53391-72-3

Basic information

• Product Name: 6-CHLORO-7-HYDROXY-4-PHENYL-2H-CHROMEN-2-ONE
• Synonyms: Coumarin,6-chloro-7-hydroxy-4-phenyl- (7CI); Umbelliferone, 6-chloro-4-phenyl- (6CI);6-Chloro-7-hydroxy-4-phenylcoumarin
• CAS NO: 53391-72-3
• Molecular Formula: C₁₅H₉ClO₃
• Molecular Weight: 272.68
• Mol File: 53391-72-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 469.2°Cat760mmHg
• Flash Point: 237.5°C
• Appearance: /
• Density: 1.437g/cm³
• Vapor Pressure: 2E-09mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 6-CHLORO-7-HYDROXY-4-PHENYL-2H-CHROMEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-7-HYDROXY-4-PHENYL-2H-CHROMEN-2-ONE(53391-72-3)
• EPA Substance Registry System: 6-CHLORO-7-HYDROXY-4-PHENYL-2H-CHROMEN-2-ONE(53391-72-3)

Safety Data

• Hazardous Substances Data: 53391-72-3(Hazardous Substances Data)

Usage

Class of Organic Compounds

Chromones

Functional Groups

Chloro group at position 6, Hydroxy group at position 7, Phenyl group at position 4
Potential Pharmacological Activities
Applications in Medicinal Chemistry and Drug Development

InChI:InChI=1/C15H9ClO3/c16-12-6-11-10(9-4-2-1-3-5-9)7-15(18)19-14(11)8-13(12)17/h1-8,17H

Upstream product

• 95-88-5 4-Chlororesorcinol 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 1417989-51-5 6-chloro-4-methylumbelliferyl-β-cellobioside 

Relevant articles and documents

Diversity-oriented general protocol for the synthesis of privileged oxygen scaffolds: Pyrones, coumarins, benzocoumarins and naphthocoumarins

A new general methodology for the synthesis of various functionalized privileged oxygen heterocyclic scaffolds, viz. pyrones, coumarins, and benzannulated coumarins, is developed. The synthesis proceeds through carbanion-induced ring transformation of lactones with various methylene carbonyl compounds followed by DDQ-mediated unprecedented oxidative cleavage of oxaylidenes intermediates. Studies of the mechanism of the conversions of oxaylidene intermediates into corresponding carbonyl compounds in the presence of DDQ revealed that the reactions took place via the formation of a Michael adduct instead of an intermolecular charge transfer complex. The methodology offers the fabrication of diverse privileged scaffolds with tolerance for many functional groups onto the oxygen heterocyclic molecular framework.