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Cyclohexene derivatives, such as imines, epoxides, and halonium ions, react with nucleophiles in a stereoselective fashion, affording trans-diaxial addition products. The term “Trans-diaxial addition” describes the mechanism of the addition, however the products are likely to equilibrate by ring flip to the lower energy conformer, placing the new substituents in the equatorial position.
Cyclohexene is produced by the partial hydrogenation of benzene, a process developed by the Asahi Chemical company. [4] The main product of the process is cyclohexane because cyclohexene is more easily hydrogenated than benzene. In the laboratory, it can be prepared by dehydration of cyclohexanol. [5] C 6 H 11 OH → C 6 H 10 + H 2 O
The epoxidation can take place either in a homogeneous reaction by peracids [2] or heterogeneous catalysis (e.g. silver and molecular oxygen). [ 3 ] [ 4 ] [ 5 ] In industrial production the heterogeneously catalyzed synthesis is preferred because of better atom economy , a simpler separation of the product and easier recycling of catalyst.
A [3+2]-cycloaddition with the alkene (3) gives the cyclic intermediate 4. [ 9 ] [ 10 ] Basic hydrolysis liberates the diol ( 5 ) and the reduced osmate ( 6 ). Methanesulfonamide (CH 3 SO 2 NH 2 ) has been identified as a catalyst to accelerate this step of the catalytic cycle and if frequently used as an additive to allow non-terminal alkene ...
The Sharpless asymmetric dihydroxylation [7] was developed by K. Barry Sharpless to use catalytic amounts of OsO 4 along with the stoichiometric oxidant K 3 [Fe(CN) 6]. [1] [2] [8] The reaction is performed in the presence of a chiral auxiliary.
1-Methylcyclohexene an organic compound consisting of cyclohexene with a methyl group substituent attached to the alkene group. Two other structural isomers are known: 3-methylcyclohexene and 4-methylcyclohexene. All are colorless volatile liquids. They are specialized reagents. Methylcyclohexenes are a cyclic olefins.
4-Methylcyclohexene is an organic compound consisting of cyclohexene with a methyl group substituent attached to carbon most distant from the alkene group. Two other structural isomers are known: 1-methylcyclohexene and 3-methylcyclohexene. All are colorless volatile liquids classified as a cyclic olefins. They are specialized reagents.
He used a Friedel–Crafts alkylation of benzene with cyclohexyl chloride using a catalyst such as aluminum trichloride: [2] C 6 H 6 + C 6 H 11 Cl → C 6 H 5 −C 6 H 11 + HCl. Cyclohexylbenzene is now industrially produced by the acid-catalyzed alkylation of benzene with cyclohexene. [3] [4] The process can proceed using benzene as the ...