Quinones and hydroxyquinones

The sulfur tetrafluoride fluorination of most nonhalogenated quinones and hydroxyquinones is erratic in behavior and generally occurs with isomerization, substitution of a hydrogen atom by fluorine, and addition of fluorine to the carbon atom / to the carbonyl group. Thus, the fluorination of benzo-l,4-quinone results in aromatization to give 1,2,4-trifluorobenzene (8) as the sole product.41... 

In a recent study S. E. Moschopedis (II) produced some direct evidence for the presence of quinones and hydroxyquinones in coal and humic acid, and infrared examination of products obtained in the course of the present investigation clearly indicated the existence of five-membered cyclic anhydrides in the reactant mixtures. 

Clearly the two basic elements in Fig. 2 reflect the quinone and hydroxyquinone form of the plasto(hydro)quinone, i.e. the natural Qg which the inhibitors displace in the binding niche in the D-1 poly-... 

---