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Retro Diels-Alder reactions. IV. Kinetics of the thermal decomposition of bornylene and the thermal rearrangement of 1,5,5-trimethylcyclopentadiene

✍ Scribed by Herndon, William C.; Manion, Jerold M.

Book ID: 127391601
Publisher: American Chemical Society
Year: 1968
Tongue: English
Weight: 547 KB
Volume: 33
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo01276a044

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Bornylene (3,7, hept-2-ene) undergoes a retro-Diels-Alder reaction at elevated temperatures in the gas phase to yield ethylene and 1,5,5-trimethylcyclopentadiene. The product 1,5,5-trimethylcyclopentadiene is unstable and a methyl shift occurs, giving rise to an equilibrium mixture of four C8 hydro