Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: optimusprime on February 10, 2008, 04:46:33 PM
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What do you say, is ozonolysis reversible? That is, from two carbonyls can you form an alkene and Ozone?
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I don't believe ozonolysis is reversible...but that's more a guess than anything.
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It was a fevered dream more than anything.
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Well, you can do the reverse transformation, but it doesn't make ozone.
The reaction is called a pinacol coupling, sometimes also called an acyloin coupling or a McMurry coupling. Messy reactions though.
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Well, you can do the reverse transformation, but it doesn't make ozone.
The reaction is called a pinacol coupling, sometimes also called an acyloin coupling or a McMurry coupling. Messy reactions though.
I thought a pinacol was 2 x carbonyl -> diol, and similarly acyloin 2 x carbonyl -> hydroxy carbonyl ?
Agreed though, these can be fairly messy
S
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True, I guess the pinacol part isn't the whole transformation, but it does make the C-C bond. Then you can take the diol to an olefin by Corey-Winter reaction or something.
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I'm sorry to dig up an old thread but I feel its really relevant.
I understand Ozonolysis can clean an alkene into 2 ketones but what if I wanted to do the reverse?
If I had 2 ketones, how can I do reverse ozonolysis to make and alkene without being messy and in good yield? For example, if I wanted to join 2 molecules of cyclohexanone?
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McMurry coupling