Rotational Energy Barrier of the Polarized Carbon–Carbon Double Bond in Quinophthalone

 A dynamic NMR effect is observed in the 13C NMR spectra of anhydrous quinophthalone (quinoline yellow) and its monohydrate in the vicinity of 47°C and 0°C, respectively, and is attributed to a restricted rotation around the polarized carbon–carbon double bond. The free energy of activation for this process in anhydrous quinophthalone and the monohydrate is 65±2 and 55±2 kJ · mol−1, respectively, in CDCl3.