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4-Fluoro-β-nitrostyrene (CAS number 706-08-1) is a fluorinated styrene with a nitro group substituted on the β-carbon. 4-Fluoro-β-nitrostyrene is a typical Michael acceptor with the electron withdrawing nitro group, which is readily for conjugated addition. When the conjugated addition is catalyzed by a chiral ligand, such as l-proline, syn-addition is favored, and the chirality of the Michael adducts can be selectively controlled. Hence, 4-fluoro-β-nitrostyrene has been exploited for chiral γ-nitroaldehydes, a precursor for pharmaceutically active γ-aminobutyric acid (GABA). 4-Fluoro-β-nitrostyrene is also used to synthesize benzopyran(chromenes) derivatives as pharmaceutical active ingredients(APIs).
In antibacterial activity study, 4-fluoro-β-nitrostyrene binds to PTP1B enzymes via hydrogen bonding interaction. It is followed by a Michael addition of thiol groups leading to the inhibition of protein tyrosine phosphatases in the microorganisms.
General Information
| CAS Number | 706-08-1 |
| Chemical Formula | C8H6FNO2 |
| Full Name | 1-Fluoro-4-(2-nitroethenyl)benzene |
| Molecular Weight | 167.14 g/mol |
| Synonyms | 1-(4-Fluorophenyl)-2-nitroethene, 1-Fluoro-4-(2-nitroethenyl)benzene, 1-(4-Fluorophenyl)-2-nitroethylene |
| Classification / Family | Fluorinated building blocks, Michael acceptors, APIs, Heterocycles, Antibiotics |
Chemical Structure

Product Details
| Purity | 98% |
| Melting Point | Tm = 99 °C – 102 °C |
| Appearance | Cream powder |


