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Topic: Enolate formation question  (Read 1123 times)

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Offline JoeyBob

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Enolate formation question
« on: April 06, 2020, 08:34:41 PM »

Why is it that enolates are more stable on ketones than aldehydes? For instance, the below drawing is incorrect and the double bond should occur by the other oxygen.
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Offline pgk

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Re: Enolate formation question
« Reply #1 on: April 07, 2020, 11:04:38 AM »
Think about the corresponding double bonds.
Which one is more stable and why?
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Offline JoeyBob

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Re: Enolate formation question
« Reply #2 on: April 09, 2020, 06:56:25 PM »
So it's because aldehydes are more reactive because they have an unprotected hydrogen?
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Offline pgk

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Re: Enolate formation question
« Reply #3 on: April 13, 2020, 10:30:29 AM »
Rather because ketones have more stable enol forms as containing a more substituted and consequently, a more stable double bond.
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