Luminol chemiluminescence: Chemistry, excitation, emitter
Article first published online: 30 MAR 2005
Copyright © 1990 John Wiley & Sons, Ltd.
Journal of Bioluminescence and Chemiluminescence
Volume 5, Issue 1, pages 53–56, January/March 1990
How to Cite
Merényi, G., Lind, J. and Eriksen, T. E. (1990), Luminol chemiluminescence: Chemistry, excitation, emitter. J. Biolumin. Chemilumin., 5: 53–56. doi: 10.1002/bio.1170050111
- Issue published online: 30 MAR 2005
- Article first published online: 30 MAR 2005
The mechanism of luminol chemiluminescence is a special case of nucleophilic addition to carbonyl compounds. The breakdown of the key intermediate, an alpha hydroxy hydroperoxide, produces a peracid ortho to an acyl diazene group. After intramolecular addition of the peracid, the energy from nitrogen expulsion is utilized in the formation of an anti-aromatic endoperoxide. Rupture along the O,O bond leaves a substantial part of the ensuing phthalate in its excited state. The emitter is shown to be a mono-protonated phthalate unaccessible by photoexcitation. The dark reaction is a concerted decomposion of the alpha hydroxy hydroperodixe to yield ground-state phthalate.