Naphthoquinone[1]
IUPAC name	4a,8a-Dihydronaphthalene-1,4-dione
Other names	Naphthoquinone 1,4-Naphthoquinone a-Naphthoquinone
Identifiers
CAS number	[130-15-4]
SMILES	O=C2C=CC(C1=CC=CC=C12)=O
Properties
Molecular formula	C10H6O2
Molar mass	158.15 g/mol
Density	1.422 g/cm³
Melting point	126 °C
Boiling point	Begins to sublime at 100 °C
Solubility in water	0.09 g/L
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

Naphthoquinone, or more precisely 1,4-naphthoquinone, is an organic compound. It forms yellow triclinic crystals and has an odor similar to benzoquinone. It is sparingly soluble in cold water, slightly soluble in petroleum ether, and freely soluble in most polar organic solvents. In alkaline solutions it produces a reddish-brown color. Because of their aromatic stability, 1,4-naphthoquinone derivatives are known to possess anti-bacterial and anti-tumor properties.

Naphthoquinone forms the central chemical structure of many natural compounds, most notably the K vitamins.

See also

• 1,2-Naphthoquinone
• 2,6-Naphthoquinone (amphi-naphthoquinone)
• 1,4-Benzoquinone
• Quinone

References

1. ^ Merck Index, 11th Edition, 6315.

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