Deakin University
Browse

File(s) not publicly available

PYROLYSIS OF 1-METHYLCYCLOHEXENE AND METHYLENECYCLOHEXANE

journal contribution
posted on 2023-02-07, 02:09 authored by JL GARNETT, WD JOHNSON, John SherwoodJohn Sherwood
At 495� the decomposition of both 1-methylcyclohexene and methylenecyclohexane is homogeneous and first order overall, the rate constants (with 90% confidence limits) being (6.01 � 0.40) x 10-4 and (6.53 � 0.23) x 10-4 s-1 respectively. Pressure is not a good measure of the rate of decomposition of either isomer. Toluene inhibits the decomposition of both olefins, although the effect is more marked for the exo-isomer. The two main reaction pathways for 1-methylcyclohexene are a reverse Diels-Alder reaction, giving 2-methylbuta-1,3-diene and ethene, and a radical chain dehydrogenation to give toluene and benzene. Methylenecyclohexane cannot react through a reverse Diels-Alder reaction and ring fission gives a mixture of C3 and lower hydrocarbons. Dehydrogenation to give benzene and toluene is also important. Isomerization is a much more favoured pathway for methylenecyclohexane as expected from the relative thermodynamic stabilities of the isomers.

History

Journal

AUSTRALIAN JOURNAL OF CHEMISTRY

Volume

29

Pagination

599-607

ISSN

0004-9425

Language

English

Publication classification

C1.1 Refereed article in a scholarly journal

Issue

3

Publisher

C S I R O PUBLICATIONS

Usage metrics

    Research Publications

    Categories

    No categories selected

    Exports

    RefWorks
    BibTeX
    Ref. manager
    Endnote
    DataCite
    NLM
    DC