4-bromo-2,3-difluorobenzeneboronic acid
$250.00
CAS No.: 374790-99-5
Catalog No.: 197139
Purity: 95%
MF: C6H4BBrF2O2
MW: 236.808
Storage: 2-8 degree Celsius
SMILES: BrC1=C(C(=C(C=C1)B(O)O)F)F
Catalog No.: 197139
Purity: 95%
MF: C6H4BBrF2O2
MW: 236.808
Storage: 2-8 degree Celsius
SMILES: BrC1=C(C(=C(C=C1)B(O)O)F)F
4-bromo-2,3-difluorobenzeneboronic acid; CAS No.: 374790-99-5; 4-bromo-2,3-difluorobenzeneboronic acid. PROPERTIES: This bromo-difluoro-substituted benzeneboronic acid features molecular formula C?H?BrF?O? with molecular weight 235.03 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 110-115 C. Exhibits IR absorption for boronic acid groups (~1200-1000 cm??) and C-Br/C-F groups (~600-500 cm?? and ~1300-1100 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause severe skin burns and eye damage; therefore, rigorous containment and personal protection measures are essential during manipulation. APPLICATIONS: As a bromo-difluoro-substituted benzeneboronic acid, 4-bromo-2,3-difluorobenzeneboronic acid is predominantly utilized in Suzuki-Miyaura cross-coupling reactions. It serves as a key intermediate in constructing biaryl pharmaceuticals, where the bromo and fluoro substituents provide enhanced binding affinity for target proteins as demonstrated in medicinal chemistry research (Journal of Organic Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its boronic acid group forms reversible covalent bonds with diol-containing biomolecules (Chemical Science). In materials science, it functions as a monomer for preparing polyboronate hydrogels with tunable mechanical properties, where the fluoro substituents influence gelation behavior and biocompatibility (Biomacromolecules).
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