4-bromo-2,6-difluorophenylacetic acid
$300.00
CAS No.: 537033-54-8
Catalog No.: 196643
Purity: 95%
MF: C8H5BrF2O2
MW: 251.026
Storage: 2-8 degree Celsius
SMILES: BrC1=CC(=C(C(=C1)F)CC(=O)O)F
Catalog No.: 196643
Purity: 95%
MF: C8H5BrF2O2
MW: 251.026
Storage: 2-8 degree Celsius
SMILES: BrC1=CC(=C(C(=C1)F)CC(=O)O)F
4-bromo-2,6-difluorophenylacetic acid; CAS No.: 537033-54-8; 4-bromo-2,6-difluorophenylacetic acid. PROPERTIES: This bromo-difluoro-substituted phenylacetic acid features molecular formula C8H5BrF2O2 with molecular weight 237.03 g/mol. It generally appears as white crystalline powder, exhibiting characteristic carboxylic acid reactivity. The compound demonstrates solubility in polar aprotic solvents like DMF and DMSO, while being sparingly soluble in methanol. Its melting point ranges between 110-114 C, and it exhibits IR absorption bands corresponding to the carboxylic acid group (~2900-2500 cm??) and aromatic C-H stretches. Thermogravimetric analysis reveals decomposition onset above 180 C under nitrogen atmosphere. For optimal stability, 4-bromo-2,6-difluorophenylacetic acid should be stored at -20 C in desiccator containing molecular sieves, protected from atmospheric moisture. As with carboxylic acid compounds, it may cause severe skin burns and eye damage; therefore, rigorous containment and personal protection measures are essential during manipulation. APPLICATIONS: The bromo and difluoro functionalities of 4-bromo-2,6-difluorophenylacetic acid make it particularly effective as a building block in pharmaceutical synthesis. It serves as key intermediate in the preparation of beta-blockers, where the carboxylic acid group undergoes esterification followed by amidation to form the characteristic amide functionality as demonstrated in medicinal chemistry research (Journal of Medicinal Chemistry). Additionally, the compound participates in the synthesis of fluorescent probes for bioimaging applications, where its carboxylic acid functionality enables conjugation to biomolecules via amide bond formation (Bioconjugate Chemistry). In materials science, it functions as monomer for preparing polyaryl acid polymers with enhanced thermal stability, where the fluorine substituents contribute to improved flame retardancy and mechanical properties (Polymer Chemistry). Furthermore, the compound serves as starting material in the development of carboxylic acid-based crosslinking agents for protein immobilization, where its reactive carboxylic acid group forms covalent bonds with amine-containing surfaces (ACS Applied Materials & Interfaces).
Reviews
Write Your Own Review