Structure via PubChem · Public domain (PubChem)
phenyl-2-nitropropene
Sign in to save1-Phenyl-2-nitropropene, or simply phenyl-2-nitropropene, or P2NP, as it is commonly referred to, is a chemical compound from the aromatic group of compounds, with the formula C9H9NO2. It is a light-yellow crystalline solid with a distinct smell. Phenyl-2-nitropropene is used in the pharmaceutical industry to manufacture the drug Adderall, an amphetamine mixture used to treat ADHD and narcolepsy. P2NP and other similar nitrostyrenes are also employed in the clandestine manufacture of drugs of the amphetamine class, and are listed as drug precursors in many countries.
Chemical data
- Formula
- C9H9NO2
- Molecular weight
- 163.17 g/mol
- IUPAC name
- [(E)-2-nitroprop-1-enyl]benzene
- SMILES
- C/C(=C\C1=CC=CC=C1)/[N+](=O)[O-]
- InChIKey
- WGSVFWFSJDAYBM-BQYQJAHWSA-N
- XLogP
- 2.5
- Polar surface area
- 45.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 163.063329
Show 8 more facts
- chemical formula
- C₉H₉NO₂
- refractive index
- 1.586
- isomeric SMILES
- C/C(=C\C1=CC=CC=C1)/[N+](=O)[O-]
- canonical SMILES
- CC(=CC1=CC=CC=C1)[N+](=O)[O-]
- density
- 1.1
- boiling point
- 263
- Commons category
- Phenyl-2-nitropropene
- melting point
- 65
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
4 sectionsContents
- Uses
- Synthesis
- Safety and storage
- References
1-Phenyl-2-nitropropene, or simply phenyl-2-nitropropene, or P2NP, as it is commonly referred to, is a chemical compound from the aromatic group of compounds, with the formula C9H9NO2. It is a light-yellow crystalline solid with a distinct smell. Phenyl-2-nitropropene is used in the pharmaceutical industry to manufacture the drug Adderall, an amphetamine mixture used to treat ADHD and narcolepsy. P2NP and other similar nitrostyrenes are also employed in the clandestine manufacture of drugs of the amphetamine class, and are listed as drug precursors in many countries.
==Uses== In the pharmaceutical industry, P2NP is used to produce a racemic amphetamine mixture, branded under the trade names Adderall and Mydayis, amongst others. In this case, the double bond is hydrogenated and the nitro group is reduced, thus 1-phenyl-2-nitropropene becomes 1-phenyl-2-aminopropane, which is another name for amphetamine. Different reducing agents commonly lithium aluminium hydride (LAH), sodium borohydride, aluminum amalgam or Raney nickel are used in suitable solvents like isopropyl alcohol or tetrahydrofuran. none|framed|Reduction of P2NP to amphetamine
Excerpted from Wikipedia’s “phenyl-2-nitropropene” article, available under the CC BY-SA 4.0 licence.