A-pyrone condenses with the benzene ring to form coumarin and isocoumarin; benzo-'y-pyrone constitutes the nucleus of several vegetable colouring matters (chrysin, fisetin, quercetin, &c., which are derivatives of flavone or phenyl benzo-y-pyrone); dibenzo--ypyrone is known as xanthone; related to this substance are fluorane (and fluorescein), fluorone, fluorime, pyronine, &c. The pyridine ring condenses with the benzene ring to form quinoline and isoquinoline; acridine and phenanthridine are dibenzo-pyridines; naphthalene gives rise to a-and /3-naphthoquinolines and the anthrapyridines; anthracene gives anthraquinoline; while two pyridine nuclei connected by an intermediate benzene nucleus give the phenanthrolines.
The quinonoid structure of many coloured compounds has been proved experimentally, as, for example, by Hewitt for the benzene-azo-phenols, and Hantzsch for triaminotriphenyl methane and acridine derivatives; but, at the same time, many substances cannot be so explained.
Chemie, 24, p. 468) submitted the view that fluorescence was due to the presence of certain " fluorophore " groups; such groupings are the pyrone ring and its congeners, the central rings in anthracene and acridine derivatives, and the paradiazine ring in safranines.
This oscillation may be represented in the case of acridine and fluorescein as This theory brings the property of fluorescence into relation with that of colour; the forms which cause fluorescence being the coloured modifications: ortho-quinonoid in the case of acridine, paraquinonoid in the case of fluorescein.
This tautomerism may be of a twofold nature :-(I) it may involve the mere oscillation of linkages, as in acridine; or (2) it may involve the oscillation of atoms, as in fluorescein.