Mastering Organic Synthesis with 2-Fluoro-3-iodopyridine: A Chemist's Guide
For synthetic organic chemists, the availability of versatile and reactive building blocks is fundamental to advancing scientific discovery and industrial applications. 2-Fluoro-3-iodopyridine (CAS 113975-22-7) emerges as a prime example of such a crucial intermediate, offering a unique combination of structural features that facilitate a broad spectrum of synthetic transformations.
The molecule's design, featuring a pyridine ring substituted with a fluorine atom at the 2-position and an iodine atom at the 3-position, provides chemists with two distinct handles for functionalization. The fluorine atom, with its high electronegativity, can influence the electronic properties of the pyridine ring and subsequent derivatives, potentially impacting parameters like acidity, basicity, and metabolic stability in larger molecules. The iodine atom, being a good leaving group, is particularly amenable to a variety of metal-catalyzed cross-coupling reactions. This dual functionality makes 2-Fluoro-3-iodopyridine an indispensable tool for constructing complex organic structures.
Key synthetic transformations involving 2-Fluoro-3-iodopyridine include:
- Suzuki-Miyaura Coupling: Reacting with boronic acids or esters to form new carbon-carbon bonds, widely used in the synthesis of biaryl compounds and complex aromatic systems.
- Stille Coupling: Utilizing organotin reagents to achieve carbon-carbon bond formation, offering an alternative to Suzuki coupling for certain substrates.
- Heck Reaction: Coupling with alkenes to introduce unsaturated moieties, extending carbon chains and building more complex olefinic structures.
- Buchwald-Hartwig Amination: Introducing amine functionalities by reacting with amines, a critical step in the synthesis of many nitrogen-containing pharmaceuticals and agrochemicals.
When planning your synthetic strategy, understanding the physical and chemical properties of 2-Fluoro-3-iodopyridine is beneficial. It typically presents as a white to light yellow powder with a melting point around 45-46°C. Its density is approximately 2.046 g/cm³. For optimal storage, it should be kept in a tightly closed container in a cool, dry, and dark place, as it can be light-sensitive.
For chemists looking to procure 2-Fluoro-3-iodopyridine, sourcing from reliable suppliers is paramount to ensure the success of their synthetic endeavors. When you search to buy 2-Fluoro-3-iodopyridine, prioritize manufacturers and suppliers who provide certificates of analysis detailing purity (often ≥99%) and offer competitive pricing. As a dedicated supplier of fine chemical intermediates, NINGBO INNO PHARMCHEM CO.,LTD. is well-equipped to meet your needs. We encourage you to contact us for a quote and to discuss bulk purchasing options, ensuring you have a consistent and high-quality supply for your advanced organic synthesis projects.
Perspectives & Insights
Alpha Spark Labs
“The iodine atom, being a good leaving group, is particularly amenable to a variety of metal-catalyzed cross-coupling reactions.”
Future Pioneer 88
“This dual functionality makes 2-Fluoro-3-iodopyridine an indispensable tool for constructing complex organic structures.”
Core Explorer Pro
“Key synthetic transformations involving 2-Fluoro-3-iodopyridine include:Suzuki-Miyaura Coupling: Reacting with boronic acids or esters to form new carbon-carbon bonds, widely used in the synthesis of biaryl compounds and complex aromatic systems.”