Methyl 4,6-dibromo-3-hydroxy-2-pyridinecarboxylate(CAS: 321596-55-8)

Methyl 4,6-dibromo-3-hydroxy-2-pyridinecarboxylate is a crystalline compound with a molecular weight of approximately 366.04 g/mol. It has limited water solubility and moderate solubility in organic solvents. This compound is highly reactive, particularly with nucleophiles and reducing agents. It exhibits strong acidity due to the hydroxy group, and the bromine substituents make it a good leaving group in nucleophilic substitution reactions.

Methyl 4,6-dibromo-3-hydroxy-2-pyridinecarboxylate can be synthesized through the bromination of 3-hydroxy-2-pyridinecarboxylic acid methyl ester using N-bromosuccinimide (NBS) in the presence of a radical initiator such as benzoyl peroxide. This method provides good yields and high selectivity for the bromination at the 4,6 positions.

Methyl 4,6-dibromo-3-hydroxy-2-pyridinecarboxylate is primarily used in the pharmaceutical and fine chemical industries. It serves as a precursor for the synthesis of various compounds used in drug development, particularly those requiring halogenated pyridine derivatives. Its use in the semiconductor and sensor industries is less common but may be applied in specialized applications requiring specific chemical functionalities.

When handling Methyl 4,6-dibromo-3-hydroxy-2-pyridinecarboxylate, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be used in a well-ventilated area or with the use of a fume hood due to its potential to release toxic fumes. In case of a spill, it is important to clean up the area using appropriate absorbents and clean up procedures, following the Safety Data Sheet (SDS) guidelines for proper disposal.