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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]
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.
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.
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. The oxidation involves radicals and the intermediacy of the hydroperoxide C 6 H 11 O 2 H. Alternatively, cyclohexanol can be produced by the hydrogenation of phenol ...
The archetypal Beckmann rearrangement [4] is the conversion of cyclohexanone to caprolactam via the oxime. Caprolactam is the feedstock in the production of Nylon 6. [5] The Beckmann solution consists of acetic acid, hydrochloric acid and acetic anhydride, and was widely used to catalyze the rearrangement.
Here, the acid-catalyzed proton transfer first converts the cyclohexanone phenylhydrazone 1 to the intermediate 2. Subsequently, a heat-induced sigmatropic reaction occurs to produce 3, which is protonated and cyclizes into 4. Elimination of ammonia then leads to the final product, the tetrahydrocarbazole 5.