1,2-Naphthoquinone
1,2-Naphthoquinone or ortho-naphthoquinone is a polycyclic aromatic organic compound with formula Template:Chem. It is classified as a 1,2-diketone as well as an ortho-quinone. More specifically, it is one of several naphthoquinones.[1]
Preparation and occurrence
1,2-Naphthoquinone is produced commercially by air-oxidation of 1-naphthol in the presence of copper catalyst.[1] A laboratory route involved oxidation of 1-amino-2-hydroxynaphthalene with ferric chloride.[2]
It is a metabolite of naphthalene. It arises from the naphthalene-1,2-oxide.[3]
It is also found in diesel exhaust particles. The accumulation of 1,2-naphthoquinone has been shown to damage the eyes of rats.[4]
See also
- 1,4-Naphthoquinone, an isomer of 1,2-naphthoquinone
- Diazonaphthoquinone, a diazo derivative of 1,2-naphthoquinone