1,2,4-trihydroxybenzene

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Structural formula
Structural formula hydroxyhydroquinone
General
Surname 1,2,4-trihydroxybenzene
other names
  • Hydroxyhydroquinone
  • asym. trihydroxybenzene
  • 1,2,4-TRIHYDROXYBENZENE ( INCI )
Molecular formula C 6 H 6 O 3
External identifiers / databases
CAS number 533-73-3
EC number 208-575-1
ECHA InfoCard 100,007,797
PubChem 10787
ChemSpider 10331
Wikidata Q903332
properties
Molar mass 126.11 g mol −1
Physical state

firmly

Melting point

140 ° C

safety instructions
GHS labeling of hazardous substances
05 - Corrosive 07 - Warning

danger

H and P phrases H: 302-315-318-335
P: 261-280-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,2,4-Trihydroxybenzene (common name hydroxyhydroquinone) is a derivative of benzene , a trihydric phenol with three hydroxyl groups. The other two isomers are 1,2,3-trihydroxybenzene (pyrogallol) and 1,3,5-trihydroxybenzene (phloroglucinol).

Extraction / representation

1,2,4-Trihydroxybenzene is accessible by heating p-benzoquinone with acetic anhydride . A 1,4-addition takes place, after which the remaining OH group reacts with further acetic anhydride to form the triacetyl compound. The desired end product is created through hydrolysis.

properties

The melting point of 1,2,4-trihydroxybenzene is 140 ° C, it is a strong reducing agent.

Individual evidence

  1. Entry on 1,2,4-TRIHYDROXYBENZENE in the CosIng database of the EU Commission, accessed on March 23, 2020.
  2. Entry on 1,2,4-trihydroxybenzene at TCI Europe, accessed on June 27, 2011.
  3. a b data sheet 1,2,4-benzenetriol from Sigma-Aldrich , accessed on April 4, 2011 ( PDF ).
  4. ^ Beyer / Walter: Textbook of Organic Chemistry , 19th edition, S. Hirzel Verlag, Stuttgart 1981, p. 480, ISBN 3-7776-0356-2 .