Violanthrone

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Violanthrone
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Names
Preferred IUPAC name
Anthra[10,1,2-cde]benzo[rst]pentaphene-5,10-dione
Other names
Dibenzanthrone, Tinon Dark Blue BOA, Ahcovat Dark Blue BO, Violanthrone A, Bianthrone A, Irgalite Blue 2R, Paradone Dark Blue
Identifiers
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3D model (JSmol)
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  • 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
  • c1ccc2c(c1)-c3ccc4c5ccc-6c7c5c(ccc7C(=O)c8c6cccc8)c9c4c3c(cc9)C2=O
Properties
C34H16O2
Molar mass 456.48964
Appearance dark blue solid
Density 1.53 g/cm3
Melting point 492 °C (decomposes)
−204.8·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Template:Chembox Footer/trackingTemplate:Short description

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 C2v 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][4][5][6]

Synthese Violanthron aus Benzanthron

References

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  1. ^ Page Module:Citation/CS1/styles.css has no content.Bolton, W.; Stadler, H. P. (1964). "The Crystal Structure of Violanthrone (Dibenzanthrone)". Acta Crystallographica. 17 (8): 1015–1020. Bibcode:1964AcCry..17.1015B. doi:10.1107/S0365110X64002584.
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  3. ^ Manufacture of dibenzanthrone compounds
  4. ^ Heinrich Zollinger, Color Chemistry: Syntheses, Properties, and Applications of Organic Dyes and Pigments, 3rd edition, Wiley-VCH, Weinheim, 2003, Template:ISBN, p. 291
  5. ^ Page Template:Citation/styles.css has no content.CN patent 106243769, Wang Hongwei, Xu Huixiang, Li Zhen, Jiang Dawei, Gao Hongyu, Guo Yuan, "A kind of preparation method of Vat Brilliant Green FFB" 
  6. ^ Page Module:Citation/CS1/styles.css has no content.Aoki, Junji (December 1961). "Studies of Violanthrone B. I. Reduction and Oxidation of Violanthrone B". Bulletin of the Chemical Society of Japan. 34 (12): 1817–1819. doi:10.1246/bcsj.34.1817.