Understanding the precise chemical properties of intermediates is fundamental for any chemist aiming to optimize synthetic routes and predict reaction outcomes. 2-Amino-4-bromopyridine (CAS 84249-14-9), a key building block in organic synthesis, possesses a unique set of characteristics that dictate its behavior and applications.

Molecular Structure and Identification:

The compound's molecular formula is C5H5BrN2, with a molecular weight of approximately 173.01 g/mol. Its CAS number, 84249-14-9, serves as its unique identifier in chemical databases and regulatory contexts. The structure features a pyridine ring substituted with an amino group at the 2-position and a bromine atom at the 4-position. This specific arrangement of functional groups is key to its synthetic utility.

Physical Characteristics:

  • Appearance: 2-Amino-4-bromopyridine is typically described as an off-white to beige solid. This physical form is common for many organic crystalline compounds.
  • Melting Point: The melting point range is reported as 142-146 °C. This relatively sharp melting point is indicative of a pure crystalline solid.
  • Solubility: It exhibits slight solubility in chloroform and methanol, common organic solvents, which is advantageous for purification via chromatography or recrystallization.

Chemical Reactivity and Key Properties:

  • Basicity (pKa): The predicted pKa value is around 5.72±0.11. This indicates that the amine group confers basic properties to the molecule, allowing it to react with acids.
  • Reactivity of the Bromine Atom: The bromine atom is an electron-withdrawing group and a good leaving group, making it highly susceptible to nucleophilic aromatic substitution and palladium-catalyzed cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig). This reactivity is central to its role as a synthetic intermediate.
  • Reactivity of the Amine Group: The primary amine group is nucleophilic and can undergo various reactions, including acylation, alkylation, and condensation, further expanding the molecule's synthetic potential.
  • Stability: The compound is generally stable under recommended storage conditions (kept in a dark place, sealed in a dry environment at room temperature).

Hazard Information:

According to GHS classifications, 2-Amino-4-bromopyridine is typically labeled with the signal word 'Warning' and carries hazard statements like H302 (Harmful if swallowed) and H319 (Causes serious eye irritation). Precautionary statements include recommendations for handling with care, such as P264 (Wash hands thoroughly after handling) and P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing).

Procurement of 2-Amino-4-bromopyridine:

For chemists and researchers looking to buy 2-Amino-4-bromopyridine, understanding these properties is crucial for effective application. Partnering with reputable manufacturers and suppliers, especially from China, who provide comprehensive data and consistent quality is recommended. Reliable suppliers will offer detailed specifications, ensuring you receive a product that meets your synthetic requirements.

By leveraging this knowledge of its chemical properties, users can effectively integrate 2-Amino-4-bromopyridine into their synthetic strategies, driving innovation in various chemical and pharmaceutical applications.