One dozen of tailormade model 3‐fluoro‐2(1H)‐quinolinones were synthesized in order to be investigated by UV‐, IR‐ and NMR spectroscopic techniques. All of these compounds were found to exist predominantly, if not exclusively, in the lactam (carboxamide, 1,2‐dihydro‐2‐oxoquinoline) form. No tautomeric lactim (iminol, azaphenol) structure was detected. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)