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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 more favored. The acid-catalyzed conversion of an enol to the keto form proceeds by proton transfer from O to carbon.
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 intramolecular H-bond formed in the cis-enol form is more pronounced when there is no competition for intermolecular H-bonding with the solvent.
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 Commons Attribution ...
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 ...
2 [Na(NH 3) 6] + e − → H 2 + 2 NaNH 2 + 10 NH 3. Electride salts can be isolated by the addition of macrocyclic ligands such as crown ether and cryptands to solutions containing solvated electrons. These ligands strongly bind the cations and prevent their re-reduction by the electron. [Na(NH 3) 6] + e − + cryptand → [Na(cryptand)] + e ...
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 .