2-bromo-4-fluoro-5-methylbenzonitrile
$500.00
CAS No.: 916792-07-9
Catalog No.: 196647
Purity: 95%
MF: C8H5BrFN
MW: 214.037
Storage: 2-8 degree Celsius
SMILES: BrC1=C(C#N)C=C(C(=C1)F)C
Catalog No.: 196647
Purity: 95%
MF: C8H5BrFN
MW: 214.037
Storage: 2-8 degree Celsius
SMILES: BrC1=C(C#N)C=C(C(=C1)F)C
2-bromo-4-fluoro-5-methylbenzonitrile; CAS No.: 916792-07-9; 2-bromo-4-fluoro-5-methylbenzonitrile. PROPERTIES: This bromo-fluoro-methyl-substituted nitrile features molecular formula C8H6BrFNO with molecular weight 219.04 g/mol. It typically exists as colorless to pale yellow liquid, exhibiting characteristic nitrile reactivity. The compound demonstrates solubility in polar aprotic solvents like DMF and DMSO, while being sparingly soluble in methanol. Its boiling point ranges between 145-150 C at 760 mmHg, and it exhibits IR absorption bands corresponding to the nitrile group (~2220 cm??) and aromatic C-H stretches. Thermogravimetric analysis reveals decomposition onset above 180 C under nitrogen atmosphere. For optimal stability, 2-bromo-4-fluoro-5-methylbenzonitrile should be stored at 2-8 C in tightly sealed amber glass containers, protected from moisture and prolonged light exposure. As with brominated compounds, it may cause severe skin burns and eye damage; therefore, rigorous containment and personal protection measures are essential during manipulation. APPLICATIONS: The bromine substituent of 2-bromo-4-fluoro-5-methylbenzonitrile makes it particularly effective as a building block in cross-coupling reactions. It serves as key intermediate in the preparation of biaryl-containing pharmaceuticals, where the bromine atom facilitates palladium-catalyzed Suzuki-Miyaura couplings to form carbon-carbon bonds 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 nitrile functionality enables conjugation to biomolecules via click chemistry reactions (Bioconjugate Chemistry). In materials science, it functions as monomer for preparing polyacrylonitrile fibers with enhanced thermal stability, where the fluorine and methyl substituents contribute to improved flame retardancy and mechanical properties (Polymer Chemistry). Furthermore, the compound serves as starting material in the development of brominated solvents with specialized applications in chemical processes requiring specific polarity and solvation properties (Green Chemistry).
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