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Luminol chemiluminescence: Chemistry, excitation, emitter
Abstract
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.
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Cited by
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Green, O., Eilon, T., Hananya, N., Gutkin, S., Bauer, C. R., & Shabat, D. (2017) · ACS Central Science · doi:10.1021/acscentsci.7b00058 · Cited by 336
Luminol-Based Chemiluminescent Signals: Clinical and Non-clinical Application and Future Uses
Khan, P., Idrees, D., Moxley, M. A., Corbett, J. A., Ahmad, F., von Figura, G., Sly, W. S., Waheed, A., & Hassan, M. I. (2014) · Applied Biochemistry and Biotechnology · doi:10.1007/s12010-014-0850-1 · Cited by 295
Chemiluminescence of Organic Peroxides
Baader, W. J., Stevani, C. V., & Bastos, E. L. (2006) · Patai Series: The Chemistry of Functional Groups · doi:10.1002/0470862769.ch16 · Cited by 71
METAL ION CATALYZED AUTOXIDATION REACTIONS: KINETICS AND MECHANISMS
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Metadata
- Authors
- Merényi, G., Lind, J., & Eriksen, T. E.
- Venue
- Journal of Bioluminescence and Chemiluminescence
- Publisher
- Wiley
- Published
- 1990-01
- Volume
- 5
- Issue
- 1
- Pages
- 53-56
- ISSN
- 0884-3996 (ISSN-L)
- 1099-1271
- OpenAlex
- W2136998605
- Cited by
- 291
- References
- 0
- FWCI
- 2.43
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Luminol chemiluminescence: Chemistry, excitation, emitter. https://app.cochat.ai/papers/10.1002/bio.1170050111
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- Merényi, G., Lind, J., & Eriksen, T. E. (1990). Luminol chemiluminescence: Chemistry, excitation, emitter. Journal of Bioluminescence and Chemiluminescence. https://doi.org/10.1002/bio.1170050111
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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