Dihydroxynaphthoquinone

A dihydroxynaphthoquinone (formula: C
₁₀H
₆O
₄) is any of several organic compounds that can be viewed as derivatives of naphthoquinone through replacement of two hydrogen atoms (H) by hydroxyl groups (OH).

The unqualified term "dihydroxynaphthoquinone" usually means a derivative of 1,4-naphthoquinone. Other dihydroxy- compounds can be derived from the two other known isomers, 1,2-naphthoquinone (ortho-) and 2,6-naphthoquinone (amphi-).

Isomers

From 1,4-naphthoquinone

Due to the symmetry of the parent quinone, there are only nine distinct isomers of dihydroxy-1,4-naphthoquinone:

From 1,2-naphthoquinone

From 1,2-naphthoquinone there are 12 possible dihydroxy- isomers:

From 2,6-naphthoquinone

From the symmetrical 2,6-naphthoquinone there are only nine dihydroxy- isomers:

References

^ J. Khalafy and J.M. Bruce (2002), Oxidative dehydrogenation of 1-tetralones: Synthesis of juglone, naphthazarin, and α-hydroxyanthraquinones. Journal of Sciences, Islamic Republic of Iran, volume 13 issue 2, pages 131-139.

[khalafy-1] J. Khalafy and J.M. Bruce (2002), Oxidative dehydrogenation of 1-tetralones: Synthesis of juglone, naphthazarin, and α-hydroxyanthraquinones. Journal of Sciences, Islamic Republic of Iran, volume 13 issue 2, pages 131-139.

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