732982

7-Fluoro-4-hydroxycoumarin

• Synonym(s): 7-Fluoro-4-hydroxy-1(2H)-benzopyran-2-one, 7-Fluoro-4-hydroxy-2H-chromen-2-one
• Empirical Formula (Hill Notation): C₉H₅FO₃
• CAS Number: 2145-27-9
• Molecular Weight: 180.13
• MDL number: MFCD11845381
• UNSPSC Code: 12352100
• PubChem Substance ID: 329764777
• NACRES: NA.22

Properties

• form: solid
• mp: 220-225 °C
• SMILES string: OC1=CC(=O)Oc2cc(F)ccc12
• InChI: 1S/C9H5FO3/c10-5-1-2-6-7(11)4-9(12)13-8(6)3-5/h1-4,11H
• Inchi Key: FSWKHPJLMMGTBV-UHFFFAOYSA-N

Description

Application

Reactant for:

• Enantioselective synthesis of polycyclic coumarins via in situ formed primary amine-imine-catalyzed asymmetric Michael addition to cyclic enones
• Preparation of dicoumarol analogs as inhibitors of human NAD(P)H quinone oxidoreductase-1 (NQO1) as agents active against human pancreatic and colon cancer cells
• Imidazolidinecarboxylic acid-catalyzed asymmetric Michael reaction with unsaturated ketones in a highly atom-economic catalytic one-step formation of optically active warfarin anticoagulant
• Asymmetric synthesis of functionalized α-keto esters and their hemiketal and hemiaminal derivatives via direct Michael addition with unsaturated α-keto esters catalyzed by bisoxazoline-copper(II) complexes

Safety Information

• Pictograms: GHS07
• signalword: Warning
• hcodes: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable