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  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
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  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Imidazoles Substituted imidazoles

4,5-Dimethyl-1H-imidazole-2-carbaldehyde (CAS No. 118474-44-5): An Overview of Its Structure, Properties, and Applications

4,5-Dimethyl-1H-imidazole-2-carbaldehyde (CAS No. 118474-44-5) is a versatile organic compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical sciences. This compound, characterized by its unique molecular structure and chemical properties, has found applications in various research areas, including drug discovery, catalysis, and materials science.

The molecular formula of 4,5-Dimethyl-1H-imidazole-2-carbaldehyde is C₇H₉N₂O, and it has a molecular weight of 139.16 g/mol. The compound features a 1H-imidazole ring with two methyl groups at the 4 and 5 positions and a formyl group at the 2 position. This structural arrangement imparts specific chemical reactivity and biological activity to the molecule.

In terms of physical properties, 4,5-Dimethyl-1H-imidazole-2-carbaldehyde is a solid at room temperature with a melting point of approximately 90°C. It is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but it has limited solubility in water. These solubility characteristics make it suitable for various synthetic and analytical procedures.

The chemical reactivity of 4,5-Dimethyl-1H-imidazole-2-carbaldehyde is primarily centered around its formyl group. The formyl group can undergo a variety of reactions, including nucleophilic addition, reduction to an alcohol, and condensation reactions to form imines or hydrazones. These reactions are crucial for the synthesis of more complex molecules and derivatives.

In the context of pharmaceutical research, 4,5-Dimethyl-1H-imidazole-2-carbaldehyde has been explored for its potential as a building block in the development of new drugs. Recent studies have shown that imidazole derivatives exhibit a range of biological activities, including antimicrobial, antifungal, and anti-inflammatory properties. The presence of the formyl group in 4,5-Dimethyl-1H-imidazole-2-carbaldehyde provides additional functionalization opportunities that can be exploited to enhance these biological activities.

Beyond its pharmaceutical applications, 4,5-Dimethyl-1H-imidazole-2-carbaldehyde has also been investigated for its use in catalysis. Imidazoles are known to be effective ligands in transition metal-catalyzed reactions due to their ability to coordinate with metal centers through their nitrogen atoms. The presence of the formyl group in 4,5-Dimethyl-1H-imidazole-2-carbaldehyde can further modulate the electronic properties of the ligand, making it a valuable candidate for designing novel catalysts.

In materials science, imidazoles have found applications in the synthesis of functional polymers and coordination complexes. The unique electronic properties and structural flexibility of imidazoles make them suitable for creating materials with tailored properties. For instance, imidazolium-based ionic liquids have been used as green solvents and electrolytes in various industrial processes. The formyl group in 4,5-Dimethyl-1H-imidazole-2-carbaldehyde can be utilized to introduce additional functional groups or linkages that enhance the performance of these materials.

The synthesis of 4,5-Dimethyl-1H-imidazole-2-carbaldehyde typically involves multi-step procedures that include the formation of the imidazole ring followed by functionalization with methyl groups and a formyl group. Recent advancements in synthetic methods have led to more efficient and environmentally friendly routes for producing this compound. For example, one study reported a one-pot synthesis method using readily available starting materials under mild reaction conditions.

In conclusion, 4,5-Dimethyl-1H-imidazole-2-carbaldehyde (CAS No. 118474-44-5) is a multifaceted compound with significant potential in various scientific disciplines. Its unique molecular structure and chemical properties make it an attractive candidate for drug discovery, catalysis, and materials science applications. Ongoing research continues to uncover new possibilities for this compound, highlighting its importance in modern chemistry and related fields.

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