Common Problems

9.3.1 How is the "True" Structure to be Represented?

If a structure can exist in two tautomeric forms, the equilibrium is often quite different in water than it is in wet octanol. Of course the partitioning equilibrium constant is necessarily dependent upon the tautomeric ratio in the separate phases and this is not easily predicted ab initio in every case. In the case of keto/enol tautomers, it is the keto form which is promoted by water, because it has the higher H-bond acceptor

CH3^^CH2 CH3 Ke CH3 CH,/CH3

0 0

Post a comment