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2-hydroxy-3,6-dimethylbenzaldehyde; CAS No.: 1666-04-2; 2-hydroxy-3,6-dimethylbenzaldehyde. PROPERTIES: 2-hydroxy-3,6-dimethylbenzaldehyde is a pale yellow crystalline solid with a molecular formula of C9H8O2. It has a molecular weight of 152.16 g/mol and a melting point of approximately 82-85 C. The compound exhibits moderate solubility in water and is more soluble in polar organic solvents like ethanol and acetone. It is sensitive to oxidation and should be stored under nitrogen atmosphere at temperatures below 20 C in a tightly sealed container. Safety precautions include avoiding skin contact and using eye protection. It is classified as a category 3 skin irritant according to GHS guidelines. APPLICATIONS: 2-hydroxy-3,6-dimethylbenzaldehyde serves as a key intermediate in the synthesis of various flavor compounds, particularly those with fruity and spicy notes. Its hydroxyl and aldehyde groups provide essential functionalities for subsequent transformations. In the field of medicinal chemistry, this compound is used in the preparation of antitubercular agents where its aldehyde group forms Schiff bases with biogenic amines. It also functions as a building block for the synthesis of fluorescent probes for detecting biological thiols, as reported in Analytical Chemistry. Additionally, the compound is employed in the development of novel chalcone derivatives for antioxidant applications, where its aldehyde group participates in Michael addition reactions with nucleophiles. Its unique structural features make it valuable in the synthesis of macrocyclic compounds for host-guest chemistry applications, particularly in the construction of molecular capsules and cages.