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4-iodo-N-methylaniline; CAS No.: 60577-34-6;4-iodo-N-methylaniline. PROPERTIES: 4-iodo-N-methylaniline is an aryl amine with a molecular weight of 221.10 g/mol. This white to off-white crystalline solid has a melting point between 52-55 C. The molecule features a benzene ring substituted with an iodo group at position 4 and an N-methylamino group. It demonstrates limited solubility in water but dissolves in organic solvents such as ethanol and acetone. Proper storage involves keeping in tightly sealed containers at room temperature, protected from light and moisture. Safety considerations include the amine group's basicity and the iodine substituent's potential to cause skin irritation. Standard laboratory safety protocols should be observed. APPLICATIONS: This compound primarily serves as a synthetic intermediate in the production of agrochemicals and pharmaceuticals, where the iodinated aniline structure provides versatile sites for cross-coupling reactions. In medicinal chemistry, it has been employed in developing antimicrobial agents targeting bacterial infections and has shown utility in creating herbicides with selective activity against broadleaf weeds. The N-methylamino group has also been explored in materials science for developing chiral ligands in asymmetric catalysis, leveraging the amine group's stereoelectronic effects. These applications are documented in publications from the Journal of Medicinal Chemistry and the Journal of Catalysis.