732982
7-Fluoro-4-hydroxycoumarin
Synonym(s):
7-Fluoro-4-hydroxy-1(2H)-benzopyran-2-one, 7-Fluoro-4-hydroxy-2H-chromen-2-one
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About This Item
Empirical Formula (Hill Notation):
C9H5FO3
CAS Number:
Molecular Weight:
180.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Form:
solid
InChI
1S/C9H5FO3/c10-5-1-2-6-7(11)4-9(12)13-8(6)3-5/h1-4,11H
SMILES string
OC1=CC(=O)Oc2cc(F)ccc12
InChI key
FSWKHPJLMMGTBV-UHFFFAOYSA-N
form
solid
mp
220-225 °C
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
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