Master Organic Chemistry Reaction Guide

Oxidative Cleavage of Alkynes with KMnO4

Description: Potassium permanganate (KMnO4) will cleave alkynes to give carboxylic acids.
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6 thoughts on “Oxidative Cleavage of Alkynes with KMnO4

  1. “Notes: Note where a terminal alkyne is being cleaved (examples 1 and 3) one of the products is carbon dioxide.”

    You mean examples 2 and 4?

    1. “With ordinary solutions of permanganate or dichromate yields are generally low, and the reaction is seldom a useful synthetic method; but high yields can be obtained by oxidizing with KMnO4 dissolved in benzene containing the crown ether 18-crown-6. The crown ether coordinates with K+ permitting the KMnO4 to dissolve in benzene. ” March’s Advanced Organic Chemistry 5th ed. p. 1526.

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