Chemistry of 1,2‐di‐tert. Butylbenzene and derivatives: Part II. Hydrogenation of 1,2‐di‐tert.butylbenzene on platinum and rhodium catalysts. Synthesis of cis‐ and trans‐1,2‐di‐tert.butylcyclohexane

doi:10.1002/RECL.19680870705

Paper

Chemistry of 1,2‐di‐tert. Butylbenzene and derivatives: Part II. Hydrogenation of 1,2‐di‐tert.butylbenzene on platinum and rhodium catalysts. Synthesis of cis‐ and trans‐1,2‐di‐tert.butylcyclohexane

Published Sep 2, 2010 · B. Graaf, H. Bekkum, B. M. Wepster

Recueil des Travaux Chimiques des Pays-Bas

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Abstract

The course of the hydrogenation of 1,2-di-tert.butylbenzene under the influence of rhodium and platinum catalysts has been investigated. Cis- and trans-1,2-di-tert.butylcyclohexane and the intermediate product 2,3-di-tert.-butylcyclohexene always appearing in the hydrogenations have been isolated and characterized. The rate of hydrogenation of 1,2-di-tert.butylbenzene has been compared with that of benzene and that of some 1,2-dialkylbenzenes.

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Hydrogenation of 1,2-di-tert.butylbenzene on rhodium and platinum catalysts produces cis- and trans-1,2-di-tert.butylcyclohexane and the intermediate product 2,3-di-tert.-butyl

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Chemistry of 1,2‐di‐tert. Butylbenzene and derivatives: Part II. Hydrogenation of 1,2‐di‐tert.butylbenzene on platinum and rhodium catalysts. Synthesis of cis‐ and trans‐1,2‐di‐tert.butylcyclohexane

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References

Studies on cyclohexane derivatives. Part VI: cis‐ and trans‐1,4‐Di‐t‐butylcyclohexane. Preparation and properties

The cis-isomer of 1,4-Di-t-butylcyclohexane is mainly in a non-chair conformation, with the trans-isomer having a lower strain, and the enthalpy difference between the two isomers is 4.7 k

Citations

Hydrogenation of 1,3,5-tri-t-butylbenzene over platinum and palladium: Synthesis of cis,cis- and cis,trans-1,3,5-tri-t-butylcyclohexane†

Hydrogenation of 1,3,5-tri-t-butylbenzene over palladium and platinum leads to the synthesis of cis, trans-1,3,5-tri-t-butylcyclohexane and 1,3,5-tri-t-butylcyclohexenes

Conformational analysis of cis- and trans-1,2-di-tert-butylcyclohexane and some homomorphs†

In solution, trans-1,2-di-tert-butylcyclohexane probably exists as a conformational mixture with a twist conformation and a chair conformation with axial substituents being the major components.

Empirical force field calculations VII. Rotation of the tert-butyl groups on the chair conformers of tert-butylcyclohexane, 9-tert-butylbicyclo[3.3.1]nonane and cis-1,2-di-tert-butylcyclohexane†‡

Two chair conformers of cis-1,2-di-tert-butylcyclohexane exist, with a 4.82 kJ mol1 energy difference, and six transition states have been identified through forced rotation of tert-butyl groups.

Electronic and steric effects in the hydrogenation of alkyl aryl ketones on palladium

The hydrogenation of alkyl aryl ketones on palladium leads to zero order kinetics, with electronic substituent effects affecting the rate of hydrogenation.

Studies on cyclohexane derivatives. Part VIII: Preparation and mass spectra of the seven t‐butylcyclohexanecarboxylic acids

T-butylcyclohexanecarboxylic acids can be synthesized from t-butyl-cyclohexanols and their methyl esters, with palladium providing the most stable isomer and rhodium being the main source of trans-2 formed.

8.16 Heterogeneous Hydrogenation of C C and C C Bonds

Metal catalysts can effectively reduce alkenes and alkynes, offering a practical guide for synthetic chemists.