Benzoylacetone Explained

Benzoylacetone is the organic compound with the nominal formula C6H5C(O)CH2C(O)CH3. As a 1,3-dicarbonyl, it is a precursor to many heterocycles, such as pyrazoles.[1] It exists predominantly as the enol tautomer C6H5C(OH)=CHC(O)CH3.[2] Its conjugate base (pKa=8.7) forms stable complexes with transition metals and lanthanides.[3]

References

  1. 10.1021/JM960803Q. Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors: Identification of 4-[5-(4-Methylphenyl)-3- (Trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib). 1997. Penning. Thomas D.. Talley. John J.. Bertenshaw. Stephen R.. Carter. Jeffery S.. Collins. Paul W.. Docter. Stephen. Graneto. Matthew J.. Lee. Len F.. Malecha. James W.. Miyashiro. Julie M.. Rogers. Roland S.. Rogier. D. J.. Yu. Stella S.. Anderson. Gary D.. Burton. Earl G.. Cogburn. J. Nita. Gregory. Susan A.. Koboldt. Carol M.. Perkins. William E.. Seibert. Karen. Veenhuizen. Amy W.. Zhang. Yan Y.. Isakson. Peter C.. Journal of Medicinal Chemistry. 40. 9. 1347–1365. 9135032.
  2. 10.1107/S0567740876007267. The crystal and molecular structure of the enol form of 1-phenyl-1,3-butanedione (Benzoylacetone) by neutron diffraction. 1976. Jones. R. D. G.. Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 32. 7. 2133–2136.
  3. 10.1002/(SICI)1521-4095(199911)11:16<1349::AID-ADMA1349>3.0.CO;2-W. Narrow Bandwidth Luminescence from Blends with Energy Transfer from Semiconducting Conjugated Polymers to Europium Complexes. 1999. McGehee. M. D.. Bergstedt. T.. Zhang. C.. Saab. A. P.. o'Regan. M. B.. Bazan. G. C.. Srdanov. V. I.. Heeger. A. J.. Advanced Materials. 11. 16. 1349–1354.

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Benzoylacetone".

Except where otherwise indicated, Everything.Explained.Today is © Copyright 2009-2024, A B Cryer, All Rights Reserved. Cookie policy.