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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: JoeyBob on April 06, 2020, 08:34:41 PM

Title: Enolate formation question
Post by: JoeyBob 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.

Title: Re: Enolate formation question
Post by: pgk on April 07, 2020, 11:04:38 AM

Think about the corresponding double bonds.
Which one is more stable and why?

Title: Re: Enolate formation question
Post by: JoeyBob on April 09, 2020, 06:56:25 PM

So it's because aldehydes are more reactive because they have an unprotected hydrogen?

Title: Re: Enolate formation question
Post by: pgk 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.