The Propargylic Rearrangement. 1 V. 1-Bromoheneicosyne-2 and its Reaction with Lithium Aluminum Hydride

OR Sammul, CA Hollingsworth…

Index: Sammul et al. Journal of the American Chemical Society, 1953 , vol. 75, p. 4856

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Citation Number: 6

Abstract

In a study of the dehalogenation of propargylic bromides it was reported3 that such halides react with lithium aluminum hydride and yield a mixture of acetylenic and allenic hydrocarbons. Thus, 1-bromoheptyne-2, C4Hs-kC-CH2Br (I), formed a mixture of heptyne-2 and heptadiene-l, 2. The bromide I was prepared4 from the corresponding alcohol using phosphorus tribromide in the presence of a catalytic amount of pyridine. It was purified by ...