Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate(CAS: 726174-52-3)

Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate is a crystalline compound with a molecular weight of approximately 228.24 g/mol. It has a low solubility in water (0.1 g/100 mL at 20°C) and is soluble in organic solvents like ethanol and acetone. The compound is moderately reactive, particularly towards nucleophiles. It can form stable complexes with metal ions and undergoes acid-catalyzed reactions.

Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate is synthesized via the condensation of 6-hydroxy-1-benzofuran-3-one with acetaldehyde, catalyzed by a Lewis acid like aluminum trichloride. The reaction is conducted in anhydrous conditions, and the product is isolated by recrystallization. The yield is around 75-80% with good selectivity towards the desired isomer.

Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate is used in the pharmaceutical industry for the synthesis of certain intermediates and as a potential drug candidate. It also finds applications in the polymer industry as a monomer for the development of new materials with specific properties. Additionally, it is utilized in the sensor and semiconductor industries due to its unique chemical and physical properties.

When handling Methyl (2Z)-(6-hydroxy-1-benzofuran-3(2H)-ylidene)acetate, it is essential to use proper personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbents and disposed of in accordance with local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.