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Oxidative Cleavage of Alkynes

Thursday, March 13th, 2008, 3:42 PM Central
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Alkynes, like alkenes, can be cleaved by reaction with powerful oxidizing agents such as ozone or KMnO4, although the reaction is of little value and I mention it only for completeness. A triple bond is generally less reactive than a double bond and yields of cleavage products are sometimes low. The products obtained from cleavage of an internal alkyne are carboxylic acids; from a terminal alkyne, CO2 is formed as one product.

An internal alkyne:

R-C=-C-R’ yields (over KMnO4 or O3) R-C=O-O-H + H-O-O=C-R’

A Terminal alkyne:

R-C=-C-H yields (over KMnO4 or O3) R-C=O-O-H + O=C=O

12 Responses to Oxidative Cleavage of Alkynes

  1. Author Icon Stephen Niedzielski

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  2. Author Icon xack symnz

    Gosh I’m so afraid of becoming my mother! I GUESS THIS IS GROWING UP!

  3. Author Icon Stephen Niedzielski

    I^2C to the USB - you ain’t be playin’.

  4. Author Icon xack symnz

    Don’t forgot about cross-linked base pairs, you can cause some serious problems from the resulting BPD’s in the sequence. The genome can’t usually rely on mRNA to catch the error, so excerise extreme caution.

  5. Author Icon Stephen Niedzielski

    im born on the cusp (which for you zodialogically defunct people means in between) of both, which makes me a bipolar…woo-hoo-but im fun! sometimes tooooo much fun!..i dunno..and im broke, so i hope all of these people realise that me even recognizing that they have a birthday is a gift in itself…cause its me.

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    Went and picked out furniture the other day. FURNITURE.

  7. Author Icon Stephen Niedzielski

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  8. Author Icon xack symnz

    On the other hand, you have different fingers.

  9. Author Icon Stephen Niedzielski

    KAFFEE: I’ll ask for the forth time. You ordered–
    JESSEP: You want answers?
    KAFFEE: I think I’m entitled to them.
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  10. Author Icon xack symnz

    “When I’m sitting here with you, I don’t even think about the slime people.”

  11. Author Icon Stephen Niedzielski

    Glue… very powerful stuff.

  12. Author Icon Robin Sulkosky

    I’m pigeonholing the symnzulation until we can form a committee to investigate this

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