Ethyl 2-chloroacetoacetate

CAS: 609-15-4

Ref. 3D-FE36663

Product Information

• Name: Ethyl 2-chloroacetoacetate
• Synonyms: 2-Chloro-3-oxobutanoic acid ethyl ester, 2-Chloro-3-oxobutyric acid ethyl ester, 2-Chloroacetoacetic acid ethyl ester, A 21960, Acetoacetic acid, 2-chloro-, ethyl ester, Butanoic acid, 2-chloro-3-oxo-, ethyl ester, Ethy 2-Chloroacetoacetate, Ethyl 2-Chloro-3-Oxobutanoate, Ethyl 2-chloracetoacetate, Ethyl 2-chloro-3-oxobutyrate, Ethyl α-chloroacetoacetate, Ethyl α-chloroacetylacetate, NSC 78426, ethyl (2R)-2-chloro-3-oxobutanoate, ethyl (2S)-2-chloro-3-oxobutanoate

Description

Ethyl 2-chloroacetoacetate is an organic compound that is prepared industrially by the chlorination of acetoacetic acid. It has been shown to have antimicrobial activity against human pathogens, such as Staphylococcus aureus and Escherichia coli. The kinetic constants for this reaction are pH dependent and depend on the ionic strength of the solution. Ethyl 2-chloroacetoacetate reacts with hydroxide to form ethyl chlorocarbonate, which is hydrolyzed to give carbon dioxide and hydrogen chloride. The hydrogen bonding interactions between these two molecules are important in the mechanism of this reaction. This reaction also generates a characteristic NMR spectrum in which six peaks can be seen. Ethyl 2-chloroacetoacetate is acidic and hemolytic when dissolved in water, but it does not react with trifluoroacetic acid or low energy radiation.

• Brand: Biosynth

Chemical properties

• Molecular weight: 164.59 g/mol
• Formula: C₆H₉ClO₃
• Purity: Min. 95%
• Color/Form: Clear Liquid
• InChI: InChI=1S/C6H9ClO3/c1-3-10-6(9)5(7)4(2)8/h5H,3H2,1-2H3
• InChI key: InChIKey=RDULEYWUGKOCMR-UHFFFAOYSA-N
• SMILES: CCOC(=O)C(Cl)C(C)=O