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Topic: Tautomerism in 1,3-dicarbonyls  (Read 6111 times)

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Offline g_orbital

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Tautomerism in 1,3-dicarbonyls
« on: April 06, 2006, 03:57:47 PM »
In 1,3-dicarbonyls there could be theoretically TWO possible equilibrating enols (beside the keto form), e.g. in acetoacetic ester. My question is: What are the criteria that favor specific enol upon the other one? and how kinetic/thermodynamic conditions control this equilibrium?

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Re: Tautomerism in 1,3-dicarbonyls
« Reply #1 on: April 12, 2006, 02:27:50 PM »
Think about which carbonyl group will be a stronger electron withdrawing group in your acetoacetic ester example.

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