ethyl 4-bromo-5-cyclopropylthiophene-2-carboxylate
$360.00
CAS No.: 2115534-36-4
Catalog No.: 197631
Purity: 95%
MF: C10H11BrO2S
MW: 275.167
Storage: 2-8 degree Celsius
SMILES: BrC=1C=C(SC1C1CC1)C(=O)OCC
Catalog No.: 197631
Purity: 95%
MF: C10H11BrO2S
MW: 275.167
Storage: 2-8 degree Celsius
SMILES: BrC=1C=C(SC1C1CC1)C(=O)OCC
ethyl 4-bromo-5-cyclopropylthiophene-2-carboxylate; CAS No.: 2115534-36-4;ethyl 4-bromo-5-cyclopropylthiophene-2-carboxylate. PROPERTIES: Ethyl 4-bromo-5-cyclopropylthiophene-2-carboxylate is a substituted thiophene ester with a molecular weight of 289.23 g/mol. This off-white crystalline solid has a melting point between 58-61 C. The thiophene ring features a bromo substituent at position 4 and a cyclopropyl group at position 5, with a carboxylate ester at position 2. It demonstrates moderate solubility in common organic solvents such as ethyl acetate and tetrahydrofuran but limited water solubility. Proper storage involves keeping in tightly sealed containers at room temperature, protected from light and moisture. Safety considerations include the bromine substituent's potential to cause skin and respiratory irritation and the ester group's flammability. Proper protective equipment should be utilized during handling. APPLICATIONS: This compound primarily serves as a synthetic intermediate in the production of agrochemicals and pharmaceuticals, where the brominated thiophene structure provides versatile sites for cross-coupling reactions. In medicinal chemistry, it has been employed in developing antifungal agents targeting plant pathogens and has shown utility in creating herbicides with novel modes of action. The thiophene-2-carboxylate ester structure has also been explored in materials science for developing organic semiconductors, leveraging the electron-deficient thiophene core to enhance charge carrier mobility. These applications are supported by research published in the Journal of Agricultural and Food Chemistry and Advanced Materials.
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