Ethyl 2-fluoroacetoacetate

CAS: 1522-41-4

Ref. 3D-FE78200

Product Information

• Name: Ethyl 2-fluoroacetoacetate
• Synonyms: 2-Fluoro-3-Oxo-Butanoic Acid Ethyl Ester, 2-Fluoro-3-Oxo-Butyric Acid Ethyl Ester, 2-Fluoro-3-oxobutanoic acid ethyl ester, 2-Fluoroacetoacetic Acid Ethyl Ester, 3-[1,2,2,2-Tetrafluoro-1-(Trifluoromethyl)Ethoxy]Prop-1-Ene, Acetoacetic acid, 2-fluoro-, ethyl ester, Acetoacetic acid, fluoro-, ethyl ester, Butanoic acid, 2-fluoro-3-oxo-, ethyl ester, Butyric Acid, 2-Fluoro-3-Oxo-, Ethyl Ester, Ethyl 2-Fluoro-3-Oxobutyrate, Ethyl-2-Fluoro-3-Oxobutanoate, Fluoroacetoacetic Acid Ethyl Ester, NSC 24563, ethyl (2R)-2-fluoro-3-oxobutanoate, ethyl (2S)-2-fluoro-3-oxobutanoate

Description

Ethyl 2-fluoroacetoacetate is a phosphorus oxychloride synthon that can be used to synthesize fluorinated compounds. It has been shown to react with a carbonyl group, like tyrosine, in the presence of an organocatalyst to form a tetrafluoroborate ester. The reaction mechanism of this compound is intramolecular hydrogen transfer from the phosphite oxygen atom to the electrophilic carbon atom. Ethyl 2-fluoroacetoacetate has been shown to react with alkyl halides and hydroxyl groups in the presence of base, forming enantiomeric alcohols. This compound has also been shown to have optical properties that are stable at room temperature and pressure, including infrared absorption maxima at 1740 cm-1 and 1775 cm-1 as well as ultraviolet absorption maxima at 225 nm and 254 nm.

• Brand: Biosynth

Chemical properties

• Molecular weight: 148.13 g/mol
• Formula: C₆H₉FO₃
• Purity: Min. 95%
• InChI: InChI=1S/C6H9FO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3
• InChI key: InChIKey=SHTFQLHOTAJQRJ-UHFFFAOYSA-N
• SMILES: CCOC(=O)C(F)C(C)=O