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general/1-2-naphthoquinones

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1,2-Naphthoquinone

β-naphthoquinone

1,2-Naphthoquinone or ortho-naphthoquinone is a polycyclic aromatic organic compound with formula . It is classified as a 1,2-diketone as well as an ortho-quinone. More specifically, it is one of several naphthoquinones.

Preparation and occurrence

1,2-Naphthoquinone is produced commercially by air-oxidation of 1-naphthol in the presence of copper catalyst.

It is a metabolite of naphthalene. It arises from the naphthalene-1,2-oxide.

It is also found in diesel exhaust particles. The accumulation of 1,2-naphthoquinone has been shown to damage the eyes of rats.

References

References

  1. Grolig, J.. "Naphthoquinones".
  2. Louis F. Fieser. (1937). "1,2-Naphthoquinone". Org. Synth..
  3. (2011). "The Chemical Biology of Naphthoquinones and Its Environmental Implications". Annual Review of Pharmacology and Toxicology.
  4. (2001). "Naphthoquinone-Induced Cataract in Mice: Possible Involvement of Ca{{sup". Journal of Ocular Pharmacology and Therapeutics.
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