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146293 Sigma-Aldrich

Ethyl (4-fluorobenzoyl)acetate

Synonym: (p-Fluorobenzoyl)acetic acid ethyl ester, 4-Fluoro-ß-oxobenzenepropanoic acid ethyl ester, Ethyl 3-(4-fluorophenyl)-3-oxopropionate, Ethyl 4-fluorobenzoylacetate

  • CAS Number 1999-00-4

  • Linear Formula FC6H4COCH2CO2C2H5

  • Molecular Weight 210.20

  •  MDL number MFCD03093631

  •  PubChem Substance ID 24848775

  •  NACRES NA.22

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Properties

Related Categories Aryl Fluorinated Building Blocks, Building Blocks, C10 to C11, C8-C12, Carbonyl Compounds,
InChI Key   SJUXLKYJKQBZLM-UHFFFAOYSA-N
refractive index   n20/D 1.5040 (lit.)
bp   117-120 °C (lit.)
density   1.174 g/mL at 25 °C (lit.)

Description

General description

Ethyl (4-fluorobenzoyl)acetate on condensation with benzofurazan oxide yields 2-(carboethoxy)-3-(4′-fluoro)phenylquinoxaline1,4-dioxide.

Application

Reactant used as a precursor in:
• Condensation reactions with diamines via C-C bond cleavage for synthesis of benzimidazoles and perimidines for possible use as antimalarial treatments
• Base-promoted domino Michael addition / cyclization / elimination reactions for synthesis of hydroxybenzophenones
• Oxidative cross-coupling with indoles via dioxygen activation
• Cyclization of keto esters for synthesis of pyrones
• Lewis base catalyzed hydrosilylation for synthesis of α-acetoxy β-amino acid derivatives
• Conia-ene reactions for synthesis of methylenecyclopentane derivatives

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

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Protocols & Articles
Peer-Reviewed Papers
15

References

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