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8-chloroquinoline-4-carbaldehyde; CAS No.: 35839-88-4;8-chloroquinoline-4-carbaldehyde. PROPERTIES: 8-chloroquinoline-4-carbaldehyde is a halogenated quinoline aldehyde with molecular formula C10H6ClNO. This crystalline compound typically appears as yellowish needles and has a melting point between 85-90 C. The molecule features a quinoline core with a chlorine atom at position 8 and an aldehyde group at position 4. The 8-chloroquinoline-4-carbaldehyde exhibits moderate electrophilicity at the aldehyde carbon, enhanced by the electron-withdrawing chloro substituent. It demonstrates good solubility in common organic solvents like ethyl acetate and shows limited water solubility. Recommended storage involves keeping in a tightly sealed container with appropriate drying agents, stored below 15 C to prevent oxidative degradation. Safety measures require using chemical splash goggles and acid-resistant gloves, as the compound can cause serious eye damage and skin corrosion. It is classified under GHS with H314 and H318 hazard statements for causing severe skin burns and eye damage. APPLICATIONS: The 8-chloroquinoline-4-carbaldehyde structure functions as a key intermediate in the synthesis of quinoline-based antimalarial agents, as reported in medicinal chemistry research focusing on tropical disease treatments. The chloro substitution provides a site for further functionalization via nucleophilic substitution reactions. Additionally, 8-chloroquinoline-4-carbaldehyde derivatives have been explored in coordination chemistry for creating metal-organic frameworks with luminescent properties, as described in materials science publications. The compound's ability to coordinate with various metal ions has also made it useful in developing colorimetric sensors for metal ion detection, as documented in analytical chemistry studies emphasizing selective ion recognition.