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The direct and sensitized photochemical behaviour of cyclic and acyclic olefins is compared. Under either set of conditions cyclo-hexenes and -heptenes undergo photoprotonation in hydroxylic media, perhaps via a trans intermediate. By contrast acyclic, exocyclic, and larger-ring cyclic olefins fail to undergo photoprotonation on either direct or sensitized irradiation. However, both cyclohexenes and cycloheptenes, as well as larger-ring cyclic and acyclic olefins, undergo slow isomerization todoi:10.1351/pac197024030585 fatcat:jyvijaoecvfjjmqvxldpzku3hq