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Ethyl ω-Fluoroacetoacetate

Abstract

ACETOACETIC acid is an important and widespread intermediary metabolite, being formed in the oxida-tive degradation of fatty acids and of certain amino-acids. For comparison with acetoacetic acid, we have prepared1 the compound ethyl ω-fluoroacetoacetate, FCH2COCH2COOC2H5. From a consideration of its structural similarity to 4-fluorobutyric acid2 and of its probable interference with the mechanism of fatty acid metabolism, we predicted that it would produce toxic symptoms.

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References

  1. Pattison, F. L. M., Interim Report No. 8 (June 1954).

  2. Pattison, F. L. M., Nature, 172, 1139 (1953).

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  3. Bowman, R. E., and Fordham, W. D., J. Chem. Soc., 3945 (1952).

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FRASER, R., PATTISON, F. Ethyl ω-Fluoroacetoacetate. Nature 176, 696 (1955). https://doi.org/10.1038/176696a0

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