Keto-enol tautomerism

by James

Description: Ketones and other carbonyl compounds containing a hydrogen adjacent to the carbonyl are in equilibrium with a constitutional isomer called an enol.
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{ 5 comments… read them below or add one }

Annabelle June 12, 2012 at 12:00 pm

Hi! i read through your notes for keto-enol-tautomerism. I just have a questions, why is 2,4-pentandione is more favourable as an enol? is it because of the conjugation? could you please explain to me why? Thank you.

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james June 15, 2012 at 4:14 pm

Two reasons! 1) if one ketone is present as an enol, then it can participate in a hydrogen bond with the other ketone carbonyl, which is a favorable interaction. And yes 2) it is also conjugated, so that has an impact as well.

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rajasekhar August 11, 2012 at 6:50 am

which conditions are suitable for amide tautomerism …………..for proton abstraction

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Reid Osborn September 21, 2013 at 8:34 pm

The Video Walkthrough is down.

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James Ashenhurst September 22, 2013 at 9:46 pm

Thanks, I need to fix this.

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