For chemists engaged in organic synthesis, understanding the properties and preparation methods of key intermediates is fundamental. 2-Chloro-4-iodopyridine (CAS No. 153034-86-7) is one such compound, valued for its utility in creating complex organic molecules. This article outlines its crucial chemical properties and common synthesis pathways, providing insights for researchers and procurement specialists.

Chemical Properties and Characteristics

2-Chloro-4-iodopyridine is characterized by its chemical formula C5H3ClIN and a molecular weight of approximately 239.44 g/mol. It typically appears as an off-white to white crystalline powder. Key physical properties include a melting point around 42-43°C and a boiling point of approximately 255.5°C. It exhibits solubility in various organic solvents such as chloroform and ethyl acetate but is generally insoluble in water. The molecule's structure features a pyridine ring substituted with a chlorine atom at the 2-position and an iodine atom at the 4-position. This dual halogenation significantly influences its reactivity, making it susceptible to nucleophilic substitution and various metal-catalyzed cross-coupling reactions. Its light sensitivity also necessitates appropriate storage conditions.

Synthesis Pathways for 2-Chloro-4-iodopyridine

Several methods are employed for the synthesis of 2-Chloro-4-iodopyridine. A common approach involves the directed lithiation and subsequent iodination of a 2-chloropyridine precursor. For instance, one established method starts with 2-chloro-3-iodopyridine, treating it with a strong base like lithium diisopropylamide (LDA) at low temperatures (-78°C) to generate a lithiated intermediate, which is then quenched with an iodinating agent. This process typically yields the desired product in high yields after purification via column chromatography.

Another potential route might involve the functionalization of pre-existing 2-chloropyridine or related pyridine derivatives. The choice of synthesis method often depends on the availability of starting materials, desired purity levels, scalability, and cost-effectiveness. For those looking to purchase this compound, understanding these synthesis routes can provide valuable context regarding its availability and potential impurities.

Sourcing and Application Context

As a versatile building block, 2-Chloro-4-iodopyridine is widely used in both academic research and industrial applications, particularly in the pharmaceutical and agrochemical sectors. For professionals seeking to buy this chemical, it is crucial to procure from reliable manufacturers who provide high-purity material and comprehensive technical data. As a key supplier, we are dedicated to offering quality 2-Chloro-4-iodopyridine, ensuring it meets the rigorous demands of advanced organic synthesis projects.

In essence, 2-Chloro-4-iodopyridine's well-defined chemical properties and accessible synthesis pathways make it a valuable tool for chemists. Its role as an intermediate in creating sophisticated molecules underscores its importance in advancing chemical research and development.