Supriya Ghosh (Editor)

Naphthoquinone

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Formula
  
C10H6O2

Melting point
  
126 °C

Molar mass
  
158.15 g/mol

Density
  
1.42 g/cm³

Naphthoquinone httpsuploadwikimediaorgwikipediacommons11

Naphthoquinone is a class of organic compounds derived from naphthalene. Three isomers are normally discussed:

Contents

  • 1,2-Naphthoquinone
  • 1,4-Naphthoquinone, of which the Vitamin K group compounds are derivatives
  • 2,6-Naphthoquinone (amphi-naphthoquinone)

    • Naphthoquinones are also a class of natural phenolic compounds formed on a C6-C4 skeleton.

    Natural products

  • Alkannin
  • Hexahydroxy-1,4-naphthalenedione
  • Juglone
  • Lapachol
  • Lawsone
  • Menatetrenone
  • 2-Methoxy-1,4-naphthoquinone, a compound found in Impatiens species
  • Nigrosporin B
  • 2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione
  • Phylloquinone
  • Plumbagin
  • 2,3,5,7-Tetrahydroxy-1,4-naphthalenedione

    • Synthetic chemicals

  • Menadione
  • 5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones
  • Atovaquone
  • Bupanaquone (Butalex, Buparvaquone) is a Theilericide (veterinary).

    • Uses as chemical precursors

    Naphthoquinone 12Naphthoquinone 97 SigmaAldrich

    Naphthoquinone can be used for the full synthesis of opiates (Gates synthesis), but it is a tedious and uneconomical process. Therefore, most of the opiate-type analgesics in use today are either directly extracted from Papaver somniferum or synthesized from the natural opiates, mainly from thebaine.

    Diazonaphthoquinone is a diazo derivative of naphthoquinone.

    Naphthoquinone 14Naphthoquinone CAS Number 130154

    Naphthoquinone 2Methoxy14naphthoquinone 98 SigmaAldrich

    Naphthoquinone

    References

    Naphthoquinone Wikipedia
    (Text) CC BY-SA