What will be the % of Enol form of this compound?
99% or 1%? Also give reason.
Try to draw enol form(s).
If it is a homework question (and it surely looks like one), you have asked in the wrong forum.
It is not homework, its a doubt.
I think, it is 1% as Keto form is Aromatic and hence more stable, but the answer is 99%.
What is the definition of aromatic, in this case?
I was going to say 99+% because in the enol form, you have the formation of the aromatic structure.
That's why I asked to draw enolic form, it should be obvious
When calculating the percent of a certain species in solution obtained in a completely reversible reaction (like keto-enol tautomerism) it is useful to remember the relationship between the Gibbs free energy of the process and chemical equilibrium.
DeltaG = -RT ln(K)
This equation shows us that small differences in energy can have profound changes in percent composition. For stereoisomers (gauche- and anti-, for example) of substituted cyclohexanes, free energy differences of only 2kcal/mol results in >95% of the more stable isomer. A difference of only 4kcal/mol results in >99%.
Aromatic stabilization energies for benzene are on the order of 20 to 40 kcal/mol...
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