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Merck
CN

732982

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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