Anthron

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Structural formula
Structure of anthrone
General
Surname Anthron
other names
  • 10 H -anthracen-9-one
  • 9 (10 H ) -anthracenone
  • Carbothron
  • Anthranone
  • 9-oxoanthracene
Molecular formula C 14 H 10 O
Brief description

light yellow, almost odorless solid

External identifiers / databases
CAS number 90-44-8
EC number 201-994-0
ECHA InfoCard 100.001.813
PubChem 7018
Wikidata Q411768
properties
Molar mass 194.23 g mol −1
Physical state

firmly

Melting point

151-156 ° C

boiling point

721 ° C

solubility
  • good at benzene
  • insoluble in water (4.6 mg l −1 at 20 ° C)
safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Anthrone is a tricyclic compound . In biochemistry , this compound is used to determine the total content of carbohydrates, including glycerol, in biological samples. Anthrone is - like anthraquinone - a derivative of anthracene and is considered an active ingredient in herbal medicine .

Manufacturing

Rapid heating of anthranol ( 1 ) produces anthrone ( 2 ):

Synthesis of Anthrone

1 can be viewed as the transannular enol form of 2 .

properties

Anthrone dissolves in alkaline solutions when heated ; when acidified, anthranol, the enol form , precipitates .

Web links

Commons : Anthron  - collection of images, videos and audio files

Individual evidence

  1. ↑ a b c d e data sheet Anthron (PDF) from Merck , accessed on December 23, 2012.
  2. ↑ Data sheet Anthron at Acros, accessed on February 26, 2010.
  3. ^ Brockhaus ABC chemistry. FA Brockhaus Verlag, Leipzig 1965, p. 93.
  4. ↑ A. Pons, P. Roca, C. Aguilo, FJ Garcia, M. Alemany, A. Palou: A method for the simultaneous determination of total carbohydrate and glycerol in biological samples with the anthrone reagent. In: J Biochem Biophys Methods . 4 (3-4), 1981, pp. 227-331. PMID 7240650 .
  5. ^ A b Siegfried Hauptmann : Organic Chemistry , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindindustrie, Leipzig, 1985, p. 336, ISBN 3-342-00280-8 .