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(E)-2-phenyl-1-cyano-1-nitroethene
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Substance index - selected nitrocompounds tested by our group /
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CAS: 38436-36-1
MW: 174.159
Brutto formula: C9H6N2O2
M.p. [oC]: 102 [Ref.]
IR [cm-1]: 2247, 1628, 1550, 1327 [Ref.]
1H-NMR [ppm]: 8.68 (s), 8.03-7.61 (m, 5H) [Ref.]
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Preparation [Ref.]:
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0.1 mol of benzaldehyde was dissolved in 2 mL of 1-butyl-3-methylimidazolium chloride. Next, 0.2 g of A4 molecular sieves and 0.1 mol of nitroacetonitrile was added. Reaction mixture was stirred by 5 min. Product was separated by filtration and recrystallized from ethanol (yield 97%).
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Applications:
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The crystal structure of (1RS,4RS,5RS,6SR)-5-cyano-5-nitro-6-phenyl-bicyclo[2.2.1]hept-2-ene
Łapczuk-Krygier A., Ponikiewski Ł., Jasiński R.
Crystallography Reports, 59, 961-963 (2014) |
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Ionic liquids as an effective and eco-friendly medium for synthesis of nitrosubstituted norbornene analogs
Łapczuk-Krygier A., Dresler E., Jasiński R.
Przemysł Chemiczny, 95, 1928-1931 (2014) |
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An experimental and theoretical study of the hetero Diels-Alder reactions between (E)-2-aryl-1-cyano-1-nitroethenes and ethyl vinyl ether: one-step or zwitterionic, two-step mechanism?
Jasiński R., Kubik M., Łapczuk-Krygier A., Kącka A., Dresler E., Boguszewska-Czubara A.
Reaction Kinetics, Mechanisms and Catalysis, 113, 333-345 (2014) |
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Unexpected course of reaction between (E)-2-aryl-1-cyano-1-nitroethenes and diazafluorene: why is there no 1,3-dipolar cycloaddition?
Jasiński R., Kula K., Kącka A., Mirosław B.
Monatshefte für Chemie - Chemical Monthly, 148, 909-915 (2017) |
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A unique example of non-catalyzed [3+2] cycloaddition involving (2E)-3-aryl-2-nitroprop-2-enenitriles
Zmigrodzka M., Dresler E., Hordyjewicz-Baran Z., Kulesza R., Jasiński R.
Chemistry of Heterocyclic Compounds, 53, 1161-1162 (2017) |
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Similar compounds: nitroacetonitrile, nitroethene.php, (E)-1-nitroprop-1-ene, (E)-1,1,1-trichloro-3-nitroprop-2-ene
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