Why does the following molecule not tautomerize to any appreciable extent? Give the best overall answer: It does tautomerize greatly. We simply draw it this way out of convenience for drawing the aromatic ring. The aromatic ring is too stable to break apart in order to form the ketone. The OH of the enol is able to form strong hydrogen bonding interactions that require too much enemy to break (you would lose these interactions if you formed the ketone). The phenol is too acidic to exist as a ketone