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Nitroethene
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Substance index - selected nitrocompounds tested by our group /
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CAS: 3638-64-0
MW: 73.0513
Brutto formula: C2H3NO2
M.p. [oC]: -55.5 [Ref.]
B.p. [oC]: 39-40/80mmHg [Ref.],
Density [g/cm3]: 1.1131 (20oC) [Ref.]
UV/VIS [nm]: 215 [Ref.]
IR [cm-1]: 1539, 1378, 963 [Ref.]
1H-NMR [ppm]: 6.41 (dd, 1H), 5.94 (dd, 1H), 4.78 (dd, 1H) [Ref.]
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Preparation [Ref.]:
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2-Nitroethanol (28.0 g, 0.31 mol) and phthalic anhydride (68.8 g, 0.46 mol) were heated at 150oC under 80 mm of Hg until the phthalic anhydride melted. The temperature was then raised to 180oC, and 20.2 g (89%) of nitroethene was collected as a light-green liquid that was stable for months in the freezer or as a chloroform solution at ambient temperature.
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Applications:
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The question of the regiodirection of the [2+3] cycloaddition reaction of triphenylnitrone to nitroethene
Jasiński R.
Chemistry of Heterocyclic Compounds, 45, 748-749 (2009) |
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Regio- and stereoselectivity of [2+3]cycloaddition of nitroethene to (Z)-N-aryl-C-phenylnitrones
Jasiński R.
Collection of Czechoslovak Chemical Communications, 74, 1341-1349 (2009) |
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Synthesis of new 2-aryl-3-phenyl-4-nitro-tetrahydro-1,2-oxazoles in 1,3-dialkylimidazolium ionic liquid
Dresler E., Jasiński R.
Przemysl Chemiczny, 94 2244-2246 (2015) |
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Similar compounds: (E)-1-nitroprop-1-ene, (E)-1-nitropent-1-ene, 1-chloro-1-nitroethene, (E)-1,1,1-trichloro-3-nitroprop-2-ene, (E)-2-phenyl-1-cyano-1-nitroethene
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