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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.
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 .
Resorcinol disulfonic acid, (HO) 2 C 6 H 2 (HSO 3) 2, is a deliquescent mass obtained by the action of sulfuric acid on resorcin. [24] It is readily soluble in water and ethanol . Resorcinol is also a common scaffold that is found in a class of anticancer agents, some of which ( luminespib , ganetespib, KW-2478, and onalespib) were in clinical ...
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 ...
To ensure the production of the kinetic product, a slight excess (1.1 equiv) of lithium diisopropylamide is used, and the ketone is added to the base at −78 °C. Because the ketone is quickly and quantitatively converted to the enolate and base is present in excess at all times, the ketone is unable to act as a proton shuttle to catalyze the ...
General structure of 1,2-, 1,3-, and 1,4-dicarbonyls. In organic chemistry, a dicarbonyl is a molecule containing two carbonyl (C=O) groups.Although this term could refer to any organic compound containing two carbonyl groups, it is used more specifically to describe molecules in which both carbonyls are in close enough proximity that their reactivity is changed, such as 1,2-, 1,3-, and 1,4 ...