Hydroxyanthraquinone

A hydroxyanthraquinone (formula: C14H9O2(OH)) is any of several organic compounds that can be viewed as derivatives of an anthraquinone through replacement of one hydrogen atom (H) by a hydroxyl group (-OH).

1,4-Dihydroxyanthraquinone, commonly called quinizarin is a common hydroxyanthroquinone.[1][2]

The IUPAC nomenclature recommends hydroxyanthracenedione.

Usually "hydroxyanthraquinone" refers to a derivative of 9,10-anthraquinone.[3][4][5]

Isomers

In general, the term may mean any anthraquinone derivative where any number n of hydrogens have been replaced by n hydroxyls, so that the formula is C
14H
10O
2+n. In this case, the number n (which is between 1 and 8) is indicated by a multiplier prefix (mono-, di-, tri-, up to octa-). Additional hydroxy- compounds can be derived from the other isomers of the latter. From 9,10-anthraquinone, only two single-hydroxy derivatives are possible.

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See also

References
  1. Bien, H.-S.; Stawitz, J.; Wunderlich, K. "Anthraquinone Dyes and Intermediates". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_355.
  2. Bigelow, L. A.; Reynolds, H. H. (1926). "Quinizarin". Org. Synth. 6: 78. doi:10.15227/orgsyn.006.0078.
  3. Khalafy, J.; Bruce, J. M. (2002). "Oxidative Dehydrogenation of 1-Tetralones: Synthesis of Juglone, Naphthazarin, and α-Hydroxyanthraquinones" (pdf). Journal of Sciences, Islamic Republic of Iran. 13 (2): 131–139.
  4. Thomson, R. H. (1971). Naturally Occurring Quinones. London: Academic Press. Quoted by Khalafy and Bruce.
  5. Thomson, R. H. (1987). Naturally Occurring Quinones III. London: Chapman and Hall. Quoted by Khalafy and Bruce.
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