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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]
[12] 1,3-Cyclohexanedione is first reacted with the acid chloride of 4-(methylsulfonyl)-2-nitrobenzoic acid under conditions in which the enolic hydroxyl group of the diketone reacts to form the benzoylated derivative. In a separate step, this is rearranged to mesotrione using a catalytic amount of cyanide ion derived from acetone cyanohydrin.
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 .
The original Wieland–Miescher ketone is racemic and prepared in a Robinson annulation of 2-methyl-1,3-cyclohexanedione and methyl vinyl ketone. The intermediate alcohol is not isolated. An enantioselective synthesis employs L-proline as an organocatalyst: [7] This reaction was reported in 1971 by Z. G. Hajos and D. R. Parrish.
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.
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 ...
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 ...
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 ...