The Journal of Organic Chemistry

The Reaction of Cyclopropyl Ketones with Phosphorus Pentachloride1

MS Newman, G Kaugars

Index: Newman,M.S.; Kaugars,G. Journal of Organic Chemistry, 1966 , vol. 31, p. 1379 - 1383

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Citation Number: 14

Abstract

The reactions of a number of cyclopropyl ketones with phosphorus pentachloride have been studied. When run in carbon tetrachloride, the ketonic oxygen of phenyl 1-phenylcyclopropyl ketone is replaced by two chlorines. However, when run in methylene chloride, the cyclopropyl ring of all of the ketones studied is opened and l14-dichloro-l-butenes are formed. These facts are explained by nonionic mechanisms utilizing the observation that ...