoacetamides with acrolein in a dioxane-DMSO solution in the presence of Zn(OAc)2·2H2O as a condensing agent. X-ray diffraction study of 3-methylanilide of 2-cyanopenta-2E,4-dienoic acid (2d) demonstrated that the crystal structure of this compound is similar to that of 2-cyanopenta-2E,4-dienoic acid studied previously. However, the presence of themeta-tolyl substituent in molecule2d apparently results in the fact that the β-structure, which is typical of 2-cyanopenta-2E,4-dienoic acid, does not exist in the crystalline phase of2d.
Henkel Kommanditgesellschaft auf aktien, Deutschland, D-40191 Dusseldorf, Henkelstrasse, 67.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 933–937, May, 1999. |
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Keywords: | N-substituted cyanoacetamides N-substituted amides of 2-cyanopenta-2E 4-dienoic acid X-ray diffraction study molecular structure crystal structure IR spectra Raman spectra hydrogen bonds |
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