Abstract

Evidence is presented that the conversion of olefins of the type RCHC(CH 3) 2 to acetylenes of structure RCCCH 3 by the action of sodium nitrite in aqueous acetic acid proceeds by a sequence involving two nitrations, Nef conversion of one nitro group to carbonyl, ring closure to an isoxazolone N-oxide and fragmentation to carbon dioxide, NO and the acetylene.

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