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498327 Sigma-Aldrich

Ethyl 2-fluoroacetoacetate

Synonym: 2-Fluoro-3-oxobutanoic acid ethyl ester, Ethyl 2-fluoro-3-oxobutanoate, Ethyl 2-fluoro-3-oxobutyrate, NSC 24563

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Properties

Related Categories Alkyl Fluorinated Building Blocks, Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis,
InChI Key   SHTFQLHOTAJQRJ-UHFFFAOYSA-N
refractive index   n20/D 1.414 (lit.)
bp   183 °C (lit.)
density   1.181 g/mL at 25 °C (lit.)

Description

General description

Ethyl 2-fluoroacetoacetate is an α-fluorinated β-keto ester that can be prepared by the fluorination of ethyl acetoacetate.

Application

Ethyl 2-fluoroacetoacetate may be used in the preparation of:
• δ-keto-β-hydroxy-α-fluoro esters
• fluorinated [1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-ones
• fluorinated [1,2,4]triazolo[5,1-c][1,2,4]triazin-4(1H)-ones
• 4-fluorofarnesol

Reactant for:
• Michael addition-induced cyclization reaction
• Asymmetric Mannich reaction
• Enantioselective organocatalytic conjugate addition

Packaging

25 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
WGK Germany 
3
Flash Point(F) 
194 °F
Flash Point(C) 
90 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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