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3-nitroprop-1-ene
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Substance index - selected nitrocompounds tested by our group /
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CAS: 625-46-7
MW: 87.0782
Brutto formula: C3H5NO2
B.p. [oC]: 35/10mmHg [Ref.],
1H-NMR [ppm]: 6.1 (m, 1H), 5.3-5.0 (m, 2H), 5.0 (d, 2H) [Ref.]
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Preparation [Ref.]:
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The powdered silver nitrite (50 g) was suspended in 100 cm3 of anhydrous 12 diethyl ether at -5 oC. Next, 35 g of 3-bromoprop-1-ene was slowly added dropwise while the temperature was maintained at -5 oC. The mixture was 14 then left at 0-5 oC for 24 hours, and next for 48 h at room temperature. The reaction mixture was filtered and the residue was washed with the diethyl ether. The filtrate and the ethereal extract were combined and the solvent was evaporated on a rotary evaporator. The liquid residue was distilled 18 under reduced pressure. 7.2 g (29%) of 3-nitroprop-1-ene were obtained as a yellow liquid with a characteristic odor.
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Applications:
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Regiospecific formation of the nitromethyl-substituted 3-phenyl-4,5-dihydroisoxazole via [3+2] cycloaddition
Mirosław B., Babyuk D., Łapczuk-Krygier A., Kącka A., Demchuk O., Jasiński R.,
Monatshefte für Chemie - Chemical Monthly, 149, 1877-1884 (2018) |
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Similar compounds: nitroethene, (E)-1-nitroprop-1-ene, (E)-1-nitropent-1-ene, (E)-1,1,1-trichloro-3-nitroprop-2-ene
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