Kermessic acid

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Structural formula
Structure kermess acid
General
Surname Kermessic acid
other names
  • 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid ( IUPAC )
  • Kermesic acid
  • 3,5,6,8-tetrahydroxy-1-methyl-anthraquinone-2-carboxylic acid
  • CI 75460
  • CI Natural Red 3
Molecular formula C 16 H 10 O 8
Brief description

red needles

External identifiers / databases
CAS number 18499-92-8
PubChem 11727234
ChemSpider 9901950
Wikidata Q27162385
properties
Molar mass 330.25 g mol −1
Physical state

firmly

Melting point

320 ° C (dec.)

safety instructions
GHS labeling of hazardous substances
07 - Warning 08 - Dangerous to health

Caution

H and P phrases H: 315-319-335
P: 261-280-302-352-305-351-338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Kermesic ( Kermesinsäure ) is an anthraquinone derivative and the main component of the red dye Kermes ( spurious Carmine ). The compound is the aglycon of carminic acid , the main component of real carmine .

Occurrence and use

Scale insects Kermes ilicis

Kermess acid, like carminic acid or laccainic acids , is an insect pigment obtained from scale insects. It is the only colored compound contained in the Kermes.

The chemical structure of kermess acid was elucidated in 1916 by Otto Dimroth .

Individual evidence

  1. a b Entry on Kermessäure. In: Römpp Online . Georg Thieme Verlag, accessed on November 23, 2018.
  2. a b Entry on Kermesic Acid at Toronto Research Chemicals , accessed on March 4, 2019 ( PDF ).
  3. Mark C. Whiting: The dyes in early oriental carpets . In: Society of German Chemists (ed.): Chemistry in our time . 15th year, no. 6 . Verlag Chemie GmbH, Weinheim 1981, p. 179-189 .
  4. Perey Brigl: The chemical research into natural dyes . Springer Fachmedien, Wiesbaden 1921, ISBN 978-3-663-03907-5 , p. 43 ff ., doi : 10.1007 / 978-3-663-05096-4 ( limited preview in the Google book search).
  5. Otto Dimroth, Reinhold Fick: About the dye of the kermes . In: Justus Liebig's Annals of Chemistry . tape 411 , no. 3 , 1916, p. 315-338 , doi : 10.1002 / jlac.19164110303 .