Naphthoquinone

Chemical structure of 1,4-naphthoquinone

Naphthoquinones constitute a class of organic compounds (quinones) structurally related to naphthalene. The 1,2- and 1,4-isomers are common but others exist: ^[1]

• 1,2-Naphthoquinone
• 1,4-Naphthoquinone ^[2]
• 2,6-Naphthoquinone  [ wd ]

Use and occurrence

Many natural products feature naphthoquinones, especially the 1,4 isomer. ^[3]

Amine-substituted naphthoquiones, e.g. Artisil Blue GFL and Helindon Yellow R, were once used as dyes. ^[4] Some interest remains in this area. ^[5]

See also

• Hydroxynaphthoquinones

References

1. Grolig, J.; Wagner, R. "Naphthoquinones". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_067. ISBN   978-3-527-30673-2.
2. Caldwell, Erica; Deloux, Laurent; Srebnik, Morris (2001-04-15), "1,4-Naphthoquinone" , in John Wiley & Sons, Ltd (ed.), Encyclopedia of Reagents for Organic Synthesis, Chichester, UK: John Wiley & Sons, Ltd, doi:10.1002/047084289x.rn001, ISBN   978-0-471-93623-7 , retrieved 2025-10-30
3. Ahmadi, Esmaeil Sheikh; Tajbakhsh, Amir; Iranshahy, Milad; Asili, Javad; Kretschmer, Nadine; Shakeri, Abolfazl; Sahebkar, Amirhossein (2020-12-28). "Naphthoquinone Derivatives Isolated from Plants: Recent Advances in Biological Activity" . Mini-Reviews in Medicinal Chemistry. 20 (19): 2019–2035. doi:10.2174/1389557520666200818212020. PMID   32811411.
4. Griffiths, John (2006). "Benzoquinone and Naphthoquinone Dyes". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_575.pub2. ISBN   978-3-527-30385-4.
5. Dulo, Benson; Phan, Kim; Githaiga, John; Raes, Katleen; De Meester, Steven (December 2021). "Natural Quinone Dyes: A Review on Structure, Extraction Techniques, Analysis and Application Potential". Waste and Biomass Valorization. 12 (12): 6339–6374. Bibcode:2021WBioV..12.6339D. doi:10.1007/s12649-021-01443-9. hdl: 1854/LU-8709340 . ISSN   1877-2641.