1,4-Naphthoquinone

Naphthoquinone
Names
Preferred IUPAC name
Naphthalene-1,4-dione
Other names
1,4-Naphthoquinone
Naphthoquinone
α-Naphthoquinone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.004.526
UNII
  • InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
    Key: FRASJONUBLZVQX-UHFFFAOYSA-N
  • InChI=1/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
    Key: FRASJONUBLZVQX-UHFFFAOYAK
  • O=C1c2ccccc2C(=O)cc1
Properties
C10H6O2
Molar mass 158.15 g/mol
Density 1.422 g/cm3
Melting point 126 °C (259 °F; 399 K)
Boiling point Begins to sublime at 100 °C
0.09 g/L
−73.5·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1,4-Naphthoquinone or para-naphthoquinone is a quinone derived from naphthalene. It forms volatile yellow triclinic crystals and has a sharp odor similar to benzoquinone. It is almost insoluble in cold water, slightly soluble in petroleum ether, and more soluble in polar organic solvents. In alkaline solutions it produces a reddish-brown color. Vitamin K is a derivative of 1,4-naphthoquinone. It is a planar molecule with one aromatic ring fused to a quinone subunit. It is an isomer of 1,2-naphthoquinone.

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