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.
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CAS 705-60-2 /1-Phenyl–2–Nitropropene. CAS:705-60-2. name:(2-Nitroprop-1-en-1-yl)benzene. alias:2-Nitro-1-phenylpropene. Molecular Formula:C9H9NO2.
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
is used to make pharmaceuticals. It is used in pharmaceutical industry to manufacture drug Adderall, an amphetamine
mixture, which is used to treat ADHD and narcolepsy.
Phenyl-2-Nitropropene : 1 mol benzaldehyde, 1.2 mol nitroethane and 15 mL diluted aqueous methylamine in 150 mL
alcohol. Stirred and slightly heated for ca 4 hours. The reaction mixture is brought over into a beaker and cooled in the
fridge (4°C). If precipitation doesn’t commence at this point, water is poured in and the mixture put back in the fridge.
The P2NP oil layer will slowly (or sometimes quickly) start forming a crystalline layer. If it doesn’t, scratching the
wall with e.g. a glass rod will help. If even this won’t help, it means you probably fucked something up. The yields
I have had using this “adaptation”: 81% (i-PrOH), 79% (i-PrOH), 75% (EtOH) and 71% (EtOH) (yields calculated
after crystallizing once; I store my crystals in the freezer and also recrystallize them prior to use).