Question

Question: What reactions are needed to convert alcohol A into either alkyne B or alkyne C?

Short answer

Answer

Step-by-step solution

Step-by-Step SolutionStep 1: Oxidation Reaction

The organic reaction involving the replacement of a hydrogen atom is known as the oxidation reaction.

The primary alpha-substituted butanol undergoes mild oxidation in the presence of oxidizing agents such as pyridinium chlorochromate (PCC), Collin reagent, or silver oxide to give the corresponding aldehyde. This reaction involves homologation.

Formation of product from A

Corey-Fuchs Reaction

The conversion of an aldehyde to terminal alkyne using phosphine-dibromo methylene followed by butylated lithium in a quenched medium is known as the Corey-Fuchs reaction.

The aldehyde is treated with a mixture of phosphine-dibromo methylene to give the corresponding dibromo alkene. It undergoes dehalogenation to give an enantiomeric mixture of terminal alkynes.

Formation of products B and C