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2-chloro-4-cyanobenzaldehyde; CAS No.: 58588-64-0;2-chloro-4-cyanobenzaldehyde. PROPERTIES: 2-chloro-4-cyanobenzaldehyde is a chlorinated aromatic aldehyde nitrile with molecular formula C8H4ClNO. It typically exists as a colorless to pale yellow liquid with a boiling point around 140-145 C. The compound has limited water solubility but dissolves well in organic solvents like dichloromethane or acetone. It exhibits moderate thermal stability but may decompose when exposed to high temperatures or strong bases, releasing toxic cyanide-containing fumes. Proper storage involves keeping it in tightly sealed containers below 25 C, protected from light and moisture. APPLICATIONS: In organic synthesis, this compound serves as a versatile building block for creating complex aromatic systems. The chloro substituent provides a site for cross-coupling reactions to form biaryl structures, while the cyano and aldehyde groups offer additional functionality for further elaboration (Tetrahedron Letters). In pharmaceutical development, 2-chloro-4-cyanobenzaldehyde contributes to the synthesis of antimicrobial agents where the halogenated 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 (Journal of Materials Chemistry C).