4-(benzyloxy)-2-methylbenzaldehyde; CAS No.: 101093-56-5; 4-(benzyloxy)-2-methylbenzaldehyde. PROPERTIES: 4-(benzyloxy)-2-methylbenzaldehyde is an aromatic aldehyde with ether and methyl substituents, having a molecular weight of approximately 222.2 g/mol. It typically appears as a pale yellow solid with a characteristic aldehyde odor. The substance has a melting point ranging from 45-50 C and is moderately soluble in organic solvents such as methanol, chloroform, and diethyl ether, but has limited water solubility. The density is approximately 1.15 g/cm?. Proper storage requires a cool, dry environment in sealed containers, preferably under nitrogen to prevent aldehyde oxidation. Safety considerations include classification as harmful if swallowed, causing serious eye damage, and skin irritation. It is also a respiratory sensitizer. Recommended PPE includes chemical-resistant gloves, safety goggles, and if necessary, respirators. Exposure limits typically follow ACGIH TLV guidelines for similar aromatic aldehydes. APPLICATIONS: 4-(benzyloxy)-2-methylbenzaldehyde serves as a valuable intermediate in the synthesis of cardiotonic agents, where the aldehyde group participates in reductive amination to form crucial secondary amine linkages. The benzyloxy substituent provides optimal electronic effects for receptor interactions. In materials science, the compound is utilized in the preparation of colorimetric sensors, with the conjugated system and electron-donating groups responding to specific analytes through charge transfer interactions. The Journal of Medicinal Chemistry often features studies employing similar benzaldehyde derivatives in drug design. Additionally, 4-(benzyloxy)-2-methylbenzaldehyde functions as a chiral synthon in asymmetric catalysis, with the aldehyde group serving as a hydrogen bond donor in organocatalytic reactions. Recent developments in flow chemistry have demonstrated the efficient transformation of this aldehyde into complex architectures for high-throughput pharmaceutical screening.