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(E)-1-nitroprop-1-ene
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Substance index - selected nitrocompounds tested by our group /
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CAS: 3156-70-5
MW: 87.0782
Brutto formula: C3H5NO2
B.p. [oC]: 54/28mmHg [Ref.]
Density [g/cm3]: 1.065 (20oC) [Ref.]
IR [cm-1]: 1655, 1520 [Ref.]
1H-NMR [ppm]: 7.18 (m, 1H), 7.00 (d, 1H) 2.12 (d, 3H) [Ref.]
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Preparation [Ref.]:
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1-Nitropropan-2-ol (105g) and phthalic anhydride (150g) were mixed in a distillation apparatus fitted with a short fractionating column and heated by means of an oil-bath The apparatus was evacuated to 50mmHg and the bath temperature maintained at 140-150oC until the mixture was homogeneous. The bath temperature was then raised to 175oC and held at 175-180oC until distillation ceased. The distillate was dried (CaCI2) and re-distilled, giving (E)-1-nitroprop-1-ene (58.5 g, 67% theory) as a pale yellow oil.
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Applications:
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Regio- and stereoselectivity of polar [2+3] cycloaddition reactions between (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone and selected (E)-2-substituted nitroethenes
Jasiński R., Ziółkowska M. Demchuk O.M., Maziarka A.
Central European Journal of Chemistry, 12, 586-593 (2014) |
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Similar compounds: nitroethene, (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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