ethyl 4-bromo-3-oxobutanoate
$200.00
CAS No.: 13176-46-0
Catalog No.: 196715
Purity: 95%
MF: C6H9BrO3
MW: 209.039
Storage: 2-8 degree Celsius
SMILES: BrCC(CC(=O)OCC)=O
Catalog No.: 196715
Purity: 95%
MF: C6H9BrO3
MW: 209.039
Storage: 2-8 degree Celsius
SMILES: BrCC(CC(=O)OCC)=O
ethyl 4-bromo-3-oxobutanoate; CAS No.: 13176-46-0; ethyl 4-bromo-3-oxobutanoate. PROPERTIES: This brominated keto ester features molecular formula C?H?BrO? with molecular weight 206.02 g/mol. It typically exists as a colorless liquid. Soluble in polar aprotic solvents like DMF and DMSO. Boiling point approximately 130-135 C. Exhibits IR absorption for ester (~1750 cm??) and carbonyl groups (~1700 cm??). Thermogravimetric analysis indicates decomposition above 180 C under nitrogen. For optimal stability, ethyl 4-bromo-3-oxobutanoate 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: As a brominated keto ester, ethyl 4-bromo-3-oxobutanoate is predominantly utilized in the synthesis of beta-lactam antibiotics. It serves as a key intermediate in constructing the core beta-lactam ring system, where the bromine atom facilitates nucleophilic ring-opening reactions as demonstrated in medicinal chemistry research (Journal of Antibiotics). Additionally, the compound participates in the synthesis of fluorescent probes for bioimaging applications, where its ketone functionality enables conjugation to biomolecules via oxime formation (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyketone polymers with enhanced thermal stability, where the ester and ketone groups contribute to improved mechanical properties (Polymer Chemistry). Furthermore, the compound serves as a 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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