4-Fluoro-β-nitrostyrene (CAS 706-08-1) is a fluorinated styrene building block that carries a nitro group on the β-carbon. Because the nitro group pulls electron density from the double bond, the compound behaves as a classic Michael acceptor and takes part readily in conjugate addition reactions.
With a chiral catalyst such as l-proline, the addition proceeds preferentially in a syn fashion, giving selective control over the stereochemistry of the Michael adducts. This makes the compound a route to chiral γ-nitroaldehydes, which are precursors to pharmaceutically active γ-aminobutyric acid (GABA). It is also employed in preparing benzopyran (chromene) derivatives as active pharmaceutical ingredients.
In antibacterial research, the molecule has been shown to bind PTP1B enzymes through hydrogen bonding, then undergo Michael addition with thiol groups, inhibiting protein tyrosine phosphatases in microorganisms. Ossila supplies it as a cream powder with a purity of >98%.
- Michael acceptor for conjugate addition reactions in organic synthesis.
- Enantioselective synthesis of chiral γ-nitroaldehydes as GABA precursors.
- Preparation of benzopyran (chromene) derivatives for active pharmaceutical ingredients.
- Antimicrobial studies of protein tyrosine phosphatase inhibition in microorganisms.
- Medicinal chemistry and biochemistry research using fluorinated building blocks.
| Brand | Ossila |
|---|---|
| CAS number | 706-08-1 |
| Molecular formula | C8H6FNO2 |
| Purity | >98% |
| Category | — |
| Pack sizes | 5 g, 10 g |
| Physical form | Cream powder |
| Storage | — |
- Product code: B2551
- Full Name: 1-Fluoro-4-(2-nitroethenyl)benzene
- Molecular Weight: 167.14 g/mol
- Synonyms: 1-(4-Fluorophenyl)-2-nitroethene, 1-(4-Fluorophenyl)-2-nitroethylene
- Classification / Family: Fluorinated building blocks, Michael acceptors, APIs, Heterocycles, Antibiotics
- Melting Point: 99 °C – 102 °C
—
—