Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Acetylacetone is an organic compound with the chemical formula CH3−C(=O)−CH2−C(=O)−CH3. It is classified as a 1,3-diketone. It exists in equilibrium with a tautomer CH3−C(=O)−CH=C(−OH)−CH3. The mixture is a colorless liquid. These tautomers interconvert so rapidly under most conditions that they are treated as a single compound in most applications.[2] Acetylacetone is a building block for the synthesis of many coordination complexes as well as heterocyclic compounds.
^"05581: Acetylacetone". Sigma-Aldrich.
^Thomas M. Harris (2001). "2,4-Pentanedione". e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp030. ISBN 0471936235.
Acetylacetone is an organic compound with the chemical formula CH3−C(=O)−CH2−C(=O)−CH3. It is classified as a 1,3-diketone. It exists in equilibrium with...
acetaldehyde (K = [enol]/[keto] ≈ 3×10−7). In 1,3-diketones, such as acetylacetone (2,4-pentanedione), the enol form is favored. The acid-catalyzed conversion...
compound with the formula VO(acac)2, where acac– is the conjugate base of acetylacetone. It is a blue-green solid that dissolves in polar organic solvents....
Keto-enol tautomerization typically strongly favors the keto tautomer, but an important exception is the case of 1,3-diketones such as acetylacetone....
Pentanedione may refer to: Acetylacetone (2,4-pentanedione) Acetylpropionyl (2,3-pentanedione) C5H8O2 Cyclopentanedione This set index article lists chemical...
NMR spectrum. For example, the acidic proton in the enol tautomer of acetylacetone appears at δ H {\displaystyle \delta _{\text{H}}} 15.5, which is about...
LiCH2C(O)CH(Na)CO2Et + RX → RCH2C(O)CH(Na)CO2Et + LiX Similar to the behavior of acetylacetone, the enolate of ethyl acetoacetate can also serve as a bidentate ligand...
diacetyl (CH3C(O)C(O)CH3), once used as butter-flavoring in popcorn. Acetylacetone (pentane-2,4-dione) is virtually a misnomer (inappropriate name) because...
water-soluble solid is the conjugate base of acetylacetone. The compound is prepared by deprotonation of acetylacetone: NaOH + CH2(C(O)CH3)2 → NaCH(C(O)CH3)2...
030.0001. Denoon, C. E. Jr.; Adkins, Homer; Rainey, James L. (1940). "Acetylacetone". Organic Syntheses. 20: 6. doi:10.15227/orgsyn.020.0006. Arpe, Hans-Jürgen...
acetylacetone, CH3C(O)CH2C(O)CH3. Dimedone is a cyclic 1,3-diketone. 1,3-Indandione is the cyclic 1,3-diketone fused to a benzene ring. Acetylacetone...
colorless liquid is significant commercially as the principal precursor to acetylacetone. In organic synthesis, it is used to prepare enol acetates of ketones...
The molecular formula C5H8O2 may refer to: Acetylacetone Acetylpropionyl Allyl acetate Angelic acid Coffee furanone Cyclobutanecarboxylic acid Ethyl acrylate...
complex with formula Al(C5H7O2)3. This aluminium complex with three acetylacetone ligands is used in research on Al-containing materials. The molecule...
metal salt with acetylacetone, acacH: Mz+ + z Hacac ⇌ M(acac)z + z H+ Addition of base assists the removal of a proton from acetylacetone and shifts the...
Alternatively acetamide can be obtained in excellent yield via ammonolysis of acetylacetone under conditions commonly used in reductive amination. It can also be...
enol CF3C(OH)=CHC(O)CF3. For comparison under the same conditions, acetylacetone is 85% enol. Metal complexes of the conjugate base exhibit enhanced...
of compounds which contain methylene bridges include: Malonic acid Acetylacetone Malononitrile Methyl group Methylene group Methyne W. A. Herrmann (1982)...
process requires heat and an organometallic catalyst like zirconium acetylacetone or zinc L-lactate. It is characterized by a glass transition temperature...
molecular geometry. It was first prepared by treating scandium nitrate with acetylacetone in the presence of ammonia. Anderson, Thomas J.; Neuman, Melvin A.;...
NaCH(C(O)CH3)2 → [CH(C(O)CH3)2]2 + 2 NaI Reminiscent of the case of acetylacetone, tetraacetylethane exists as the enol, as established by X-ray crystallography...
"CLXII.—Researches on residual affinity and co-ordination. Part II. Acetylacetones of selenium and tellurium". Journal of the Chemical Society, Transactions...
of 1,3-diketones with hydrazine (Knorr-type reactions). For example, acetylacetone and hydrazine gives 3,5-dimethylpyrazole: CH3C(O)CH2C(O)CH3 + N2H4...