
%0 Journal Article
%A Garnett, JL 
%A Johnson, WD 
%A Sherwood, JE 
%T Pyrolysis of 1-methylcyclohexene and methylenecyclohexane
%J Australian Journal of Chemistry
%D 1976/03/01
%V 29
%N 3
%P 599-607
%K 
%R https://doi.org/10.1071/CH9760599
%U https://www.publish.csiro.au/paper/CH9760599 
%X At 495º 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. 
