Violanthrone
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Violanthrone, also known as dibenzanthrone, is an
organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
that serves as a
vat dye Vat dyes are a class of dyes that are classified as such because of the method by which they are applied. Vat dyeing is a process that refers to dyeing that takes place in a bucket or vat. The original vat dye is indigo, once obtained only from pl ...
and a precursor to other vat dyes.
X-ray crystallography X-ray crystallography is the experimental science of determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to Diffraction, diffract in specific directions. By measuring th ...
confirms that the molecule is planar with C2v
symmetry Symmetry () in everyday life refers to a sense of harmonious and beautiful proportion and balance. In mathematics, the term has a more precise definition and is usually used to refer to an object that is Invariant (mathematics), invariant und ...
. Isomeric with violanthrone is isoviolanthrone, which has a centrosymmetric structure.


Synthesis

It is produced by coupling of two molecules of
benzanthrone Benzanthrone (BZA) is a polycyclic aromatic hydrocarbon. It is a yellow solid. Its derivatives are used as a dyestuff intermediate for anthraquinone-based dyes. Dehydrogenative coupling gives violanthrone. It is prepared by reduction of anthroqu ...
.Heinrich Zollinger, Color Chemistry: Syntheses, Properties, and Applications of Organic Dyes and Pigments, 3rd edition, Wiley-VCH, Weinheim, 2003, , p. 291 :


References

{{Reflist Fluorescent dyes Ketones Polycyclic aromatic compounds