Alkyne anions react with the carbonyl groups of aldehydes

Chapter 7, Problem 7.26

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Alkyne anions react with the carbonyl groups of aldehydes and ketones to form alkynyl alcohols, as illustrated by the following sequence. HCl H2O CH3C#C2Na1 1 H9C9H [CH3C#C9CH2O2Na1] CH3C#C9CH2OH O Propose a mechanism for the formation of the bracketed compound, using curved arrows to show the fl ow of electron pairs in the course of the reaction.

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