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methyl 2-bromo-4-methylthiazole-5-carboxylate; CAS No.: 81569-51-9;methyl 2-bromo-4-methylthiazole-5-carboxylate. PROPERTIES: Methyl 2-bromo-4-methylthiazole-5-carboxylate is a substituted thiazole ester with a molecular weight of 241.09 g/mol. This off-white crystalline solid has a melting point between 68-71 C. The thiazole ring features a bromo substituent at position 2 and a methyl group at position 4, with a carboxylate ester at position 5. It demonstrates moderate solubility in common organic solvents such as methanol and dichloromethane 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 thiazole structure provides versatile sites for cross-coupling reactions. In medicinal chemistry, it has been employed in developing antifungal agents targeting Candida species and has shown utility in creating herbicides with novel modes of action. The thiazole-5-carboxylate ester structure has also been explored in materials science for developing fluorescent probes, leveraging the electron-deficient thiazole core to tune optical properties. These applications are supported by research published in the Journal of Agricultural and Food Chemistry and the Journal of Fluorescence.