[g_orbital]

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?

Thanks!

[movies]

Think about which carbonyl group will be a stronger electron withdrawing group in your acetoacetic ester example.