Trihydroxyanthraquinone

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A trihydroxyanthraquinone or trihydroxyanthracenedione is any of several isomeric organic compounds with formula C
14
H
8
O
5
, formally derived from anthraquinone by replacing three hydrogen atoms by hydroxyl groups. They include several historically important dyes.[1][2] The isomers may differ in the parent anthraquinone isomer and/or of the three hydroxyl groups.

In general there are 56 ways of choosing three out of the 8 hydrogens. However, if the underlying core is symmetrical, some of these choices will give identical molecules.

Isomers[edit]

From 9,10-anthaquinone[edit]

Due to the symmetry of the 9,10-anthraquinone core, there are only 14 isomers.[3]

See also[edit]

References[edit]

  1. ^ a b Wahl, Andre; Atack, F. W (1919) The Manufacture Of Organic Dyestuffs. G. Bell And Sons, Limited. Online version accessed on 2010-01-22.
  2. ^ a b c d Hugh Alister McGuigan (1921), An introduction to chemical pharmacology; pharmacodynamics in relation to chemistry. P. Blakiston's son, Philadelphia. Online version at archive.org, accessed on 2010-01-30.
  3. ^ CRC (1996), Dictionary of organic compounds, Volume 1 CRC Press Online version at books.google.com, accessed on 2010-01-22.
  4. ^ M. L. Crossley (1918), 1,4,6-TRIHYDROXYANTHRAQUINONE J. Am. Chem. Soc., volume 40 issue 2, pages 404–406 doi:10.1021/ja02235a011