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2145-27-9 molecular structure
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7-fluoro-4-hydroxy-2H-chromen-2-one

ChemBase ID: 143627
Molecular Formular: C9H5FO3
Molecular Mass: 180.1326032
Monoisotopic Mass: 180.02227224
SMILES and InChIs

SMILES:
c1cc2c(cc(=O)oc2cc1F)O
Canonical SMILES:
Fc1ccc2c(c1)oc(=O)cc2O
InChI:
InChI=1S/C9H5FO3/c10-5-1-2-6-7(11)4-9(12)13-8(6)3-5/h1-4,11H
InChIKey:
FSWKHPJLMMGTBV-UHFFFAOYSA-N

Cite this record

CBID:143627 http://www.chembase.cn/molecule-143627.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
7-fluoro-4-hydroxy-2H-chromen-2-one
IUPAC Traditional name
7-fluoro-4-hydroxychromen-2-one
Synonyms
7-Fluoro-4-hydroxy-1(2H)-benzopyran-2-one
7-Fluoro-4-hydroxy-2H-chromen-2-one
7-Fluoro-4-hydroxycoumarin
CAS Number
2145-27-9
MDL Number
MFCD11845381
PubChem SID
162237845
PubChem CID
54694570

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
732982 external link Add to cart Please log in.
Data Source Data ID
PubChem 54694570 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 5.6051807  H Acceptors
H Donor LogD (pH = 5.5) 0.92140305 
LogD (pH = 7.4) -0.5908606  Log P 1.1725147 
Molar Refractivity 43.6573 cm3 Polarizability 16.078648 Å3
Polar Surface Area 46.53 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
220-225 °C expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
Empirical Formula (Hill Notation)
C9H5FO3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 732982 external link
Packaging
250 mg in glass bottle
Application
Reactant for:
• Enantioselective synthesis of polycyclic coumarins via in situ formed primary amine-imine-catalyzed asymmetric Michael addition to cyclic enones1
• Preparation of dicoumarol analogs as inhibitors of human NAD(P)H quinone oxidoreductase-1 (NQO1) as agents active against human pancreatic and colon cancer cells2
• Imidazolidinecarboxylic acid-catalyzed asymmetric Michael reaction with unsaturated ketones in a highly atom-economic catalytic one-step formation of optically active warfarin anticoagulant3
• 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) complexes4

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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