Chromone

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Structural formula
Structural formula of chromone
General
Surname Chromone
other names
  • 1,4 benzopyrone
  • 1-benzopyran-4-one
  • 4-chromone
  • 4 H -1-benzopyran-4-one
  • 4 H -benzo ( b ) pyran-4-one
  • 4 H -chromen-4-one
  • Benzo-γ-pyrone
  • Chromene-4-one ( IUPAC )
Molecular formula C 9 H 6 O 2
Brief description

white to yellow powder

External identifiers / databases
CAS number 491-38-3
EC number 207-737-9
ECHA InfoCard 100.007.035
PubChem 10286
ChemSpider 9866
Wikidata Q420156
properties
Molar mass 146.14 g mol −1
Physical state

firmly

density

1.29 g cm −3

Melting point

55-60 ° C

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

91 mg kg −1 ( LD 50 ,  mouse ,  ip )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chromone is a chemical compound belonging to the benzopyron group in which a benzene ring ( aromatic ) is theoretically condensed with 4-pyrone (an oxygen-containing heterocycle ) (hence also benzo-γ-pyrone ).

It is a derivative of 4 H -chromene (4-benzopyran), which has a keto group in position 4 instead of two hydrogen atoms .

Isomerism

Chromone is constitutional isomer with coumarin .

Derivatives

Derivatives of chromone (group of substances: chromones ) are usually made from phenols and β-keto acid esters by heating with phosphorus pentoxide .

The derivatives occurring in nature, for example in diamonds, include the flavones and isoflavones (yellow plant pigments ) as well as khellinin ( glycoside active in the heart ) and the related, highly toxic kellin .

Artificially produced chromones are the antiallergic drugs cromoglicic acid and nedocromil (in pharmacology : cromone ).

Individual evidence

  1. ↑ SCBT: Chromones
  2. ^ Carl L. Yaws: Thermophysical properties of chemicals and hydrocarbons. Andrew, Norwich NY 2008, ISBN 978-0-8155-1596-8 , p. 242.
  3. ↑ a b c d Datasheet Chromon at Sigma-Aldrich , accessed on September 19, 2011 ( PDF ).Template: Sigma-Aldrich / name not given
  4. ↑ Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 1: A-Cl. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1979, ISBN 3-440-04511-0 , p. 744.
  5. ↑ Alexander I. Gray: Structural diversity and distribution of coumarines and chromones in the Rutales. In: Peter G. Waterman, Michael F. Grundon (Eds.): Chemistry and chemical taxonomy of the Rutales. London / New York 1983 (= Annu. Proc. Phytochem. Soc. Eur. Volume 22), pp. 97-146.
  6. ↑ Lung Information Service : Cromone ( Memento of the original from December 22, 2015 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. , accessed December 15, 2015. @1@ 2Template: Webachiv / IABot / www.lungeninformationsdienst.de

literature

  • H. Beyer, W. Walter: Textbook of organic chemistry. 20th edition. Hirzel, Stuttgart 1984, pp. 743-744.
  • R. Ebermann, I. Elmadfa: Textbook Food Chemistry and Nutrition 2nd Edition, Springer Vienna New York, 2001, ISBN 978-3-7091-0210-7 , pp. 206-214.