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Topic: Mechanism help  (Read 1571 times)

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Offline peas2007

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Mechanism help
« on: May 09, 2016, 01:35:20 PM »
Hi all, can someone help me figure out how to start with a mechanism for this reaction? I'm at a loss of where to start. Does the OH attack the carbonyl first? Or does EtOH attack first?
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Offline OCSaviour

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Re: Mechanism help
« Reply #1 on: May 09, 2016, 03:18:01 PM »
The EtOH reacts first. Then the acid protonates either of the OH groups and intermolecular reaction takes place.
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Offline TheUnassuming

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Re: Mechanism help
« Reply #2 on: May 10, 2016, 08:37:58 AM »
OP: Have you learned about intramolecular vs intermolecular reaction rates?

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When in doubt, avoid the Stille coupling.
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