Ketene Acetals. XXVIII. The Dehalogenation of α, α-Dibromoacetals. Isopropenylketene Diethylacetal

SM McElvain, LR Morris

Index: McElvain; Morris Journal of the American Chemical Society, 1952 , vol. 74, p. 2657,2661

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Citation Number: 16

Abstract

The dehydrobrotnination of certain a, a-dibromoacetals was studied in an attempt to prepare allenes of the type, R2C= C= C (OCzHb) n. Reaction of the dibromopropionaldehyde acetal (I) yielded only propiolaldehyde acetal (11). The dibrornoisovaleraldehyde acetal (111) was readily dehydrohalogenated to the a-bromosenecialdehyde acetal (IV), but the dehydrobromination of this compound with either potassium t-butoxide or sodium ethoxide ...