Search results
Results from the WOW.Com Content Network
Cyclohexanone oxime can be prepared from the condensation reaction between cyclohexanone and hydroxylamine: [1] C 5 H 10 CO + H 2 NOH → C 5 H 10 C=NOH + H 2 O. Alternatively, another industrial route involves the reaction of cyclohexane with nitrosyl chloride, which is a free-radical reaction. This method is advantageous as cyclohexane is ...
With the cyclohexanone-oxime, the relief of ring strain results in a third reaction mechanism, leading directly to the protonated caprolactam in a single concerted step without the intermediate formation of a π-complex or σ-complex.
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.
In organic chemistry, an oxime is an organic compound belonging to the imines, with the general formula RR’C=N−OH, where R is an organic side-chain and R' may be hydrogen, forming an aldoxime, or another organic group, forming a ketoxime. O-substituted oximes form a closely related family of compounds.
Arrow pushing for the Robinson annulation between 2-methylcyclohexan-1-one and but-3-en-2-one in the presence of sodium ethoxide as the base. The original procedure of the Robinson annulation begins with the nucleophilic attack of a ketone in a Michael reaction on a vinyl ketone to produce the intermediate Michael adduct.
A generalized mechanism of the Favorskii rearrangement to give a ring contracted product. Note that anion formation has been omitted. An alternative to the standard Favorskii rearrangement, is to perform what can be thought of as a negative pinacol rearrangement where an anionic group encourages a bond aligned with a leaving group to migrate ...
A number of chemical ligation strategies have been developed that fulfill the requirements of bioorthogonality, including the 1,3-dipolar cycloaddition between azides and cyclooctynes (also termed copper-free click chemistry), [8] between nitrones and cyclooctynes, [9] oxime/hydrazone formation from aldehydes and ketones, [10] the tetrazine ...
Another major application is the rearrangement of cyclohexanone oxime to caprolactam. [4] Many alkylamines are prepared by amination of alcohols, catalyzed by solid acids. In this role, the acid converts, OH −, a poor leaving group, into a good one. Thus acids are used to convert alcohols into other classes of compounds, such as thiols and ...