Phenyl-2-nitropropene
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| Names | |
|---|---|
| IUPAC name
1-Phenyl-2-nitropropene | |
| Other names
P2NP, β-methyl-β-nitropropene, (2-Nitro-1-propenyl)benzene | |
| Identifiers | |
705-60-2 [1]  | |
| ChemSpider | 1266396  |
| |
| Jmol-3D images | Image |
| PubChem | 1549520 |
| |
| Properties | |
| C9H9NO2 | |
| Molar mass | 163.17 g mol−1 |
| Appearance | solid |
| Melting point | 64 to 66 °C (147 to 151 °F; 337 to 339 K) |
| Hazards | |
| EU classification | Harmful (Xn) |
| R-phrases | R22, R36/37/38 |
| Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| verify (what is: /?) | |
| Infobox references | |
Phenyl-2-nitropropene is a chemical compound with the chemical formula is C9H9NO2. It can be produced by the reaction of benzaldehyde and nitroethane in the presence of a basic catalyst. In this reaction, the base deprotonates nitroethane to form a resonance stabilized anion. This anion nucleophilically adds to the aldehyde forming a beta nitro alcohol, which is subsequently dehydrated to yield the nitroalkene. This reaction is known as a nitroaldol reaction. Phenyl-2-nitropropene can be reduced in the presence of a catalyst to produce phenylacetone, which is a controlled precursor of methamphetamine. However, with lithium aluminium hydride it can simply be reduced to directly form amphetamine and methamphetamine in high yields.
