Key Chemical Properties of 2-Amino-5-iodopyridine for Synthesis Applications
For organic chemists, a deep understanding of a compound's chemical properties is fundamental to its effective utilization in synthesis. 2-Amino-5-iodopyridine (CAS 20511-12-0) is a prime example of an intermediate whose distinct chemical characteristics enable a wide range of synthetic transformations. Its utility as a building block in pharmaceutical development, material science, and academic research is directly linked to its reactivity as both an aromatic amine and an aryl halide, making it a highly sought-after chemical.
The molecular structure of 2-Amino-5-iodopyridine features an iodine atom at the 5-position and an amino group at the 2-position of a pyridine ring. This arrangement dictates its chemical behavior. The iodine atom, being an excellent leaving group, readily participates in various metal-catalyzed cross-coupling reactions. These include the Suzuki-Miyaura coupling (reacting with boronic acids or esters to form C-C bonds), Buchwald-Hartwig amination (forming C-N bonds), and Sonogashira coupling (introducing alkyne functionalities). These reactions are indispensable for constructing complex organic molecules and heterocyclic systems.
Conversely, the amino group (-NH₂) attached to the pyridine ring imparts nucleophilic character. This functional group can undergo various reactions, such as acylation, alkylation, or diazotization, allowing for further derivatization and modification of the pyridine scaffold. The presence of both an electron-donating amino group and an electron-withdrawing iodine atom on the same aromatic system also influences the overall electronic distribution of the pyridine ring, potentially affecting its reactivity in other types of electrophilic or nucleophilic substitutions.
Physically, 2-Amino-5-iodopyridine typically presents as a brown solid with a melting point in the range of 128-131°C. Its solubility in various organic solvents, such as ethanol, methanol, and DMSO, is important for selecting appropriate reaction media and for purification processes like crystallization or chromatography. Understanding these physical properties, alongside its chemical reactivity, is crucial for planning and executing successful synthetic strategies.
When procuring 2-Amino-5-iodopyridine for synthesis, it is vital to source from manufacturers who can guarantee high purity and consistent quality. As a reliable supplier, we ensure that our product meets stringent standards, making it suitable for demanding research and industrial applications. For chemists looking to buy this versatile compound, understanding its chemical properties allows for more informed decisions regarding reaction conditions and potential applications, thereby optimizing synthetic outcomes.
In conclusion, the distinct chemical properties of 2-Amino-5-iodopyridine, particularly its dual reactivity as an aryl halide and an aromatic amine, make it an invaluable intermediate in organic synthesis. Its ability to participate in a wide array of transformations ensures its continued importance in the development of new pharmaceuticals, materials, and chemical compounds. For your synthesis needs, consider sourcing this essential building block from a trusted manufacturer.
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“As a reliable supplier, we ensure that our product meets stringent standards, making it suitable for demanding research and industrial applications.”
Chem Reader AI
“For chemists looking to buy this versatile compound, understanding its chemical properties allows for more informed decisions regarding reaction conditions and potential applications, thereby optimizing synthetic outcomes.”
Agile Vision 2025
“In conclusion, the distinct chemical properties of 2-Amino-5-iodopyridine, particularly its dual reactivity as an aryl halide and an aromatic amine, make it an invaluable intermediate in organic synthesis.”