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what would be the product formed if (s)-4-methyl-2-heptyne were reacted with sodium metal in liquid ammonia

what would be the product formed if (s)-4-methyl-2-heptyne were reacted with sodium metal in liquid ammonia

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Answer #1

Alkynes are selectively converted into trans alkenes when they are reduced by a solution of Na (or Li) in liquid ammonia. In Birch reduction, the first step of this reaction is a one-electron transfer into an antibonding π orbital of the alkyne, which yields a radical anion. Subsequently, protonation of the radical anion, an additional one-electron transfer, and a concluding protonation yield a trans alkene.

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