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1,3-Cyclohexanedione is an organic compound with the formula (CH 2) 4 (CO) 2. It is one of three isomeric cyclohexanediones. It is a colorless compound that occurs naturally. It is the substrate for cyclohexanedione hydrolase. The compound exists mainly as the enol tautomer. [2]
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.
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.
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 ...
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.
Several routes exist for the production of cyclohexenone. For the laboratory scale, it can be produced from resorcinol via 1,3-cyclohexanedione. [6] Cyclohexenone is obtained by Birch reduction of anisole followed by acid hydrolysis. It can be obtained from cyclohexanone by α-bromination followed by treatment with base.
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 .