Thermal isomerization of cyclobutenes. Part 13.—1-n-Propylcyclobutene, 1-isopropylcyclobutene, 1-allylcyclobutene and 1-cyclopropylcyclobutene
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Transactions of the Faraday Society
- Vol. 65, 453-457
- https://doi.org/10.1039/tf9696500453
Abstract
The thermal isomerizations of 1-n-propyl, 1-isopropyl, 1-allyl and 1-cyclopropyl cyclobutenes have been studied in the gas phase at temperatures in the range 145–200°C. The isomerizations are almost certainly unimolecular and were investigated in their high pressure region. Rate constants for the reactions yielded the Arrhenius equations: 1-n-propyl, k= 1013.55 exp (–34,546/RT) sec–1; 1-isopropyl, k= 1013.55 exp (–34,669/RT) sec–1; 1-allyl, k= 1013.48 exp (–34,200/RT) sec–1; 1-cyclopropyl, k= 1013.48 exp (–34,140/RT) sec–1. The effect of alkyl substitution on the free energy of activation for the isomerization of the cyclobutenes is discussed.Keywords
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