Apparently, for keto-enol tautomerism, the enol content of a given carbonyl compound increases when in a non-polar solvent.
What is the reason for this?
In diketone example acetyl acetone ........... Enol content in water is 15% but enol content in hexane is 92% . Reason... Water form hydrogen bond with Co group of keto form which reduce the intramolecular hydrogen bonding of enol form. Hence enol content increase in non polar aprotic solvent example hexane but increase in polar protic or polar aprotic solvent example water acetone. Enol content order in different solvent Hexane >benzene >acetone >methanol >water