2,3-dibromohydroquinone

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Structural formula
Structural formula of 2,3-dibromohydroquinone
General
Surname 2,3-dibromohydroquinone
other names
  • 2,3-dibromo-1,4-benzenediol
  • 2,3-dibromo-1,4-dihydroxybenzene
Molecular formula C 6 H 4 Br 2 O 2
External identifiers / databases
CAS number 6363-31-1
ChemSpider 11358885
Wikidata Q209165
properties
Molar mass 267,90 g · mol -1
Physical state

firmly

Melting point

184 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2,3-Dibromohydroquinone is a chemical compound that belongs to both the polyphenols and the halogen aromatic compounds . Together with 2,5-dibromohydroquinone and 2,6-dibromohydroquinone, it is one of the three positionally isomeric dibromohydroquinones.

presentation

2,3-Dibromohydroquinone can be made by bromination of 1,4-benzoquinone with elemental bromine .

Production of 2,3-dibromohydroquinone from benzoquinone

Synthesis by Elbs oxidation from 2,3-dibromophenol is also possible.

Production of 2,3-dibromohydroquinone from 2,3-dibromophenol

Reactions

Esterification with acetic anhydride results in the diacetate, which is registered under CAS number 40101-04-0 and has a melting point of 163 ° C.

Esterification of 2,3-dibromohydroquinone

Oxidation with iron (III) chloride leads to 2,3-dibromo-1,4-benzoquinone (melting point 124–125 ° C).

Production of 2,3-dibromobenzoquinone

Individual evidence

  1. ^ A b J. Buckingham: Dictionary of organic compounds, Volume 9, p. 1914 ( limited preview in the Google book search).
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. E. Sarauw: Benzenequinone and derivatives of the same , quarterly journal of the Natural Research Society in Zurich, 1881.
  4. JF Bagli, P. L'Ecuyer: Arylation of Quinones by Diazonium Salts - VII. Synthesis and Structure of some Aryl-Chloro-p-Benzoquinones . In: Canadian Journal of Chemistry . 39 (5), 1961, pp. 1037-1048, doi : 10.1139 / v61-128 .