146293
Ethyl (4-fluorobenzoyl)acetate
Synonym(s):
(p-Fluorobenzoyl)acetic acid ethyl ester, Ethyl 3-(4-fluorophenyl)-3-oxopropionate, Ethyl 4-fluorobenzoylacetate, 4-Fluoro-β-oxobenzenepropanoic acid ethyl ester
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About This Item
Linear Formula:
FC6H4COCH2CO2C2H5
CAS Number:
Molecular Weight:
210.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
refractive index
n20/D 1.5040 (lit.)
Quality Segment
bp
117-120 °C (lit.)
density
1.174 g/mL at 25 °C (lit.)
functional group
ester, fluoro, ketone
SMILES string
CCOC(=O)CC(=O)c1ccc(F)cc1
InChI
1S/C11H11FO3/c1-2-15-11(14)7-10(13)8-3-5-9(12)6-4-8/h3-6H,2,7H2,1H3
InChI key
SJUXLKYJKQBZLM-UHFFFAOYSA-N
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
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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