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It reacts under acid catalysis with alcohols to 3-alkoxyenones. [2] Its pK a is 5.26. Treatment of the sodium salt of the enolate with methyl iodide gives 2-methyl-1,3-cyclohexanedione, which also exists predominantly as the enol. [4]
Dimedone is an organic compound with the formula (CH 3) 2 C(CH 2) 2 (CO) 2 (CH 2). Classified as a cyclic diketone, it is a derivative of 1,3-cyclohexanedione. It is a white solid that is soluble in water, as well as ethanol and methanol. It once was used as a reagent to test for the aldehyde functional group.
A classic example for favoring the keto form can be seen in the equilibrium between vinyl alcohol and 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 of an enol to the keto form proceeds by proton transfer from O to carbon.
Partial hydrogenation of resorcinol gives dihydroresorcinol, also known as 1,3-cyclohexanedione. [10] [11] It reduces Fehling's solution and ammoniacal silver solutions. It does not form a precipitate with lead acetate solution, as does the isomeric pyrocatechol.
1,2-Cyclohexanedione; 1,3-Cyclohexanedione; 1,4-Cyclohexanedione This page was last edited on 23 June 2017, at 01:22 (UTC). Text is available under the Creative ...
In enzymology, a cyclohexane-1,3-dione hydrolase (EC 3.7.1.10) is an enzyme that catalyzes the chemical reaction cyclohexane-1,3-dione + H 2 O ⇌ {\displaystyle \rightleftharpoons } 5-oxohexanoate Thus, the two substrates of this enzyme are cyclohexane-1,3-dione and H 2 O , whereas its product is 5-oxohexanoate .
This effect is especially pronounced in 1,3-dicarbonyl compounds that can form hydrogen-bonded enols. The equilibrium constant is dependent upon the solvent polarity, with the cis -enol form predominating at low polarity and the diketo form predominating at high polarity.
The Wichterle reaction is a variant of the Robinson annulation that replaces methyl vinyl ketone with 1,3-dichloro-cis-2-butene. This gives an example of using a different Michael acceptor from the typical α,β-unsaturated ketone. The 1,3-dichloro-cis-2-butene is employed to avoid undesirable polymerization or condensation during the Michael ...