Violanthrone

Violanthrone

Names
Other names Dibenzanthrone, Tinon Dark Blue BOA, Ahcovat Dark Blue BO, Violanthrone A, Bianthrone A, Irgalite Blue 2R, Paradone Dark Blue
Identifiers
CAS Registry Number	116-71-2
ChemSpider	8015
EC number	204-152-0
InChI InChI=1S/C34H16O2/c35-33-25-7-3-1-5-17(25)19-9-11-21-22-12-10-20-18-6-2-4-8-26(18)34(36)28-16-14-24(30(22)32(20)28)23-13-15-27(33)31(19)29(21)23/h1-16H Key: YKSGNOMLAIJTLT-UHFFFAOYSA-N InChI=1/C34H16O2/c35-33-25-7-3-1-5-17(25)19-9-11-21-22-12-10-20-18-6-2-4-8-26(18)34(36)28-16-14-24(30(22)32(20)28)23-13-15-27(33)31(19)29(21)23/h1-16H Key: YKSGNOMLAIJTLT-UHFFFAOYAP
Jmol-3D images	Image
PubChem	8317
SMILES c1ccc2c(c1)-c3ccc4c5ccc-6c7c5c(ccc7C(=O)c8c6cccc8)c9c4c3c(cc9)C2=O
Properties
Chemical formula	C34H16O2
Molar mass	456.48964
Appearance	dark blue solid
Density	1.53 g/cm3
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Violanthrone, also known as Dibenzanthrone, is an organic compound that serves as a vat dye and a precursor to other vat dyes. X-ray crystallography confirms that the molecule is planar with C_2v symmetry.^[1] Isomeric with violanthrone is isoviolanthrone, which has a centrosymmetric structure.^[2]

Synthesis

It is produced by coupling of two molecules of benzanthrone.^[3]

References

1. ↑ The crystal structure of violanthrone (dibenzanthrone) Bolton, W.; Stadler, H. P. Acta Crystallographica 1964, volume 17, pp. 1015-20. doi: 10.1107/S0365110X64002584
2. ↑ Bien, H.-S.; Stawitz, J.; Wunderlich, K. (2005), "Anthraquinone Dyes and Intermediates", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a02_355 
3. ↑ Manufacture of dibenzanthrone compounds