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ethyl acetoacetate
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ethyl acetoacetate

chemical compound
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Also known as: acetoacetic ester
Written by
William H. Brown
Emeritus Professor of Chemistry, Beloit College, Wisconsin.
William H. Brown
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Also called:
acetoacetic ester

ethyl acetoacetate (CH3COCH2COOC2H5), an ester widely used as an intermediate in the synthesis of many varieties of organic chemical compounds. Industrially it is employed in the manufacture of synthetic drugs and dyes.

The ester is produced chiefly by self-condensation of ethyl acetate, brought about by sodium metal. It readily forms sodium derivatives that can be alkylated and dialkylated. The resulting esters may be converted to ketones or carboxylic acids. Ethyl acetoacetate readily enters into condensation reactions, and it has been employed in the synthesis of pyridines, quinolines, furans, pyrazoles, pyrroles, and purines.

The pure ester is a colourless, fragrant liquid that boils with slight decomposition at 180.4 °C (356.7 °F).

William H. Brown