3-amino-5-methylbenzonitrile; CAS No.: 186551-97-3;3-amino-5-methylbenzonitrile. PROPERTIES: 3-amino-5-methylbenzonitrile is a methylated and aminated aromatic nitrile with molecular formula C8H8N2. It typically exists as a colorless liquid with a boiling point around 140-145 C. The compound has limited water solubility but dissolves well in organic solvents like ethanol or acetone. It exhibits moderate thermal stability but may decompose when exposed to high temperatures or strong oxidizing agents, releasing toxic fumes. Proper storage involves keeping it in tightly sealed containers below 30 C, protected from light and moisture. APPLICATIONS: In organic synthesis, this compound serves as a versatile intermediate for creating complex aromatic molecules. The amino and methyl substituents provide structural diversity for optimizing biological activity, while the nitrile group enables nucleophilic addition reactions (The Journal of Organic Chemistry). In pharmaceutical development, 3-amino-5-methylbenzonitrile contributes to the synthesis of antimicrobial agents where the substituted aromatic scaffold enhances binding to microbial targets (Antimicrobial Agents and Chemotherapy). The compound also finds application in materials science as a building block for organic electronics, where its electron-deficient aromatic core modulates the electronic properties of derived materials (Advanced Materials).
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