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Topic: enol content in enamine reaction  (Read 4993 times)

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suga1

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enol content in enamine reaction
« on: April 02, 2006, 04:56:39 PM »
Hi; I was wondering if someone could please help me with the following question: 2-acetylcyclohexanone, product of an enamine reaction, has an unsually high content of enol form in equilibrium (just like most beta-diketones).  Explain why?  Thank u for your help.
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o alquimista

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Re:enol content in enamine reaction
« Reply #1 on: April 02, 2006, 05:36:24 PM »
Beta-diketones have a hydrogen bond in the enol form.

       OH --- O
       |         ||
CH3-C=CH-C-CH3
« Last Edit: April 02, 2006, 05:38:05 PM by o alquimista »
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suga1

  • Guest
Re:enol content in enamine reaction
« Reply #2 on: April 02, 2006, 05:46:54 PM »
So because it can form that hydrogen bond..this leads to more stability right?  Thanks.
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