The Chemical Properties and Reactivity of 5-Bromopyridine-2-carboxylic Acid
Understanding the chemical properties of an intermediate is fundamental to its successful application in synthesis. 5-Bromopyridine-2-carboxylic acid (CAS: 30766-11-1) presents a fascinating profile of reactivity due to its functional groups and pyridine core. As a key component in many synthetic processes, its behavior under different reaction conditions is of significant interest to chemists.
Physically, 5-Bromopyridine-2-carboxylic acid is typically described as a white to light yellow powder. Its melting point, reported between 173-175°C, indicates a relatively stable solid under standard conditions. The compound exhibits good solubility in polar organic solvents such as methanol, which is advantageous for solution-phase reactions and purifications. The presence of the carboxylic acid group imparts acidic properties, with a pKa value around 3.41. The bromine atom at the 5-position of the pyridine ring is susceptible to various transformations, including nucleophilic aromatic substitution and cross-coupling reactions, making it a valuable handle for molecular elaboration.
The reactivity of 5-Bromopyridine-2-carboxylic acid is largely dictated by these functional groups. The bromine can be displaced by strong nucleophiles or participate in palladium-catalyzed cross-coupling reactions like Suzuki, Heck, or Sonogashira couplings, allowing for the introduction of carbon-carbon bonds. The carboxylic acid group can be readily converted into esters, amides, or acid halides, or it can be reduced to an alcohol. The pyridine nitrogen also offers a site for coordination with metal ions, relevant in catalysis and coordination chemistry. These properties underscore why researchers actively buy 5-bromopyridine-2-carboxylic acid for its versatility in creating diverse molecular architectures. Understanding these uses of 5-bromo-picolinic acid is key to unlocking its full potential in chemical research.
Perspectives & Insights
Agile Reader One
“The pyridine nitrogen also offers a site for coordination with metal ions, relevant in catalysis and coordination chemistry.”
Logic Vision Labs
“These properties underscore why researchers actively buy 5-bromopyridine-2-carboxylic acid for its versatility in creating diverse molecular architectures.”
Molecule Origin 88
“Understanding these uses of 5-bromo-picolinic acid is key to unlocking its full potential in chemical research.”