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ethyl 4,5-dibromo-1H-imidazole-2-carboxylate
$250.00
CAS No.: 74840-99-6
Catalog No.: 197769
Purity: 95%
MF: C6H6Br2N2O2
MW: 297.934
Storage: 2-8 degree Celsius
SMILES: BrC=1N=C(NC1Br)C(=O)OCC
Catalog No.: 197769
Purity: 95%
MF: C6H6Br2N2O2
MW: 297.934
Storage: 2-8 degree Celsius
SMILES: BrC=1N=C(NC1Br)C(=O)OCC
ethyl 4,5-dibromo-1H-imidazole-2-carboxylate; CAS No.: 74840-99-6;ethyl 4,5-dibromo-1H-imidazole-2-carboxylate. PROPERTIES: Ethyl 4,5-dibromo-1H-imidazole-2-carboxylate is a brominated imidazole ester with a molecular weight of 277.95 g/mol. This off-white crystalline solid has a melting point between 85-88 C. The molecule features an imidazole ring substituted with bromo groups at positions 4 and 5 and an ethyl ester at position 2. It demonstrates moderate solubility in common organic solvents such as ethyl acetate and methanol but is sparingly soluble in water. Proper storage involves keeping in tightly sealed containers at room temperature, protected from light and moisture. Safety considerations include the bromine substituents' potential to release toxic fumes when heated and the ester group's flammability. Proper protective equipment should be utilized during handling. APPLICATIONS: This compound primarily functions as a synthetic intermediate in the production of pharmaceuticals and specialty chemicals, where the dibrominated imidazole structure provides versatile sites for cross-coupling and nucleophilic substitution reactions. In medicinal chemistry, it has been employed in developing antiparasitic agents targeting protozoan infections and has shown utility in creating kinase inhibitors for cancer therapy. The imidazole-2-carboxylate ester structure has also been explored in materials science for developing nonlinear optical materials, leveraging the polarizable bromine atoms to enhance optical properties. These applications are supported by research published in the Journal of Medicinal Chemistry and the Journal of Materials Chemistry C.
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