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With strong bases, the positions 4 and 6 (the two CH 2-groups of the carbonyl group and the C-C double bond adjacent) are deprotonated. Cyclohexenone is an in-vitro catalyst for a relatively mild decarboxylation of alpha amino acids. [7] [8]
It is related to tetrahydrofuran (THF) by replacement of the methylene group (CH 2) at the 2-position with an oxygen atom. The corresponding saturated 6-membered C 4 O 2 rings are called dioxanes. The isomeric 1,2-dioxolane (wherein the two oxygen centers are adjacent) is a peroxide. 1,3-dioxolane is used as a solvent and as a comonomer in ...
Methylcyclohexanones are a group of three isomers: 2-methylcyclohexanone, 3-methylcyclohexanone, and 4-methylcyclohexanone. [1] They can be viewed as derivative of cyclohexanone. They can be prepared by oxidation of methylcyclohexane as well as partial hydrogenation of the corresponding cresols. All are colorless liquids. The 2- and 3-isomers ...
For example, the conjugate addition of methylamine to cyclohexen-2-one gives the compound 3-(N-methylamino)-cyclohexanone. Conjugated carbonyls react with hydrogen cyanide to 1,4-keto-nitriles. See hydrocyanation of unsaturated carbonyls. In the Nagata reaction the cyanide source is diethylaluminum cyanide.
2 C 6 H 12 + O 2 → 2 C 6 H 11 OH. This process coforms cyclohexanone, and this mixture ("KA oil" for ketone-alcohol oil) is the main feedstock for the production of adipic acid, used to make nylon. The small cycloalkanes – in particular, cyclopropane – have a lower stability due to Baeyer strain and ring strain.
Cyclohexanone is produced by the oxidation of cyclohexane in air, typically using cobalt catalysts: [11]. C 6 H 12 + O 2 → (CH 2) 5 CO + H 2 O. This process forms cyclohexanol as a by-product, and this mixture, called "KA Oil" for ketone-alcohol oil, is the main feedstock for the production of adipic acid.
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 ...
It can be produced by a Wittig reaction or a reaction with a Tebbe's reagent from cyclohexanone. [ 1 ] [ 2 ] [ 3 ] It can also be synthesized as a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene.