Oxidative Cleavage of Alkynes with KMnO4

by James

Description: Potassium permanganate (KMnO4) will cleave alkynes to give carboxylic acids.
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Notes: The same reaction can be performed with ozone (O3)

Examples:

Notes: Note where a terminal alkyne is being cleaved (examples 2 and 4) one of the products is carbon dioxide.

Mechanism: For the purposes of Org 1 / Org 2 the mechanism of this reaction is not considered “important”. However the first step is almost certainly the cycloaddition of MnO4 to the triple bond, followed by oxidative cleavage.

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{ 3 comments… read them below or add one }

Nima Omid-Fard

“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?

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james

Yes. thanks, I’ll fix that!

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wasswa emmy

i request for a mechanism for the cleavage of the tripple bonds by the pottasium permanganate

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