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  Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines Polyhalopyridines

The Chemistry and Applications of (3,5-Dibromopyridin-4-yl)Methanamine

(3,5-Dibromopyridin-4-yl)methanamine, also known by its CAS number 1265895-10-0, is a compound of significant interest in the fields of organic synthesis and materials science. This compound is characterized by its unique structure, which combines a pyridine ring substituted with bromine atoms at positions 3 and 5, and an amine group attached to the 4-position of the pyridine ring. The presence of bromine atoms and an amine group makes this compound versatile for various chemical transformations and applications.

The synthesis of (3,5-dibromopyridin-4-yl)methanamine typically involves multi-step processes, often starting from pyridine derivatives. The introduction of bromine atoms at specific positions requires careful control over reaction conditions to ensure regioselectivity. Recent advancements in catalytic methods have enabled more efficient syntheses, reducing the overall cost and environmental impact of producing this compound. Researchers have also explored alternative routes using microwave-assisted synthesis or continuous-flow reactors, which offer improved yields and faster reaction times.

One of the most promising applications of (3,5-dibromopyridin-4-yl)methanamine lies in its use as an intermediate in the synthesis of bioactive molecules. The amine group serves as a reactive site for further functionalization, enabling the creation of complex structures with potential pharmacological activity. For instance, studies have shown that derivatives of this compound exhibit anti-inflammatory and antioxidant properties, making them candidates for drug development.

In addition to its role in organic synthesis, (3,5-dibromopyridin-4-yl)methanamine has found applications in materials science. Its ability to coordinate with metal ions makes it a valuable ligand in the construction of metal-organic frameworks (MOFs) and coordination polymers. Recent research has demonstrated that MOFs incorporating this compound exhibit exceptional gas adsorption capabilities, which could be harnessed for industrial gas separation processes.

The physical properties of (3,5-dibromopyridin-4-yl)methanamine are also worth noting. Its molecular weight is approximately 266 g/mol, and it exists as a crystalline solid under standard conditions. The compound is sparingly soluble in water but dissolves readily in organic solvents such as dichloromethane and acetonitrile. These solubility characteristics make it suitable for use in various organic reactions where solvent compatibility is crucial.

From an environmental perspective, understanding the degradation pathways of (3,5-dibromopyridin-4-yl)methanamine is essential for assessing its potential impact on ecosystems. Studies have shown that under aerobic conditions, the compound undergoes microbial degradation, with bromide ions being released as byproducts. This information is critical for developing sustainable practices in chemical manufacturing and waste management.

In conclusion, (3,5-dibromopyridin-4-yl)methanamine (CAS No: 1265895-10-0) is a multifaceted compound with applications spanning organic synthesis, materials science, and pharmacology. Its unique structure and reactivity continue to inspire innovative research directions, ensuring its relevance in both academic and industrial settings for years to come.

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