2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one(CAS: 90-18-6)

2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one is a crystalline solid with a molecular weight of approximately 328.13 g/mol. It has a low water solubility of 0.003 g/L at 25°C. The compound is highly reactive due to the presence of multiple hydroxyl groups, making it susceptible to hydrolysis and oxidation. It is poorly soluble in organic solvents such as ether and acetone, but dissolves readily in polar solvents like methanol and ethanol.

2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one is commonly synthesized via the Claisen-Schmidt condensation of 3,4-dihydroxybenzaldehyde with 3,4-dihydroxybenzyl alcohol in the presence of base, such as potassium carbonate. The reaction is carried out in an aprotic solvent like dimethylformamide (DMF) at room temperature. The yield is typically in the range of 70-90%, depending on the purity of starting materials and reaction conditions.

2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various bioactive compounds, including flavonoids and related natural products. It is also utilized in the production of colorants, pigments, and other organic materials. Its reactivity with multiple hydroxyl groups makes it a valuable compound in the development of new materials and sensors.

When handling 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one, it is important to wear appropriate personal protective equipment (PPE), including safety goggles, gloves, and lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of a spill, it should be carefully cleaned up using appropriate methods, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.