CAS 15074-18-7

3-Benzyl-4-hydroxycoumarin

Description:

3-Benzyl-4-hydroxycoumarin is a chemical compound belonging to the coumarin family, characterized by its benzyl and hydroxy substituents. It typically appears as a pale yellow to white crystalline solid. This compound exhibits notable fluorescence and has been studied for its potential biological activities, including antioxidant, anti-inflammatory, and antimicrobial properties. The presence of the hydroxy group enhances its reactivity and solubility in polar solvents, while the benzyl group contributes to its lipophilicity. 3-Benzyl-4-hydroxycoumarin can participate in various chemical reactions, such as esterification and alkylation, making it a versatile intermediate in organic synthesis. Additionally, it has applications in the development of pharmaceuticals and agrochemicals. Its molecular structure allows for interactions with biological targets, which has led to investigations into its therapeutic potential. As with many coumarin derivatives, safety and toxicity assessments are essential for its use in any applications.

Formula: C₁₆H₁₂O₃

InChI: InChI=1S/C16H12O3/c17-15-12-8-4-5-9-14(12)19-16(18)13(15)10-11-6-2-1-3-7-11/h1-9,17H,10H2

InChI key: InChIKey=AEIVRFFWQSJCAR-UHFFFAOYSA-N

SMILES: OC=1C=2C(OC(=O)C1CC3=CC=CC=C3)=CC=CC2

Synonyms:

• 3-Benzyl-4-hydroxycoumarin
• 4-Hydroxy-3-(phenylmethyl)-2H-1-benzopyran-2-one
• 2H-1-Benzopyran-2-one, 4-hydroxy-3-(phenylmethyl)-
• 3-BENZYL-4-HYDROXY-2H-1-BENZOPYRAN-2-ONE
• 3-Benzyl-4-hydroxycoumarin
• Coumarin, 3-benzyl-4-hydroxy-
• 4-Hydroxy-3-benzylcoumarin
• 3-benzyl-2-hydroxy-4H-chromen-4-one

3-Benzyl-4-hydroxy-2H-chromen-2-one

CAS: 15074-18-7

3-Benzyl-4-hydroxy-2H-chromen-2-one is an enantioselective, experimental compound that is synthesized from chromic acid and hydroboration. It reacts with 3-phenylcoumarin to form homoisoflavanone in a preparative liquid chromatography reaction. The parameters of this reaction are experimentally optimized to yield the pure product.

Formula: C₁₆H₁₂O₃

Purity: Min. 95%

Molecular weight: 252.26 g/mol

Ref: 3D-QAA07418